id	sid	tid	token	lemma	pos
eurjchem-1002	1	1	untitled	untitle	VERB
eurjchem-1002	1	2	european	european	PROPN
eurjchem-1002	1	3	journal	journal	PROPN
eurjchem-1002	1	4	of	of	ADP
eurjchem-1002	1	5	chemistry	chemistry	NOUN
eurjchem-1002	1	6	5	5	NUM
eurjchem-1002	1	7	(	(	PUNCT
eurjchem-1002	1	8	1	1	NUM
eurjchem-1002	1	9	)	)	PUNCT
eurjchem-1002	1	10	(	(	PUNCT
eurjchem-1002	1	11	2014	2014	NUM
eurjchem-1002	1	12	)	)	PUNCT
eurjchem-1002	1	13	127‐132	127‐132	PROPN
eurjchem-1002	1	14	european	european	PROPN
eurjchem-1002	1	15	journal	journal	PROPN
eurjchem-1002	1	16	of	of	ADP
eurjchem-1002	1	17	chemistry	chemistry	NOUN
eurjchem-1002	1	18	issn	issn	PROPN
eurjchem-1002	1	19	2153‐2249	2153‐2249	PROPN
eurjchem-1002	1	20	(	(	PUNCT
eurjchem-1002	1	21	print	print	NOUN
eurjchem-1002	1	22	)	)	PUNCT
eurjchem-1002	1	23	/	/	SYM
eurjchem-1002	1	24	issn	issn	PROPN
eurjchem-1002	1	25	2153‐2257	2153‐2257	NUM
eurjchem-1002	1	26	(	(	PUNCT
eurjchem-1002	1	27	online	online	ADJ
eurjchem-1002	1	28	)	)	PUNCT
eurjchem-1002	1	29			NOUN
eurjchem-1002	1	30	2014	2014	NUM
eurjchem-1002	2	1	eurjchem	eurjchem	PROPN
eurjchem-1002	2	2	publishing	publish	VERB
eurjchem-1002	2	3	‐	‐	NOUN
eurjchem-1002	2	4	printed	print	VERB
eurjchem-1002	2	5	in	in	ADP
eurjchem-1002	2	6	the	the	DET
eurjchem-1002	2	7	usa	usa	PROPN
eurjchem-1002	2	8	http://dx.doi.org/10.5155/eurjchem.5.1.127‐132.1002	http://dx.doi.org/10.5155/eurjchem.5.1.127‐132.1002	NUM
eurjchem-1002	2	9	european	european	PROPN
eurjchem-1002	2	10	journal	journal	PROPN
eurjchem-1002	2	11	of	of	ADP
eurjchem-1002	2	12	chemistry	chemistry	PROPN
eurjchem-1002	2	13	journal	journal	PROPN
eurjchem-1002	2	14	homepage	homepage	NOUN
eurjchem-1002	2	15	:	:	PUNCT
eurjchem-1002	2	16	www.eurjchem.com	www.eurjchem.com	X
eurjchem-1002	2	17	stereoselective	stereoselective	ADJ
eurjchem-1002	2	18	synthesis	synthesis	NOUN
eurjchem-1002	2	19	of	of	ADP
eurjchem-1002	2	20	(	(	PUNCT
eurjchem-1002	2	21	‐	‐	NOUN
eurjchem-1002	2	22	)	)	PUNCT
eurjchem-1002	2	23	cephalosporolide	cephalosporolide	NOUN
eurjchem-1002	3	1	d	d	X
eurjchem-1002	3	2	karna	karna	PROPN
eurjchem-1002	3	3	ji	ji	PROPN
eurjchem-1002	3	4	harkala	harkala	PROPN
eurjchem-1002	3	5	a	a	PROPN
eurjchem-1002	3	6	,	,	PUNCT
eurjchem-1002	3	7	laxminarayana	laxminarayana	PROPN
eurjchem-1002	3	8	eppakayala	eppakayala	PROPN
eurjchem-1002	3	9	a	a	PRON
eurjchem-1002	3	10	,	,	PUNCT
eurjchem-1002	3	11	*	*	PUNCT
eurjchem-1002	3	12	and	and	CCONJ
eurjchem-1002	3	13	thirumala	thirumala	VERB
eurjchem-1002	3	14	chary	chary	ADJ
eurjchem-1002	3	15	maringanti	maringanti	PROPN
eurjchem-1002	3	16	b	b	PROPN
eurjchem-1002	3	17	a	a	DET
eurjchem-1002	3	18	department	department	NOUN
eurjchem-1002	3	19	of	of	ADP
eurjchem-1002	3	20	physics	physics	PROPN
eurjchem-1002	3	21	and	and	CCONJ
eurjchem-1002	3	22	chemistry	chemistry	NOUN
eurjchem-1002	3	23	,	,	PUNCT
eurjchem-1002	3	24	mahatma	mahatma	PROPN
eurjchem-1002	3	25	gandhi	gandhi	PROPN
eurjchem-1002	3	26	institute	institute	PROPN
eurjchem-1002	3	27	of	of	ADP
eurjchem-1002	3	28	technology	technology	PROPN
eurjchem-1002	3	29	,	,	PUNCT
eurjchem-1002	3	30	chaitanya	chaitanya	PROPN
eurjchem-1002	3	31	bharati	bharati	PROPN
eurjchem-1002	3	32	,	,	PUNCT
eurjchem-1002	3	33	gandipet	gandipet	NOUN
eurjchem-1002	3	34	,	,	PUNCT
eurjchem-1002	3	35	hyderabad‐500075	hyderabad‐500075	PROPN
eurjchem-1002	3	36	,	,	PUNCT
eurjchem-1002	3	37	india	india	PROPN
eurjchem-1002	3	38	b	b	PROPN
eurjchem-1002	3	39	department	department	PROPN
eurjchem-1002	3	40	of	of	ADP
eurjchem-1002	3	41	chemistry	chemistry	NOUN
eurjchem-1002	3	42	,	,	PUNCT
eurjchem-1002	3	43	jawaharlal	jawaharlal	PROPN
eurjchem-1002	3	44	nehru	nehru	PROPN
eurjchem-1002	3	45	technological	technological	PROPN
eurjchem-1002	3	46	university	university	PROPN
eurjchem-1002	3	47	hyderabad	hyderabad	PROPN
eurjchem-1002	3	48	college	college	PROPN
eurjchem-1002	3	49	of	of	ADP
eurjchem-1002	3	50	engineering	engineering	PROPN
eurjchem-1002	3	51	,	,	PUNCT
eurjchem-1002	3	52	nachupally	nachupally	ADV
eurjchem-1002	3	53	,	,	PUNCT
eurjchem-1002	3	54	karimnagar‐505501	karimnagar‐505501	PROPN
eurjchem-1002	3	55	,	,	PUNCT
eurjchem-1002	3	56	india	india	PROPN
eurjchem-1002	3	57	*	*	PUNCT
eurjchem-1002	3	58	corresponding	correspond	VERB
eurjchem-1002	3	59	author	author	NOUN
eurjchem-1002	3	60	at	at	ADP
eurjchem-1002	3	61	:	:	PUNCT
eurjchem-1002	3	62	department	department	NOUN
eurjchem-1002	3	63	of	of	ADP
eurjchem-1002	3	64	physics	physics	PROPN
eurjchem-1002	3	65	and	and	CCONJ
eurjchem-1002	3	66	chemistry	chemistry	NOUN
eurjchem-1002	3	67	,	,	PUNCT
eurjchem-1002	3	68	mahatma	mahatma	PROPN
eurjchem-1002	3	69	gandhi	gandhi	PROPN
eurjchem-1002	3	70	institute	institute	PROPN
eurjchem-1002	3	71	of	of	ADP
eurjchem-1002	3	72	technology	technology	PROPN
eurjchem-1002	3	73	,	,	PUNCT
eurjchem-1002	3	74	chaitanya	chaitanya	PROPN
eurjchem-1002	3	75	bharati	bharati	PROPN
eurjchem-1002	3	76	,	,	PUNCT
eurjchem-1002	3	77	gandipet	gandipet	NOUN
eurjchem-1002	3	78	,	,	PUNCT
eurjchem-1002	3	79	hyderabad‐500075	hyderabad‐500075	PROPN
eurjchem-1002	3	80	,	,	PUNCT
eurjchem-1002	3	81	india	india	PROPN
eurjchem-1002	3	82	.	.	PUNCT
eurjchem-1002	4	1	tel	tel	PROPN
eurjchem-1002	4	2	.	.	PUNCT
eurjchem-1002	4	3	:	:	PUNCT
eurjchem-1002	5	1	+91.998.9291441	+91.998.9291441	X
eurjchem-1002	5	2	.	.	PUNCT
eurjchem-1002	5	3	fax	fax	NOUN
eurjchem-1002	5	4	:	:	PUNCT
eurjchem-1002	5	5	+91.40.24193067	+91.40.24193067	NUM
eurjchem-1002	5	6	.	.	PUNCT
eurjchem-1002	5	7	e‐mail	e‐mail	PUNCT
eurjchem-1002	6	1	address	address	NOUN
eurjchem-1002	6	2	:	:	PUNCT
eurjchem-1002	6	3	elxnkits@yahoo.co.in	elxnkits@yahoo.co.in	PROPN
eurjchem-1002	6	4	(	(	PUNCT
eurjchem-1002	6	5	l.	l.	PROPN
eurjchem-1002	6	6	eppakayala	eppakayala	PROPN
eurjchem-1002	6	7	)	)	PUNCT
eurjchem-1002	6	8	.	.	PUNCT
eurjchem-1002	7	1	article	article	NOUN
eurjchem-1002	7	2	information	information	PROPN
eurjchem-1002	7	3	abstract	abstract	ADJ
eurjchem-1002	7	4	doi	doi	PROPN
eurjchem-1002	7	5	:	:	PUNCT
eurjchem-1002	7	6	10.5155	10.5155	NUM
eurjchem-1002	7	7	/	/	SYM
eurjchem-1002	7	8	eurjchem.5.1.127‐132.1002	eurjchem.5.1.127‐132.1002	PRON
eurjchem-1002	7	9	received	receive	VERB
eurjchem-1002	7	10	:	:	PUNCT
eurjchem-1002	7	11	15	15	NUM
eurjchem-1002	7	12	december	december	PROPN
eurjchem-1002	7	13	2013	2013	NUM
eurjchem-1002	7	14	received	receive	VERB
eurjchem-1002	7	15	in	in	ADP
eurjchem-1002	7	16	revised	revise	VERB
eurjchem-1002	7	17	form	form	NOUN
eurjchem-1002	7	18	:	:	PUNCT
eurjchem-1002	7	19	16	16	NUM
eurjchem-1002	7	20	february	february	NOUN
eurjchem-1002	7	21	2014	2014	NUM
eurjchem-1002	7	22	accepted	accept	VERB
eurjchem-1002	7	23	:	:	PUNCT
eurjchem-1002	7	24	01	01	NUM
eurjchem-1002	7	25	march	march	PROPN
eurjchem-1002	7	26	2014	2014	NUM
eurjchem-1002	7	27	online	online	NOUN
eurjchem-1002	7	28	:	:	PUNCT
eurjchem-1002	7	29	31	31	NUM
eurjchem-1002	7	30	march	march	NOUN
eurjchem-1002	7	31	2014	2014	NUM
eurjchem-1002	7	32	keywords	keyword	VERB
eurjchem-1002	7	33	a	a	DET
eurjchem-1002	7	34	simple	simple	ADJ
eurjchem-1002	7	35	and	and	CCONJ
eurjchem-1002	7	36	efficient	efficient	ADJ
eurjchem-1002	7	37	synthesis	synthesis	NOUN
eurjchem-1002	7	38	of	of	ADP
eurjchem-1002	7	39	eight‐membered	eight‐membered	ADJ
eurjchem-1002	7	40	lactone	lactone	NOUN
eurjchem-1002	7	41	,	,	PUNCT
eurjchem-1002	7	42	cephalosporolide	cephalosporolide	PROPN
eurjchem-1002	7	43	d	d	X
eurjchem-1002	7	44	has	have	AUX
eurjchem-1002	7	45	been	be	AUX
eurjchem-1002	7	46	accomplished	accomplish	VERB
eurjchem-1002	7	47	from	from	ADP
eurjchem-1002	7	48	inexpensive	inexpensive	ADJ
eurjchem-1002	7	49	and	and	CCONJ
eurjchem-1002	7	50	commercially	commercially	ADV
eurjchem-1002	7	51	available	available	ADJ
eurjchem-1002	7	52	starting	start	VERB
eurjchem-1002	7	53	materials	material	NOUN
eurjchem-1002	7	54	.	.	PUNCT
eurjchem-1002	8	1	this	this	DET
eurjchem-1002	8	2	synthesis	synthesis	NOUN
eurjchem-1002	8	3	utilizes	utilize	VERB
eurjchem-1002	8	4	α‐aminoxylation	α‐aminoxylation	NUM
eurjchem-1002	8	5	catalyzed	catalyze	VERB
eurjchem-1002	8	6	by	by	ADP
eurjchem-1002	8	7	l‐proline	l‐proline	PUNCT
eurjchem-1002	8	8	reaction	reaction	NOUN
eurjchem-1002	8	9	,	,	PUNCT
eurjchem-1002	8	10	jacobsen	jacobsen	PROPN
eurjchem-1002	8	11	’s	’s	PART
eurjchem-1002	8	12	hydrolytic	hydrolytic	ADJ
eurjchem-1002	8	13	kinetic	kinetic	ADJ
eurjchem-1002	8	14	resolution	resolution	NOUN
eurjchem-1002	8	15	and	and	CCONJ
eurjchem-1002	8	16	yamaguchi	yamaguchi	PROPN
eurjchem-1002	8	17	macrolactonization	macrolactonization	NOUN
eurjchem-1002	8	18	as	as	ADP
eurjchem-1002	8	19	key	key	ADJ
eurjchem-1002	8	20	steps	step	NOUN
eurjchem-1002	8	21	.	.	PUNCT
eurjchem-1002	9	1	α‐aminoxylation	α‐aminoxylation	NUM
eurjchem-1002	10	1	wittig	wittig	NOUN
eurjchem-1002	10	2	olefination	olefination	NOUN
eurjchem-1002	10	3	catalytic	catalytic	ADJ
eurjchem-1002	10	4	hydrogenation	hydrogenation	NOUN
eurjchem-1002	10	5	epoxidation	epoxidation	NOUN
eurjchem-1002	10	6	with	with	ADP
eurjchem-1002	10	7	mcpba	mcpba	NOUN
eurjchem-1002	10	8	yamaguchi	yamaguchi	PROPN
eurjchem-1002	10	9	macrolactonisation	macrolactonisation	NOUN
eurjchem-1002	10	10	hydrolytic	hydrolytic	ADJ
eurjchem-1002	10	11	kinetic	kinetic	NOUN
eurjchem-1002	10	12	resolution	resolution	NOUN
eurjchem-1002	10	13	of	of	ADP
eurjchem-1002	10	14	epoxide	epoxide	NOUN
eurjchem-1002	10	15	1	1	NUM
eurjchem-1002	10	16	.	.	PUNCT
eurjchem-1002	11	1	introduction	introduction	NOUN
eurjchem-1002	11	2	the	the	DET
eurjchem-1002	11	3	macrolides	macrolide	NOUN
eurjchem-1002	11	4	,	,	PUNCT
eurjchem-1002	11	5	which	which	PRON
eurjchem-1002	11	6	contain	contain	VERB
eurjchem-1002	11	7	medium‐sized	medium‐size	VERB
eurjchem-1002	11	8	ring	ring	NOUN
eurjchem-1002	11	9	systems	system	NOUN
eurjchem-1002	11	10	,	,	PUNCT
eurjchem-1002	11	11	have	have	AUX
eurjchem-1002	11	12	attracted	attract	VERB
eurjchem-1002	11	13	considerable	considerable	ADJ
eurjchem-1002	11	14	attention	attention	NOUN
eurjchem-1002	11	15	from	from	ADP
eurjchem-1002	11	16	synthetic	synthetic	ADJ
eurjchem-1002	11	17	chemists	chemist	NOUN
eurjchem-1002	11	18	due	due	ADP
eurjchem-1002	11	19	to	to	ADP
eurjchem-1002	11	20	their	their	PRON
eurjchem-1002	11	21	interesting	interesting	ADJ
eurjchem-1002	11	22	biological	biological	ADJ
eurjchem-1002	11	23	properties	property	NOUN
eurjchem-1002	11	24	[	[	X
eurjchem-1002	11	25	1‐4	1‐4	NOUN
eurjchem-1002	11	26	]	]	PUNCT
eurjchem-1002	11	27	.	.	PUNCT
eurjchem-1002	12	1	cephalosporolide	cephalosporolide	PROPN
eurjchem-1002	12	2	d	d	X
eurjchem-1002	12	3	(	(	PUNCT
eurjchem-1002	12	4	3	3	NUM
eurjchem-1002	12	5	)	)	PUNCT
eurjchem-1002	12	6	,	,	PUNCT
eurjchem-1002	12	7	a	a	DET
eurjchem-1002	12	8	eight‐membered	eight‐membered	ADJ
eurjchem-1002	12	9	lactone	lactone	NOUN
eurjchem-1002	12	10	,	,	PUNCT
eurjchem-1002	12	11	isolated	isolate	VERB
eurjchem-1002	12	12	from	from	ADP
eurjchem-1002	12	13	fermentation	fermentation	NOUN
eurjchem-1002	12	14	fungus	fungus	NOUN
eurjchem-1002	12	15	,	,	PUNCT
eurjchem-1002	12	16	cephalosporiumaphidicola	cephalosporiumaphidicola	NOUN
eurjchem-1002	12	17	,	,	PUNCT
eurjchem-1002	12	18	along	along	ADP
eurjchem-1002	12	19	with	with	ADP
eurjchem-1002	12	20	four	four	NUM
eurjchem-1002	12	21	other	other	ADJ
eurjchem-1002	12	22	cephalosporolides	cephalosporolide	NOUN
eurjchem-1002	12	23	(	(	PUNCT
eurjchem-1002	12	24	b	b	NOUN
eurjchem-1002	12	25	,	,	PUNCT
eurjchem-1002	12	26	c	c	PROPN
eurjchem-1002	12	27	and	and	CCONJ
eurjchem-1002	12	28	e‐g	e‐g	PROPN
eurjchem-1002	12	29	)	)	PUNCT
eurjchem-1002	12	30	(	(	PUNCT
eurjchem-1002	12	31	figure	figure	NOUN
eurjchem-1002	12	32	1	1	NUM
eurjchem-1002	12	33	)	)	PUNCT
eurjchem-1002	13	1	[	[	X
eurjchem-1002	13	2	5,6	5,6	NUM
eurjchem-1002	13	3	]	]	PUNCT
eurjchem-1002	13	4	.	.	PUNCT
eurjchem-1002	14	1	among	among	ADP
eurjchem-1002	14	2	them	they	PRON
eurjchem-1002	14	3	,	,	PUNCT
eurjchem-1002	14	4	cephalosporolide	cephalosporolide	PROPN
eurjchem-1002	14	5	d	d	X
eurjchem-1002	14	6	(	(	PUNCT
eurjchem-1002	14	7	3	3	X
eurjchem-1002	14	8	)	)	PUNCT
eurjchem-1002	14	9	is	be	AUX
eurjchem-1002	14	10	an	an	DET
eurjchem-1002	14	11	eight‐	eight‐	NOUN
eurjchem-1002	14	12	membered	membere	VERB
eurjchem-1002	14	13	lactone	lactone	NOUN
eurjchem-1002	14	14	,	,	PUNCT
eurjchem-1002	14	15	cephalosporolides	cephalosporolide	VERB
eurjchem-1002	14	16	b	b	PROPN
eurjchem-1002	14	17	,	,	PUNCT
eurjchem-1002	14	18	c	c	PROPN
eurjchem-1002	14	19	and	and	CCONJ
eurjchem-1002	14	20	g	g	PROPN
eurjchem-1002	14	21	are	be	AUX
eurjchem-1002	14	22	ten‐	ten‐	NUM
eurjchem-1002	14	23	membered	membere	VERB
eurjchem-1002	14	24	ring	ring	NOUN
eurjchem-1002	14	25	lactones	lactone	NOUN
eurjchem-1002	14	26	and	and	CCONJ
eurjchem-1002	14	27	the	the	DET
eurjchem-1002	14	28	others	other	NOUN
eurjchem-1002	14	29	(	(	PUNCT
eurjchem-1002	14	30	cephalosporolide	cephalosporolide	PROPN
eurjchem-1002	14	31	e	e	NOUN
eurjchem-1002	14	32	and	and	CCONJ
eurjchem-1002	14	33	f	f	X
eurjchem-1002	14	34	)	)	PUNCT
eurjchem-1002	14	35	are	be	AUX
eurjchem-1002	14	36	spiroketal	spiroketal	ADJ
eurjchem-1002	14	37	lactones	lactone	NOUN
eurjchem-1002	14	38	.	.	PUNCT
eurjchem-1002	15	1	because	because	SCONJ
eurjchem-1002	15	2	of	of	ADP
eurjchem-1002	15	3	their	their	PRON
eurjchem-1002	15	4	fascinating	fascinating	ADJ
eurjchem-1002	15	5	structural	structural	ADJ
eurjchem-1002	15	6	features	feature	NOUN
eurjchem-1002	15	7	and	and	CCONJ
eurjchem-1002	15	8	interesting	interesting	ADJ
eurjchem-1002	15	9	biological	biological	ADJ
eurjchem-1002	15	10	properties	property	NOUN
eurjchem-1002	15	11	,	,	PUNCT
eurjchem-1002	15	12	cephalosporolides	cephalosporolide	NOUN
eurjchem-1002	15	13	have	have	AUX
eurjchem-1002	15	14	solicited	solicit	VERB
eurjchem-1002	15	15	considerable	considerable	ADJ
eurjchem-1002	15	16	interest	interest	NOUN
eurjchem-1002	15	17	among	among	ADP
eurjchem-1002	15	18	organic	organic	ADJ
eurjchem-1002	15	19	chemists	chemist	NOUN
eurjchem-1002	15	20	[	[	X
eurjchem-1002	15	21	7‐12	7‐12	X
eurjchem-1002	15	22	]	]	PUNCT
eurjchem-1002	15	23	.	.	PUNCT
eurjchem-1002	16	1	in	in	ADP
eurjchem-1002	16	2	accordance	accordance	NOUN
eurjchem-1002	16	3	with	with	ADP
eurjchem-1002	16	4	our	our	PRON
eurjchem-1002	16	5	interest	interest	NOUN
eurjchem-1002	16	6	in	in	ADP
eurjchem-1002	16	7	the	the	DET
eurjchem-1002	16	8	natural	natural	ADJ
eurjchem-1002	16	9	product	product	NOUN
eurjchem-1002	16	10	synthesis	synthesis	NOUN
eurjchem-1002	16	11	,	,	PUNCT
eurjchem-1002	16	12	herein	herein	NOUN
eurjchem-1002	16	13	we	we	PRON
eurjchem-1002	16	14	report	report	VERB
eurjchem-1002	16	15	an	an	DET
eurjchem-1002	16	16	alternative	alternative	ADJ
eurjchem-1002	16	17	total	total	ADJ
eurjchem-1002	16	18	synthesis	synthesis	NOUN
eurjchem-1002	16	19	of	of	ADP
eurjchem-1002	16	20	cephalosporolide	cephalosporolide	ADJ
eurjchem-1002	16	21	d	d	X
eurjchem-1002	16	22	starting	start	VERB
eurjchem-1002	16	23	from	from	ADP
eurjchem-1002	16	24	commercially	commercially	ADV
eurjchem-1002	16	25	available	available	ADJ
eurjchem-1002	16	26	starting	start	VERB
eurjchem-1002	16	27	materials	material	NOUN
eurjchem-1002	16	28	.	.	PUNCT
eurjchem-1002	17	1	2	2	X
eurjchem-1002	17	2	.	.	X
eurjchem-1002	17	3	experimental	experimental	ADJ
eurjchem-1002	17	4	2.1	2.1	NUM
eurjchem-1002	17	5	.	.	PUNCT
eurjchem-1002	18	1	instrumentation	instrumentation	NOUN
eurjchem-1002	18	2	solvents	solvent	NOUN
eurjchem-1002	18	3	were	be	AUX
eurjchem-1002	18	4	dried	dry	VERB
eurjchem-1002	18	5	over	over	ADP
eurjchem-1002	18	6	standard	standard	ADJ
eurjchem-1002	18	7	drying	dry	VERB
eurjchem-1002	18	8	agents	agent	NOUN
eurjchem-1002	18	9	on	on	ADP
eurjchem-1002	18	10	freshly	freshly	ADV
eurjchem-1002	18	11	distilled	distil	VERB
eurjchem-1002	18	12	prior	prior	ADV
eurjchem-1002	18	13	to	to	ADP
eurjchem-1002	18	14	use	use	NOUN
eurjchem-1002	18	15	.	.	PUNCT
eurjchem-1002	19	1	chemicals	chemical	NOUN
eurjchem-1002	19	2	were	be	AUX
eurjchem-1002	19	3	purchased	purchase	VERB
eurjchem-1002	19	4	and	and	CCONJ
eurjchem-1002	19	5	used	use	VERB
eurjchem-1002	19	6	without	without	ADP
eurjchem-1002	19	7	further	further	ADJ
eurjchem-1002	19	8	purification	purification	NOUN
eurjchem-1002	19	9	.	.	PUNCT
eurjchem-1002	20	1	all	all	DET
eurjchem-1002	20	2	column	column	NOUN
eurjchem-1002	20	3	chromatographic	chromatographic	ADJ
eurjchem-1002	20	4	separations	separation	NOUN
eurjchem-1002	20	5	were	be	AUX
eurjchem-1002	20	6	performed	perform	VERB
eurjchem-1002	20	7	using	use	VERB
eurjchem-1002	20	8	silica	silica	NOUN
eurjchem-1002	20	9	gel	gel	NOUN
eurjchem-1002	20	10	(	(	PUNCT
eurjchem-1002	20	11	60‐120	60‐120	ADJ
eurjchem-1002	20	12	mesh	mesh	NOUN
eurjchem-1002	20	13	)	)	PUNCT
eurjchem-1002	20	14	.	.	PUNCT
eurjchem-1002	21	1	organic	organic	ADJ
eurjchem-1002	21	2	solutions	solution	NOUN
eurjchem-1002	21	3	were	be	AUX
eurjchem-1002	21	4	dried	dry	VERB
eurjchem-1002	21	5	over	over	ADP
eurjchem-1002	21	6	anhydrous	anhydrous	ADJ
eurjchem-1002	21	7	na2so4	na2so4	NOUN
eurjchem-1002	21	8	and	and	CCONJ
eurjchem-1002	21	9	concentrated	concentrate	VERB
eurjchem-1002	21	10	below	below	ADP
eurjchem-1002	21	11	40	40	NUM
eurjchem-1002	21	12	°	°	NOUN
eurjchem-1002	21	13	c	c	NOUN
eurjchem-1002	21	14	in	in	ADP
eurjchem-1002	21	15	vacuum	vacuum	NOUN
eurjchem-1002	21	16	.	.	PUNCT
eurjchem-1002	22	1	1h	1h	NUM
eurjchem-1002	22	2	nmr	nmr	PROPN
eurjchem-1002	22	3	spectra	spectra	NOUN
eurjchem-1002	22	4	were	be	AUX
eurjchem-1002	22	5	acquired	acquire	VERB
eurjchem-1002	22	6	at	at	ADP
eurjchem-1002	22	7	300	300	NUM
eurjchem-1002	22	8	mhz	mhz	NOUN
eurjchem-1002	22	9	,	,	PUNCT
eurjchem-1002	22	10	while	while	SCONJ
eurjchem-1002	22	11	,	,	PUNCT
eurjchem-1002	22	12	13c	13c	NOUN
eurjchem-1002	22	13	nmr	nmr	NOUN
eurjchem-1002	22	14	at	at	ADP
eurjchem-1002	22	15	75	75	NUM
eurjchem-1002	22	16	mhz	mhz	NOUN
eurjchem-1002	22	17	with	with	ADP
eurjchem-1002	22	18	tms	tms	PROPN
eurjchem-1002	22	19	as	as	ADP
eurjchem-1002	22	20	internal	internal	ADJ
eurjchem-1002	22	21	standard	standard	NOUN
eurjchem-1002	22	22	for	for	ADP
eurjchem-1002	22	23	solutions	solution	NOUN
eurjchem-1002	22	24	in	in	ADP
eurjchem-1002	22	25	cdcl3	cdcl3	PROPN
eurjchem-1002	22	26	.	.	PUNCT
eurjchem-1002	23	1	j	j	PROPN
eurjchem-1002	23	2	values	value	NOUN
eurjchem-1002	23	3	were	be	AUX
eurjchem-1002	23	4	given	give	VERB
eurjchem-1002	23	5	in	in	ADP
eurjchem-1002	23	6	hz	hz	PROPN
eurjchem-1002	23	7	.	.	PUNCT
eurjchem-1002	24	1	ir	ir	PROPN
eurjchem-1002	24	2	spectra	spectra	PROPN
eurjchem-1002	24	3	were	be	AUX
eurjchem-1002	24	4	recorded	record	VERB
eurjchem-1002	24	5	on	on	ADP
eurjchem-1002	24	6	ftir	ftir	PROPN
eurjchem-1002	24	7	spectrophotometer	spectrophotometer	PROPN
eurjchem-1002	24	8	with	with	ADP
eurjchem-1002	24	9	nacl	nacl	ADJ
eurjchem-1002	24	10	optics	optic	NOUN
eurjchem-1002	24	11	.	.	PUNCT
eurjchem-1002	25	1	optical	optical	ADJ
eurjchem-1002	25	2	rotations	rotation	NOUN
eurjchem-1002	25	3	were	be	AUX
eurjchem-1002	25	4	measured	measure	VERB
eurjchem-1002	25	5	on	on	ADP
eurjchem-1002	25	6	digital	digital	ADJ
eurjchem-1002	25	7	polarimeter	polarimeter	NOUN
eurjchem-1002	25	8	at	at	ADP
eurjchem-1002	25	9	25	25	NUM
eurjchem-1002	25	10	°	°	NOUN
eurjchem-1002	25	11	c	c	NOUN
eurjchem-1002	25	12	.	.	PUNCT
eurjchem-1002	26	1	mass	mass	PROPN
eurjchem-1002	26	2	spectra	spectra	PROPN
eurjchem-1002	26	3	were	be	AUX
eurjchem-1002	26	4	recorded	record	VERB
eurjchem-1002	26	5	on	on	ADP
eurjchem-1002	26	6	direct	direct	ADJ
eurjchem-1002	26	7	inlet	inlet	NOUN
eurjchem-1002	26	8	system	system	NOUN
eurjchem-1002	26	9	or	or	CCONJ
eurjchem-1002	26	10	lc	lc	NOUN
eurjchem-1002	26	11	by	by	ADP
eurjchem-1002	26	12	msd	msd	NOUN
eurjchem-1002	26	13	trap	trap	PROPN
eurjchem-1002	26	14	sl	sl	PROPN
eurjchem-1002	26	15	,	,	PUNCT
eurjchem-1002	26	16	the	the	DET
eurjchem-1002	26	17	hrms	hrm	NOUN
eurjchem-1002	26	18	data	datum	NOUN
eurjchem-1002	26	19	were	be	AUX
eurjchem-1002	26	20	obtained	obtain	VERB
eurjchem-1002	26	21	using	use	VERB
eurjchem-1002	26	22	q‐tof	q‐tof	PROPN
eurjchem-1002	26	23	mass	mass	NOUN
eurjchem-1002	26	24	spectrometry	spectrometry	NOUN
eurjchem-1002	26	25	.	.	PUNCT
eurjchem-1002	27	1	figure	figure	NOUN
eurjchem-1002	27	2	1	1	NUM
eurjchem-1002	27	3	.	.	PUNCT
eurjchem-1002	27	4	structures	structure	NOUN
eurjchem-1002	27	5	of	of	ADP
eurjchem-1002	27	6	cephalosporolides	cephalosporolide	NOUN
eurjchem-1002	27	7	.	.	PUNCT
eurjchem-1002	28	1	128	128	NUM
eurjchem-1002	28	2	harkala	harkala	NOUN
eurjchem-1002	28	3	et	et	PROPN
eurjchem-1002	28	4	al	al	PROPN
eurjchem-1002	28	5	.	.	PUNCT
eurjchem-1002	28	6	/	/	SYM
eurjchem-1002	28	7	european	european	PROPN
eurjchem-1002	28	8	journal	journal	PROPN
eurjchem-1002	28	9	of	of	ADP
eurjchem-1002	28	10	chemistry	chemistry	NOUN
eurjchem-1002	28	11	5	5	NUM
eurjchem-1002	28	12	(	(	PUNCT
eurjchem-1002	28	13	1	1	NUM
eurjchem-1002	28	14	)	)	PUNCT
eurjchem-1002	28	15	(	(	PUNCT
eurjchem-1002	28	16	2014	2014	NUM
eurjchem-1002	28	17	)	)	PUNCT
eurjchem-1002	28	18	127‐132	127‐132	NUM
eurjchem-1002	29	1	o	o	NOUN
eurjchem-1002	30	1	o	o	X
eurjchem-1002	30	2	o	o	X
eurjchem-1002	31	1	o	o	NOUN
eurjchem-1002	31	2	cho	cho	NOUN
eurjchem-1002	32	1	o	o	NOUN
eurjchem-1002	33	1	o	o	X
eurjchem-1002	34	1	o	o	X
eurjchem-1002	34	2	o	o	X
eurjchem-1002	35	1	o	o	X
eurjchem-1002	35	2	o	o	X
eurjchem-1002	36	1	o	o	X
eurjchem-1002	36	2	o	o	INTJ
eurjchem-1002	37	1	oh	oh	INTJ
eurjchem-1002	38	1	oh	oh	INTJ
eurjchem-1002	38	2	o	o	INTJ
eurjchem-1002	39	1	o	o	X
eurjchem-1002	39	2	obn	obn	INTJ
eurjchem-1002	40	1	r	r	NOUN
eurjchem-1002	40	2	o	o	NOUN
eurjchem-1002	41	1	o	o	X
eurjchem-1002	41	2	obn	obn	INTJ
eurjchem-1002	42	1	o	o	X
eurjchem-1002	42	2	o	o	X
eurjchem-1002	43	1	obn	obn	INTJ
eurjchem-1002	44	1	o	o	X
eurjchem-1002	45	1	o	o	X
eurjchem-1002	45	2	o	o	X
eurjchem-1002	45	3	obn	obn	INTJ
eurjchem-1002	46	1	o	o	X
eurjchem-1002	47	1	o	o	X
eurjchem-1002	47	2	o	o	X
eurjchem-1002	47	3	obn	obn	INTJ
eurjchem-1002	47	4	oh	oh	INTJ
eurjchem-1002	47	5	coome	coome	NOUN
eurjchem-1002	47	6	coome	coome	NOUN
eurjchem-1002	47	7	a	a	DET
eurjchem-1002	47	8	b	b	NOUN
eurjchem-1002	47	9	c	c	NOUN
eurjchem-1002	47	10	d	d	PROPN
eurjchem-1002	47	11	e	e	PROPN
eurjchem-1002	47	12	,	,	PUNCT
eurjchem-1002	47	13	f	f	PROPN
eurjchem-1002	48	1	g	g	NOUN
eurjchem-1002	48	2	h	h	NOUN
eurjchem-1002	49	1	i	i	PRON
eurjchem-1002	49	2	j	j	PROPN
eurjchem-1002	49	3	9	9	NUM
eurjchem-1002	49	4	8	8	NUM
eurjchem-1002	49	5	10	10	NUM
eurjchem-1002	49	6	11	11	NUM
eurjchem-1002	49	7	12	12	NUM
eurjchem-1002	49	8	14	14	NUM
eurjchem-1002	49	9	171615	171615	NUM
eurjchem-1002	49	10	13	13	NUM
eurjchem-1002	49	11	r	r	NOUN
eurjchem-1002	49	12	=	=	SYM
eurjchem-1002	50	1	oh	oh	INTJ
eurjchem-1002	50	2	13a	13a	NOUN
eurjchem-1002	50	3	r	r	NOUN
eurjchem-1002	51	1	=	=	PUNCT
eurjchem-1002	52	1	i	i	PROPN
eurjchem-1002	53	1	ho	ho	PROPN
eurjchem-1002	53	2	ho	ho	PROPN
eurjchem-1002	54	1	obn	obn	PROPN
eurjchem-1002	55	1	oh	oh	INTJ
eurjchem-1002	55	2	o	o	INTJ
eurjchem-1002	56	1	o	o	INTJ
eurjchem-1002	57	1	oh	oh	INTJ
eurjchem-1002	57	2	ho	ho	INTJ
eurjchem-1002	57	3	o	o	X
eurjchem-1002	57	4	obn	obn	INTJ
eurjchem-1002	58	1	oh	oh	INTJ
eurjchem-1002	58	2	o	o	INTJ
eurjchem-1002	59	1	o	o	X
eurjchem-1002	59	2	obn	obn	PROPN
eurjchem-1002	60	1	k	k	PROPN
eurjchem-1002	60	2	l	l	PROPN
eurjchem-1002	60	3	m	m	VERB
eurjchem-1002	60	4	n	n	PROPN
eurjchem-1002	60	5	18	18	NUM
eurjchem-1002	60	6	7	7	NUM
eurjchem-1002	60	7	19	19	NUM
eurjchem-1002	60	8	reagents	reagent	NOUN
eurjchem-1002	60	9	and	and	CCONJ
eurjchem-1002	60	10	conditions	condition	NOUN
eurjchem-1002	60	11	:	:	PUNCT
eurjchem-1002	60	12	(	(	PUNCT
eurjchem-1002	60	13	a	a	X
eurjchem-1002	60	14	)	)	PUNCT
eurjchem-1002	60	15	ph3p	ph3p	PROPN
eurjchem-1002	60	16	=	=	SYM
eurjchem-1002	60	17	chcoome	chcoome	NOUN
eurjchem-1002	60	18	,	,	PUNCT
eurjchem-1002	60	19	benzene	benzene	NOUN
eurjchem-1002	60	20	,	,	PUNCT
eurjchem-1002	60	21	reflux	reflux	NOUN
eurjchem-1002	60	22	,	,	PUNCT
eurjchem-1002	60	23	2	2	NUM
eurjchem-1002	60	24	h	h	NOUN
eurjchem-1002	60	25	,	,	PUNCT
eurjchem-1002	60	26	81	81	NUM
eurjchem-1002	60	27	%	%	NOUN
eurjchem-1002	60	28	;	;	PUNCT
eurjchem-1002	60	29	(	(	PUNCT
eurjchem-1002	60	30	b	b	X
eurjchem-1002	60	31	)	)	PUNCT
eurjchem-1002	60	32	h2	h2	NOUN
eurjchem-1002	60	33	,	,	PUNCT
eurjchem-1002	60	34	pd	pd	PROPN
eurjchem-1002	60	35	/	/	SYM
eurjchem-1002	60	36	c	c	PROPN
eurjchem-1002	60	37	,	,	PUNCT
eurjchem-1002	60	38	meoh	meoh	PROPN
eurjchem-1002	60	39	,	,	PUNCT
eurjchem-1002	60	40	rt	rt	PROPN
eurjchem-1002	60	41	,	,	PUNCT
eurjchem-1002	60	42	3	3	NUM
eurjchem-1002	60	43	h	h	NOUN
eurjchem-1002	60	44	,	,	PUNCT
eurjchem-1002	60	45	84	84	NUM
eurjchem-1002	60	46	%	%	NOUN
eurjchem-1002	60	47	;	;	PUNCT
eurjchem-1002	60	48	(	(	PUNCT
eurjchem-1002	60	49	c	c	X
eurjchem-1002	60	50	)	)	PUNCT
eurjchem-1002	60	51	i	i	NOUN
eurjchem-1002	60	52	)	)	PUNCT
eurjchem-1002	60	53	dibal‐h	dibal‐h	PROPN
eurjchem-1002	60	54	,	,	PUNCT
eurjchem-1002	60	55	ch2cl2	ch2cl2	PROPN
eurjchem-1002	60	56	,	,	PUNCT
eurjchem-1002	60	57	0	0	NUM
eurjchem-1002	60	58	oc	oc	NOUN
eurjchem-1002	60	59	to	to	ADP
eurjchem-1002	60	60	rt	rt	PROPN
eurjchem-1002	60	61	,	,	PUNCT
eurjchem-1002	60	62	3	3	NUM
eurjchem-1002	60	63	h	h	NOUN
eurjchem-1002	60	64	,	,	PUNCT
eurjchem-1002	60	65	;	;	PUNCT
eurjchem-1002	60	66	ii	ii	X
eurjchem-1002	60	67	)	)	PUNCT
eurjchem-1002	60	68	phno	phno	NOUN
eurjchem-1002	60	69	,	,	PUNCT
eurjchem-1002	60	70	l‐	l‐	NOUN
eurjchem-1002	60	71	proline	proline	NOUN
eurjchem-1002	60	72	,	,	PUNCT
eurjchem-1002	60	73	ch3cn	ch3cn	NUM
eurjchem-1002	60	74	,	,	PUNCT
eurjchem-1002	60	75	‐20	‐20	ADJ
eurjchem-1002	60	76	oc	oc	NOUN
eurjchem-1002	60	77	,	,	PUNCT
eurjchem-1002	60	78	24	24	NUM
eurjchem-1002	60	79	h	h	NOUN
eurjchem-1002	60	80	then	then	ADV
eurjchem-1002	60	81	nabh4	nabh4	NOUN
eurjchem-1002	60	82	,	,	PUNCT
eurjchem-1002	60	83	meoh	meoh	NOUN
eurjchem-1002	60	84	,	,	PUNCT
eurjchem-1002	60	85	0	0	NUM
eurjchem-1002	60	86	oc	oc	PROPN
eurjchem-1002	60	87	;	;	PUNCT
eurjchem-1002	60	88	iii	iii	X
eurjchem-1002	60	89	)	)	PUNCT
eurjchem-1002	60	90	10	10	NUM
eurjchem-1002	60	91	%	%	NOUN
eurjchem-1002	60	92	pd	pd	PROPN
eurjchem-1002	60	93	/	/	SYM
eurjchem-1002	60	94	c	c	PROPN
eurjchem-1002	60	95	,	,	PUNCT
eurjchem-1002	60	96	h2	h2	PROPN
eurjchem-1002	60	97	,	,	PUNCT
eurjchem-1002	60	98	meoh	meoh	PROPN
eurjchem-1002	60	99	,	,	PUNCT
eurjchem-1002	60	100	24	24	NUM
eurjchem-1002	60	101	h	h	NOUN
eurjchem-1002	60	102	,	,	PUNCT
eurjchem-1002	60	103	overall	overall	ADJ
eurjchem-1002	60	104	yield	yield	NOUN
eurjchem-1002	60	105	for	for	ADP
eurjchem-1002	60	106	3	3	NUM
eurjchem-1002	60	107	steps	step	NOUN
eurjchem-1002	60	108	72	72	NUM
eurjchem-1002	60	109	%	%	NOUN
eurjchem-1002	60	110	;	;	PUNCT
eurjchem-1002	60	111	(	(	PUNCT
eurjchem-1002	60	112	d	d	X
eurjchem-1002	60	113	)	)	PUNCT
eurjchem-1002	60	114	benzaldehyde	benzaldehyde	NOUN
eurjchem-1002	60	115	dimethyl	dimethyl	NOUN
eurjchem-1002	60	116	acetal	acetal	NOUN
eurjchem-1002	60	117	,	,	PUNCT
eurjchem-1002	60	118	ptsa	ptsa	NOUN
eurjchem-1002	60	119	,	,	PUNCT
eurjchem-1002	60	120	ch2cl2	ch2cl2	PROPN
eurjchem-1002	60	121	,	,	PUNCT
eurjchem-1002	60	122	0	0	NUM
eurjchem-1002	60	123	oc	oc	NOUN
eurjchem-1002	60	124	to	to	ADP
eurjchem-1002	60	125	rt	rt	PROPN
eurjchem-1002	60	126	,	,	PUNCT
eurjchem-1002	60	127	6	6	NUM
eurjchem-1002	60	128	h	h	NOUN
eurjchem-1002	60	129	,	,	PUNCT
eurjchem-1002	60	130	83	83	NUM
eurjchem-1002	60	131	%	%	NOUN
eurjchem-1002	60	132	;	;	PUNCT
eurjchem-1002	60	133	(	(	PUNCT
eurjchem-1002	60	134	e	e	NOUN
eurjchem-1002	60	135	)	)	PUNCT
eurjchem-1002	60	136	dibal‐h	dibal‐h	NOUN
eurjchem-1002	60	137	,	,	PUNCT
eurjchem-1002	60	138	ch2cl2	ch2cl2	PROPN
eurjchem-1002	60	139	,	,	PUNCT
eurjchem-1002	60	140	0	0	NUM
eurjchem-1002	60	141	oc	oc	NOUN
eurjchem-1002	60	142	to	to	ADP
eurjchem-1002	60	143	rt	rt	PROPN
eurjchem-1002	60	144	,	,	PUNCT
eurjchem-1002	60	145	4	4	NUM
eurjchem-1002	60	146	h	h	NOUN
eurjchem-1002	60	147	,	,	PUNCT
eurjchem-1002	60	148	79	79	NUM
eurjchem-1002	60	149	%	%	NOUN
eurjchem-1002	60	150	;	;	PUNCT
eurjchem-1002	60	151	(	(	PUNCT
eurjchem-1002	60	152	f	f	X
eurjchem-1002	60	153	)	)	PUNCT
eurjchem-1002	60	154	i2	i2	PROPN
eurjchem-1002	60	155	,	,	PUNCT
eurjchem-1002	60	156	pph3	pph3	NOUN
eurjchem-1002	60	157	,	,	PUNCT
eurjchem-1002	60	158	imidazole	imidazole	NOUN
eurjchem-1002	60	159	,	,	PUNCT
eurjchem-1002	60	160	0	0	NUM
eurjchem-1002	60	161	oc	oc	NOUN
eurjchem-1002	60	162	to	to	ADP
eurjchem-1002	60	163	rt	rt	PROPN
eurjchem-1002	60	164	,	,	PUNCT
eurjchem-1002	60	165	thf	thf	NOUN
eurjchem-1002	60	166	,	,	PUNCT
eurjchem-1002	60	167	71	71	NUM
eurjchem-1002	60	168	%	%	NOUN
eurjchem-1002	60	169	;	;	PUNCT
eurjchem-1002	60	170	(	(	PUNCT
eurjchem-1002	60	171	g	g	NOUN
eurjchem-1002	60	172	)	)	PUNCT
eurjchem-1002	60	173	homoallyl	homoallyl	ADV
eurjchem-1002	60	174	bromide	bromide	NOUN
eurjchem-1002	60	175	,	,	PUNCT
eurjchem-1002	60	176	mg	mg	PROPN
eurjchem-1002	60	177	,	,	PUNCT
eurjchem-1002	60	178	thf	thf	NOUN
eurjchem-1002	60	179	,	,	PUNCT
eurjchem-1002	60	180	0	0	NUM
eurjchem-1002	60	181	oc	oc	NOUN
eurjchem-1002	60	182	,	,	PUNCT
eurjchem-1002	60	183	8	8	NUM
eurjchem-1002	60	184	h	h	NOUN
eurjchem-1002	60	185	,	,	PUNCT
eurjchem-1002	60	186	83	83	NUM
eurjchem-1002	60	187	%	%	NOUN
eurjchem-1002	60	188	;	;	PUNCT
eurjchem-1002	60	189	(	(	PUNCT
eurjchem-1002	60	190	h	h	NOUN
eurjchem-1002	60	191	)	)	PUNCT
eurjchem-1002	60	192	m‐	m‐	NOUN
eurjchem-1002	60	193	cpba	cpba	NOUN
eurjchem-1002	60	194	,	,	PUNCT
eurjchem-1002	60	195	ch2cl2	ch2cl2	PROPN
eurjchem-1002	60	196	,	,	PUNCT
eurjchem-1002	60	197	0	0	NUM
eurjchem-1002	60	198	oc	oc	NOUN
eurjchem-1002	60	199	to	to	ADP
eurjchem-1002	60	200	rt	rt	PROPN
eurjchem-1002	60	201	,	,	PUNCT
eurjchem-1002	60	202	6	6	NUM
eurjchem-1002	60	203	h	h	NOUN
eurjchem-1002	60	204	,	,	PUNCT
eurjchem-1002	60	205	76	76	NUM
eurjchem-1002	60	206	%	%	NOUN
eurjchem-1002	60	207	;	;	PUNCT
eurjchem-1002	60	208	(	(	PUNCT
eurjchem-1002	60	209	i	i	NOUN
eurjchem-1002	60	210	)	)	PUNCT
eurjchem-1002	60	211	(	(	PUNCT
eurjchem-1002	60	212	s	s	X
eurjchem-1002	60	213	,	,	PUNCT
eurjchem-1002	60	214	s)‐salen‐co‐(oac	s)‐salen‐co‐(oac	NOUN
eurjchem-1002	60	215	)	)	PUNCT
eurjchem-1002	60	216	(	(	PUNCT
eurjchem-1002	60	217	0.5	0.5	NUM
eurjchem-1002	60	218	mol	mol	ADP
eurjchem-1002	60	219	%	%	NOUN
eurjchem-1002	60	220	)	)	PUNCT
eurjchem-1002	60	221	,	,	PUNCT
eurjchem-1002	60	222	distd	distd	VERB
eurjchem-1002	60	223	h2o	h2o	PROPN
eurjchem-1002	60	224	(	(	PUNCT
eurjchem-1002	60	225	0.55	0.55	NUM
eurjchem-1002	60	226	equiv	equiv	NOUN
eurjchem-1002	60	227	)	)	PUNCT
eurjchem-1002	60	228	,	,	PUNCT
eurjchem-1002	60	229	0	0	NUM
eurjchem-1002	60	230	oc	oc	NOUN
eurjchem-1002	60	231	,	,	PUNCT
eurjchem-1002	60	232	22	22	NUM
eurjchem-1002	60	233	h	h	NOUN
eurjchem-1002	60	234	,	,	PUNCT
eurjchem-1002	60	235	44	44	NUM
eurjchem-1002	60	236	%	%	NOUN
eurjchem-1002	60	237	;	;	PUNCT
eurjchem-1002	60	238	(	(	PUNCT
eurjchem-1002	60	239	j	j	NOUN
eurjchem-1002	60	240	)	)	PUNCT
eurjchem-1002	60	241	lah	lah	PROPN
eurjchem-1002	60	242	,	,	PUNCT
eurjchem-1002	60	243	thf	thf	NOUN
eurjchem-1002	60	244	,	,	PUNCT
eurjchem-1002	60	245	0	0	NUM
eurjchem-1002	60	246	oc	oc	NOUN
eurjchem-1002	60	247	to	to	ADP
eurjchem-1002	60	248	rt	rt	PROPN
eurjchem-1002	60	249	,	,	PUNCT
eurjchem-1002	60	250	1h	1h	NUM
eurjchem-1002	60	251	,	,	PUNCT
eurjchem-1002	60	252	95	95	NUM
eurjchem-1002	60	253	%	%	NOUN
eurjchem-1002	60	254	.	.	PUNCT
eurjchem-1002	61	1	(	(	PUNCT
eurjchem-1002	61	2	k	k	X
eurjchem-1002	61	3	)	)	PUNCT
eurjchem-1002	61	4	70	70	NUM
eurjchem-1002	61	5	%	%	NOUN
eurjchem-1002	61	6	aq	aq	NOUN
eurjchem-1002	61	7	.	.	PUNCT
eurjchem-1002	61	8	acetic	acetic	ADJ
eurjchem-1002	61	9	acid	acid	NOUN
eurjchem-1002	61	10	,	,	PUNCT
eurjchem-1002	61	11	rt	rt	PROPN
eurjchem-1002	61	12	,	,	PUNCT
eurjchem-1002	61	13	12	12	NUM
eurjchem-1002	61	14	h	h	NOUN
eurjchem-1002	61	15	;	;	PUNCT
eurjchem-1002	61	16	(	(	PUNCT
eurjchem-1002	61	17	l	l	NOUN
eurjchem-1002	61	18	)	)	PUNCT
eurjchem-1002	61	19	i	i	NOUN
eurjchem-1002	61	20	)	)	PUNCT
eurjchem-1002	61	21	naio4	naio4	PROPN
eurjchem-1002	61	22	,	,	PUNCT
eurjchem-1002	61	23	sat	sit	VERB
eurjchem-1002	61	24	.	.	PUNCT
eurjchem-1002	62	1	nahco3	nahco3	PROPN
eurjchem-1002	62	2	soln	soln	NOUN
eurjchem-1002	62	3	.	.	PUNCT
eurjchem-1002	62	4	,	,	PUNCT
eurjchem-1002	62	5	ch2cl2	ch2cl2	PROPN
eurjchem-1002	62	6	,	,	PUNCT
eurjchem-1002	62	7	rt	rt	PROPN
eurjchem-1002	62	8	,	,	PUNCT
eurjchem-1002	62	9	6	6	NUM
eurjchem-1002	62	10	h	h	NOUN
eurjchem-1002	62	11	;	;	PUNCT
eurjchem-1002	62	12	ii	ii	NOUN
eurjchem-1002	62	13	)	)	PUNCT
eurjchem-1002	62	14	naclo2	naclo2	NOUN
eurjchem-1002	62	15	,	,	PUNCT
eurjchem-1002	62	16	nah2po4	nah2po4	PROPN
eurjchem-1002	62	17	,	,	PUNCT
eurjchem-1002	62	18	2‐methyl‐2‐butene	2‐methyl‐2‐butene	NUM
eurjchem-1002	62	19	,	,	PUNCT
eurjchem-1002	62	20	t‐buoh	t‐buoh	PUNCT
eurjchem-1002	62	21	:	:	PUNCT
eurjchem-1002	62	22	water	water	NOUN
eurjchem-1002	62	23	(	(	PUNCT
eurjchem-1002	62	24	2:1	2:1	NUM
eurjchem-1002	62	25	)	)	PUNCT
eurjchem-1002	62	26	,	,	PUNCT
eurjchem-1002	62	27	0	0	NUM
eurjchem-1002	62	28	oc	oc	NOUN
eurjchem-1002	62	29	to	to	ADP
eurjchem-1002	62	30	rt	rt	PROPN
eurjchem-1002	62	31	,	,	PUNCT
eurjchem-1002	62	32	3	3	NUM
eurjchem-1002	62	33	h	h	NOUN
eurjchem-1002	62	34	;	;	PUNCT
eurjchem-1002	62	35	(	(	PUNCT
eurjchem-1002	62	36	m	m	NOUN
eurjchem-1002	62	37	)	)	PUNCT
eurjchem-1002	62	38	2,4,6‐trichlorobenzoyl	2,4,6‐trichlorobenzoyl	NUM
eurjchem-1002	62	39	chloride	chloride	NOUN
eurjchem-1002	62	40	,	,	PUNCT
eurjchem-1002	62	41	et3n	et3n	PROPN
eurjchem-1002	62	42	,	,	PUNCT
eurjchem-1002	62	43	thf	thf	NOUN
eurjchem-1002	62	44	,	,	PUNCT
eurjchem-1002	62	45	dmap	dmap	NOUN
eurjchem-1002	62	46	,	,	PUNCT
eurjchem-1002	62	47	toluene	toluene	PROPN
eurjchem-1002	62	48	,	,	PUNCT
eurjchem-1002	62	49	rt	rt	PROPN
eurjchem-1002	62	50	,	,	PUNCT
eurjchem-1002	62	51	12	12	NUM
eurjchem-1002	62	52	h	h	NOUN
eurjchem-1002	62	53	;	;	PUNCT
eurjchem-1002	62	54	(	(	PUNCT
eurjchem-1002	62	55	n	n	CCONJ
eurjchem-1002	62	56	)	)	PUNCT
eurjchem-1002	62	57	ticl4	ticl4	PROPN
eurjchem-1002	62	58	,	,	PUNCT
eurjchem-1002	62	59	ch2cl2	ch2cl2	PROPN
eurjchem-1002	62	60	.	.	PUNCT
eurjchem-1002	62	61	scheme	scheme	NOUN
eurjchem-1002	62	62	1	1	NUM
eurjchem-1002	62	63	2.2	2.2	NUM
eurjchem-1002	62	64	.	.	PUNCT
eurjchem-1002	63	1	synthesis	synthesis	NOUN
eurjchem-1002	63	2	2.2.1	2.2.1	NUM
eurjchem-1002	63	3	.	.	PUNCT
eurjchem-1002	64	1	(	(	PUNCT
eurjchem-1002	64	2	s)‐methyl	s)‐methyl	PROPN
eurjchem-1002	64	3	3‐(2,2‐dimethyl‐1,3‐dioxolan‐4‐yl)acrylate	3‐(2,2‐dimethyl‐1,3‐dioxolan‐4‐yl)acrylate	PROPN
eurjchem-1002	64	4	(	(	PUNCT
eurjchem-1002	64	5	8)	8)	NUM
eurjchem-1002	64	6	to	to	ADP
eurjchem-1002	64	7	a	a	DET
eurjchem-1002	64	8	stirred	stir	VERB
eurjchem-1002	64	9	solution	solution	NOUN
eurjchem-1002	64	10	of	of	ADP
eurjchem-1002	64	11	compound	compound	NOUN
eurjchem-1002	64	12	9	9	NUM
eurjchem-1002	64	13	(	(	PUNCT
eurjchem-1002	64	14	2.7	2.7	NUM
eurjchem-1002	64	15	g	g	NOUN
eurjchem-1002	64	16	,	,	PUNCT
eurjchem-1002	64	17	20.71	20.71	NUM
eurjchem-1002	64	18	mmol	mmol	NOUN
eurjchem-1002	64	19	)	)	PUNCT
eurjchem-1002	64	20	in	in	ADP
eurjchem-1002	64	21	benzene	benzene	NOUN
eurjchem-1002	64	22	(	(	PUNCT
eurjchem-1002	64	23	50	50	NUM
eurjchem-1002	64	24	ml	ml	NOUN
eurjchem-1002	64	25	)	)	PUNCT
eurjchem-1002	64	26	was	be	AUX
eurjchem-1002	64	27	treated	treat	VERB
eurjchem-1002	64	28	with	with	ADP
eurjchem-1002	64	29	(	(	PUNCT
eurjchem-1002	64	30	methoxy‐carbonyl	methoxy‐carbonyl	NOUN
eurjchem-1002	64	31	methylene	methylene	NOUN
eurjchem-1002	64	32	)	)	PUNCT
eurjchem-1002	64	33	triphenyl	triphenyl	VERB
eurjchem-1002	64	34	phosphorane	phosphorane	NOUN
eurjchem-1002	64	35	(	(	PUNCT
eurjchem-1002	64	36	3.54	3.54	NUM
eurjchem-1002	64	37	g	g	NOUN
eurjchem-1002	64	38	,	,	PUNCT
eurjchem-1002	64	39	10.54	10.54	NUM
eurjchem-1002	64	40	mmol	mmol	NOUN
eurjchem-1002	64	41	)	)	PUNCT
eurjchem-1002	64	42	at	at	ADP
eurjchem-1002	64	43	reflux	reflux	NOUN
eurjchem-1002	64	44	temperature	temperature	NOUN
eurjchem-1002	64	45	.	.	PUNCT
eurjchem-1002	65	1	after	after	ADP
eurjchem-1002	65	2	2	2	NUM
eurjchem-1002	65	3	h	h	NOUN
eurjchem-1002	65	4	,	,	PUNCT
eurjchem-1002	65	5	solvent	solvent	PROPN
eurjchem-1002	65	6	was	be	AUX
eurjchem-1002	65	7	evaporated	evaporate	VERB
eurjchem-1002	65	8	and	and	CCONJ
eurjchem-1002	65	9	purification	purification	NOUN
eurjchem-1002	65	10	of	of	ADP
eurjchem-1002	65	11	the	the	DET
eurjchem-1002	65	12	residue	residue	NOUN
eurjchem-1002	65	13	by	by	ADP
eurjchem-1002	65	14	column	column	NOUN
eurjchem-1002	65	15	chromatography	chromatography	NOUN
eurjchem-1002	65	16	(	(	PUNCT
eurjchem-1002	65	17	60‐120	60‐120	NUM
eurjchem-1002	65	18	silica	silica	NOUN
eurjchem-1002	65	19	gel	gel	NOUN
eurjchem-1002	65	20	,	,	PUNCT
eurjchem-1002	65	21	15	15	NUM
eurjchem-1002	65	22	%	%	NOUN
eurjchem-1002	65	23	etoac	etoac	ADJ
eurjchem-1002	65	24	in	in	ADP
eurjchem-1002	65	25	petroleum	petroleum	NOUN
eurjchem-1002	65	26	ether	ether	NOUN
eurjchem-1002	65	27	)	)	PUNCT
eurjchem-1002	65	28	furnished	furnish	VERB
eurjchem-1002	65	29	compound	compound	NOUN
eurjchem-1002	65	30	8	8	NUM
eurjchem-1002	65	31	(	(	PUNCT
eurjchem-1002	65	32	scheme	scheme	NOUN
eurjchem-1002	65	33	1	1	NUM
eurjchem-1002	65	34	)	)	PUNCT
eurjchem-1002	65	35	.	.	PUNCT
eurjchem-1002	66	1	(	(	PUNCT
eurjchem-1002	66	2	s)‐methyl	s)‐methyl	PROPN
eurjchem-1002	66	3	3‐(2,2‐dimethyl‐1,3‐dioxolan‐4‐yl)acrylate	3‐(2,2‐dimethyl‐1,3‐dioxolan‐4‐yl)acrylate	PROPN
eurjchem-1002	66	4	(	(	PUNCT
eurjchem-1002	66	5	8)	8)	NUM
eurjchem-1002	66	6	:	:	PUNCT
eurjchem-1002	66	7	color	color	NOUN
eurjchem-1002	66	8	:	:	PUNCT
eurjchem-1002	66	9	yellow	yellow	ADJ
eurjchem-1002	66	10	liquid	liquid	NOUN
eurjchem-1002	66	11	.	.	PUNCT
eurjchem-1002	67	1	yield	yield	NOUN
eurjchem-1002	67	2	:	:	PUNCT
eurjchem-1002	67	3	81	81	NUM
eurjchem-1002	67	4	%	%	NOUN
eurjchem-1002	67	5	.	.	PUNCT
eurjchem-1002	68	1	1h	1h	NUM
eurjchem-1002	68	2	nmr	nmr	NOUN
eurjchem-1002	68	3	(	(	PUNCT
eurjchem-1002	68	4	300	300	NUM
eurjchem-1002	68	5	mhz	mhz	NOUN
eurjchem-1002	68	6	,	,	PUNCT
eurjchem-1002	68	7	cdcl3	cdcl3	PROPN
eurjchem-1002	68	8	,	,	PUNCT
eurjchem-1002	68	9	δ	δ	PROPN
eurjchem-1002	68	10	,	,	PUNCT
eurjchem-1002	68	11	ppm	ppm	NUM
eurjchem-1002	68	12	):	):	PUNCT
eurjchem-1002	68	13	6.72	6.72	NUM
eurjchem-1002	68	14	(	(	PUNCT
eurjchem-1002	68	15	dd	dd	PROPN
eurjchem-1002	68	16	,	,	PUNCT
eurjchem-1002	68	17	1h	1h	NUM
eurjchem-1002	68	18	,	,	PUNCT
eurjchem-1002	68	19	j	j	PROPN
eurjchem-1002	68	20	=	=	SYM
eurjchem-1002	68	21	6.1	6.1	NUM
eurjchem-1002	68	22	hz	hz	VERB
eurjchem-1002	68	23	,	,	PUNCT
eurjchem-1002	68	24	12.2	12.2	NUM
eurjchem-1002	68	25	hz	hz	ADJ
eurjchem-1002	68	26	,	,	PUNCT
eurjchem-1002	68	27	‐ch	‐ch	NOUN
eurjchem-1002	68	28	=	=	SYM
eurjchem-1002	68	29	ch2	ch2	NOUN
eurjchem-1002	68	30	)	)	PUNCT
eurjchem-1002	68	31	,	,	PUNCT
eurjchem-1002	68	32	5.72	5.72	NUM
eurjchem-1002	68	33	(	(	PUNCT
eurjchem-1002	68	34	d	d	PROPN
eurjchem-1002	68	35	,	,	PUNCT
eurjchem-1002	68	36	1h	1h	NUM
eurjchem-1002	68	37	,	,	PUNCT
eurjchem-1002	68	38	j	j	PROPN
eurjchem-1002	68	39	=	=	PROPN
eurjchem-1002	68	40	12.2	12.2	NUM
eurjchem-1002	68	41	hz	hz	NOUN
eurjchem-1002	68	42	,	,	PUNCT
eurjchem-1002	68	43	‐ch	‐ch	NOUN
eurjchem-1002	68	44	=	=	SYM
eurjchem-1002	68	45	ch2	ch2	NOUN
eurjchem-1002	68	46	)	)	PUNCT
eurjchem-1002	68	47	,	,	PUNCT
eurjchem-1002	68	48	5.34‐5.23	5.34‐5.23	NUM
eurjchem-1002	68	49	(	(	PUNCT
eurjchem-1002	68	50	m	m	PROPN
eurjchem-1002	68	51	,	,	PUNCT
eurjchem-1002	68	52	1h	1h	NUM
eurjchem-1002	68	53	,	,	PUNCT
eurjchem-1002	68	54	‐och‐	‐och‐	PROPN
eurjchem-1002	68	55	)	)	PUNCT
eurjchem-1002	68	56	,	,	PUNCT
eurjchem-1002	68	57	4.25‐4.18	4.25‐4.18	PROPN
eurjchem-1002	68	58	(	(	PUNCT
eurjchem-1002	68	59	m	m	PROPN
eurjchem-1002	68	60	,	,	PUNCT
eurjchem-1002	68	61	2h	2h	NUM
eurjchem-1002	68	62	,	,	PUNCT
eurjchem-1002	68	63	‐och2‐	‐och2‐	PROPN
eurjchem-1002	68	64	)	)	PUNCT
eurjchem-1002	68	65	,	,	PUNCT
eurjchem-1002	68	66	3.68	3.68	NUM
eurjchem-1002	68	67	(	(	PUNCT
eurjchem-1002	68	68	s	s	PROPN
eurjchem-1002	68	69	,	,	PUNCT
eurjchem-1002	68	70	3h	3h	NUM
eurjchem-1002	68	71	,	,	PUNCT
eurjchem-1002	68	72	och3	och3	ADJ
eurjchem-1002	68	73	)	)	PUNCT
eurjchem-1002	68	74	,	,	PUNCT
eurjchem-1002	68	75	1.37	1.37	NUM
eurjchem-1002	68	76	(	(	PUNCT
eurjchem-1002	68	77	s	s	PROPN
eurjchem-1002	68	78	,	,	PUNCT
eurjchem-1002	68	79	3h	3h	NUM
eurjchem-1002	68	80	,	,	PUNCT
eurjchem-1002	68	81	‐ch3	‐ch3	ADJ
eurjchem-1002	68	82	)	)	PUNCT
eurjchem-1002	68	83	,	,	PUNCT
eurjchem-1002	68	84	1.35	1.35	NUM
eurjchem-1002	68	85	(	(	PUNCT
eurjchem-1002	68	86	s	s	PROPN
eurjchem-1002	68	87	,	,	PUNCT
eurjchem-1002	68	88	3h	3h	NUM
eurjchem-1002	68	89	,	,	PUNCT
eurjchem-1002	68	90	ch3	ch3	PROPN
eurjchem-1002	68	91	)	)	PUNCT
eurjchem-1002	68	92	.	.	PUNCT
eurjchem-1002	69	1	esi‐ms	esi‐ms	PROPN
eurjchem-1002	69	2	(	(	PUNCT
eurjchem-1002	69	3	m	m	PROPN
eurjchem-1002	69	4	/	/	SYM
eurjchem-1002	69	5	z	z	NOUN
eurjchem-1002	69	6	):	):	PUNCT
eurjchem-1002	69	7	209	209	NUM
eurjchem-1002	69	8	(	(	PUNCT
eurjchem-1002	69	9	m+na)+	m+na)+	NOUN
eurjchem-1002	69	10	.	.	NOUN
eurjchem-1002	69	11	2.2.2	2.2.2	NUM
eurjchem-1002	69	12	.	.	PUNCT
eurjchem-1002	70	1	(	(	PUNCT
eurjchem-1002	70	2	s)‐methyl	s)‐methyl	PROPN
eurjchem-1002	70	3	3‐(2,2‐dimethyl‐1,3‐dioxolan‐4‐yl	3‐(2,2‐dimethyl‐1,3‐dioxolan‐4‐yl	NUM
eurjchem-1002	70	4	)	)	PUNCT
eurjchem-1002	70	5	propanoate	propanoate	NOUN
eurjchem-1002	70	6	(	(	PUNCT
eurjchem-1002	70	7	10	10	NUM
eurjchem-1002	70	8	)	)	PUNCT
eurjchem-1002	70	9	a	a	DET
eurjchem-1002	70	10	solution	solution	NOUN
eurjchem-1002	70	11	of	of	ADP
eurjchem-1002	70	12	compound	compound	NOUN
eurjchem-1002	70	13	8	8	NUM
eurjchem-1002	70	14	(	(	PUNCT
eurjchem-1002	70	15	7.0	7.0	NUM
eurjchem-1002	70	16	g	g	NOUN
eurjchem-1002	70	17	,	,	PUNCT
eurjchem-1002	70	18	24.47	24.47	NUM
eurjchem-1002	70	19	mmol	mmol	NOUN
eurjchem-1002	70	20	)	)	PUNCT
eurjchem-1002	70	21	in	in	ADP
eurjchem-1002	70	22	methanol	methanol	NOUN
eurjchem-1002	70	23	(	(	PUNCT
eurjchem-1002	70	24	25.0	25.0	NUM
eurjchem-1002	70	25	ml	ml	NOUN
eurjchem-1002	70	26	)	)	PUNCT
eurjchem-1002	70	27	was	be	AUX
eurjchem-1002	70	28	treated	treat	VERB
eurjchem-1002	70	29	with	with	ADP
eurjchem-1002	70	30	10	10	NUM
eurjchem-1002	70	31	%	%	NOUN
eurjchem-1002	70	32	pd‐c	pd‐c	PROPN
eurjchem-1002	70	33	(	(	PUNCT
eurjchem-1002	70	34	0.45	0.45	NUM
eurjchem-1002	70	35	g	g	NOUN
eurjchem-1002	70	36	)	)	PUNCT
eurjchem-1002	70	37	for	for	ADP
eurjchem-1002	70	38	3	3	NUM
eurjchem-1002	70	39	h	h	NOUN
eurjchem-1002	70	40	under	under	ADP
eurjchem-1002	70	41	hydrogen	hydrogen	NOUN
eurjchem-1002	70	42	atmosphere	atmosphere	NOUN
eurjchem-1002	70	43	.	.	PUNCT
eurjchem-1002	71	1	after	after	ADP
eurjchem-1002	71	2	completion	completion	NOUN
eurjchem-1002	71	3	of	of	ADP
eurjchem-1002	71	4	reaction	reaction	NOUN
eurjchem-1002	71	5	,	,	PUNCT
eurjchem-1002	71	6	it	it	PRON
eurjchem-1002	71	7	was	be	AUX
eurjchem-1002	71	8	filtered	filter	VERB
eurjchem-1002	71	9	,	,	PUNCT
eurjchem-1002	71	10	the	the	DET
eurjchem-1002	71	11	filtrate	filtrate	NOUN
eurjchem-1002	71	12	was	be	AUX
eurjchem-1002	71	13	extracted	extract	VERB
eurjchem-1002	71	14	with	with	ADP
eurjchem-1002	71	15	etoac	etoac	ADJ
eurjchem-1002	71	16	(	(	PUNCT
eurjchem-1002	71	17	2	2	NUM
eurjchem-1002	71	18	×	×	NOUN
eurjchem-1002	71	19	50	50	NUM
eurjchem-1002	71	20	ml	ml	NOUN
eurjchem-1002	71	21	)	)	PUNCT
eurjchem-1002	71	22	,	,	PUNCT
eurjchem-1002	71	23	the	the	DET
eurjchem-1002	71	24	organic	organic	ADJ
eurjchem-1002	71	25	layer	layer	NOUN
eurjchem-1002	71	26	was	be	AUX
eurjchem-1002	71	27	dried	dry	VERB
eurjchem-1002	71	28	(	(	PUNCT
eurjchem-1002	71	29	na2so4	na2so4	NOUN
eurjchem-1002	71	30	)	)	PUNCT
eurjchem-1002	71	31	,	,	PUNCT
eurjchem-1002	71	32	evaporated	evaporate	VERB
eurjchem-1002	71	33	and	and	CCONJ
eurjchem-1002	71	34	purified	purify	VERB
eurjchem-1002	71	35	by	by	ADP
eurjchem-1002	71	36	column	column	NOUN
eurjchem-1002	71	37	chromatography	chromatography	NOUN
eurjchem-1002	71	38	(	(	PUNCT
eurjchem-1002	71	39	silica	silica	NOUN
eurjchem-1002	71	40	gel	gel	NOUN
eurjchem-1002	71	41	,	,	PUNCT
eurjchem-1002	71	42	60‐120	60‐120	NUM
eurjchem-1002	71	43	mesh	mesh	NOUN
eurjchem-1002	71	44	,	,	PUNCT
eurjchem-1002	71	45	5	5	NUM
eurjchem-1002	71	46	%	%	NOUN
eurjchem-1002	71	47	etoac	etoac	ADJ
eurjchem-1002	71	48	in	in	ADP
eurjchem-1002	71	49	petroleum	petroleum	NOUN
eurjchem-1002	71	50	ether	ether	NOUN
eurjchem-1002	71	51	)	)	PUNCT
eurjchem-1002	71	52	to	to	PART
eurjchem-1002	71	53	give	give	VERB
eurjchem-1002	71	54	compound	compound	NOUN
eurjchem-1002	71	55	10	10	NUM
eurjchem-1002	71	56	(	(	PUNCT
eurjchem-1002	71	57	scheme	scheme	NOUN
eurjchem-1002	71	58	1	1	NUM
eurjchem-1002	71	59	)	)	PUNCT
eurjchem-1002	71	60	.	.	PUNCT
eurjchem-1002	72	1	(	(	PUNCT
eurjchem-1002	72	2	s)‐methyl	s)‐methyl	PROPN
eurjchem-1002	72	3	3‐(2,2‐dimethyl‐1,3‐dioxolan‐4‐yl)propanoate	3‐(2,2‐dimethyl‐1,3‐dioxolan‐4‐yl)propanoate	NUM
eurjchem-1002	72	4	(	(	PUNCT
eurjchem-1002	72	5	10	10	NUM
eurjchem-1002	72	6	):	):	PUNCT
eurjchem-1002	72	7	color	color	NOUN
eurjchem-1002	72	8	:	:	PUNCT
eurjchem-1002	72	9	pale	pale	ADJ
eurjchem-1002	72	10	yellow	yellow	ADJ
eurjchem-1002	72	11	liquid	liquid	NOUN
eurjchem-1002	72	12	.	.	PUNCT
eurjchem-1002	73	1	yield	yield	NOUN
eurjchem-1002	73	2	:	:	PUNCT
eurjchem-1002	73	3	84	84	NUM
eurjchem-1002	73	4	%	%	NOUN
eurjchem-1002	73	5	.	.	PUNCT
eurjchem-1002	74	1	1h	1h	NUM
eurjchem-1002	74	2	nmr	nmr	NOUN
eurjchem-1002	74	3	(	(	PUNCT
eurjchem-1002	74	4	300	300	NUM
eurjchem-1002	74	5	mhz	mhz	NOUN
eurjchem-1002	74	6	,	,	PUNCT
eurjchem-1002	74	7	cdcl3	cdcl3	PROPN
eurjchem-1002	74	8	,	,	PUNCT
eurjchem-1002	74	9	δ	δ	PROPN
eurjchem-1002	74	10	,	,	PUNCT
eurjchem-1002	74	11	ppm	ppm	NUM
eurjchem-1002	74	12	):	):	PUNCT
eurjchem-1002	74	13	4.12‐4.02	4.12‐4.02	NUM
eurjchem-1002	74	14	(	(	PUNCT
eurjchem-1002	74	15	m	m	PROPN
eurjchem-1002	74	16	,	,	PUNCT
eurjchem-1002	74	17	2h	2h	NUM
eurjchem-1002	74	18	,	,	PUNCT
eurjchem-1002	74	19	‐och2‐	‐och2‐	PROPN
eurjchem-1002	74	20	)	)	PUNCT
eurjchem-1002	74	21	,	,	PUNCT
eurjchem-1002	74	22	3.92	3.92	NUM
eurjchem-1002	74	23	(	(	PUNCT
eurjchem-1002	74	24	m	m	PROPN
eurjchem-1002	74	25	,	,	PUNCT
eurjchem-1002	74	26	1h	1h	NUM
eurjchem-1002	74	27	,	,	PUNCT
eurjchem-1002	74	28	‐och‐	‐och‐	PROPN
eurjchem-1002	74	29	)	)	PUNCT
eurjchem-1002	74	30	,	,	PUNCT
eurjchem-1002	74	31	3.64	3.64	NUM
eurjchem-1002	74	32	(	(	PUNCT
eurjchem-1002	74	33	s	s	PROPN
eurjchem-1002	74	34	,	,	PUNCT
eurjchem-1002	74	35	3h	3h	NUM
eurjchem-1002	74	36	,	,	PUNCT
eurjchem-1002	74	37	och3	och3	ADJ
eurjchem-1002	74	38	)	)	PUNCT
eurjchem-1002	74	39	,	,	PUNCT
eurjchem-1002	74	40	2.48‐2.35	2.48‐2.35	NUM
eurjchem-1002	74	41	(	(	PUNCT
eurjchem-1002	74	42	m	m	PROPN
eurjchem-1002	74	43	,	,	PUNCT
eurjchem-1002	74	44	2h	2h	NUM
eurjchem-1002	74	45	,	,	PUNCT
eurjchem-1002	74	46	‐ch2‐c	‐ch2‐c	NOUN
eurjchem-1002	74	47	=	=	SYM
eurjchem-1002	74	48	o	o	NOUN
eurjchem-1002	74	49	)	)	PUNCT
eurjchem-1002	74	50	,	,	PUNCT
eurjchem-1002	74	51	1.88‐1.77	1.88‐1.77	NUM
eurjchem-1002	74	52	(	(	PUNCT
eurjchem-1002	74	53	m	m	PROPN
eurjchem-1002	74	54	,	,	PUNCT
eurjchem-1002	74	55	2h	2h	NUM
eurjchem-1002	74	56	,	,	PUNCT
eurjchem-1002	74	57	‐ch2‐	‐ch2‐	PROPN
eurjchem-1002	74	58	)	)	PUNCT
eurjchem-1002	74	59	,	,	PUNCT
eurjchem-1002	74	60	1.39	1.39	NUM
eurjchem-1002	74	61	(	(	PUNCT
eurjchem-1002	74	62	s	s	PROPN
eurjchem-1002	74	63	,	,	PUNCT
eurjchem-1002	74	64	3h	3h	NUM
eurjchem-1002	74	65	,	,	PUNCT
eurjchem-1002	74	66	ch3	ch3	PROPN
eurjchem-1002	74	67	)	)	PUNCT
eurjchem-1002	74	68	,	,	PUNCT
eurjchem-1002	74	69	1.35	1.35	NUM
eurjchem-1002	74	70	(	(	PUNCT
eurjchem-1002	74	71	s	s	PROPN
eurjchem-1002	74	72	,	,	PUNCT
eurjchem-1002	74	73	3h	3h	NUM
eurjchem-1002	74	74	,	,	PUNCT
eurjchem-1002	74	75	ch3	ch3	PROPN
eurjchem-1002	74	76	)	)	PUNCT
eurjchem-1002	74	77	.	.	PUNCT
eurjchem-1002	75	1	esi‐ms	esi‐ms	PROPN
eurjchem-1002	75	2	(	(	PUNCT
eurjchem-1002	75	3	m	m	PROPN
eurjchem-1002	75	4	/	/	SYM
eurjchem-1002	75	5	z	z	NOUN
eurjchem-1002	75	6	):	):	PUNCT
eurjchem-1002	75	7	211	211	NUM
eurjchem-1002	75	8	(	(	PUNCT
eurjchem-1002	75	9	m+na)+	m+na)+	NOUN
eurjchem-1002	75	10	.	.	PUNCT
eurjchem-1002	75	11	2.2.3	2.2.3	NUM
eurjchem-1002	75	12	.	.	PUNCT
eurjchem-1002	76	1	(	(	PUNCT
eurjchem-1002	76	2	r)‐3‐((s)‐2,2‐dimethyl‐1,3‐dioxolan‐4‐yl)propane‐	r)‐3‐((s)‐2,2‐dimethyl‐1,3‐dioxolan‐4‐yl)propane‐	PROPN
eurjchem-1002	76	3	1,2‐diol	1,2‐diol	NUM
eurjchem-1002	76	4	(	(	PUNCT
eurjchem-1002	76	5	11	11	NUM
eurjchem-1002	76	6	)	)	PUNCT
eurjchem-1002	76	7	a	a	DET
eurjchem-1002	76	8	solution	solution	NOUN
eurjchem-1002	76	9	of	of	ADP
eurjchem-1002	76	10	ester	ester	NOUN
eurjchem-1002	76	11	10	10	NUM
eurjchem-1002	76	12	(	(	PUNCT
eurjchem-1002	76	13	6.9	6.9	NUM
eurjchem-1002	76	14	g	g	NOUN
eurjchem-1002	76	15	,	,	PUNCT
eurjchem-1002	76	16	36.72	36.72	NUM
eurjchem-1002	76	17	mmol	mmol	NOUN
eurjchem-1002	76	18	)	)	PUNCT
eurjchem-1002	76	19	in	in	ADP
eurjchem-1002	76	20	dry	dry	ADJ
eurjchem-1002	76	21	ch2cl2	ch2cl2	PUNCT
eurjchem-1002	76	22	(	(	PUNCT
eurjchem-1002	76	23	30	30	NUM
eurjchem-1002	76	24	ml	ml	NOUN
eurjchem-1002	76	25	)	)	PUNCT
eurjchem-1002	76	26	was	be	AUX
eurjchem-1002	76	27	cooled	cool	VERB
eurjchem-1002	76	28	to	to	ADP
eurjchem-1002	76	29	‐78	‐78	NOUN
eurjchem-1002	76	30	°	°	ADP
eurjchem-1002	76	31	c	c	NOUN
eurjchem-1002	76	32	and	and	CCONJ
eurjchem-1002	76	33	dibal‐h	dibal‐h	PROPN
eurjchem-1002	76	34	(	(	PUNCT
eurjchem-1002	76	35	18	18	NUM
eurjchem-1002	76	36	ml	ml	NOUN
eurjchem-1002	76	37	,	,	PUNCT
eurjchem-1002	76	38	25.82	25.82	NUM
eurjchem-1002	76	39	mmol	mmol	NOUN
eurjchem-1002	76	40	,	,	PUNCT
eurjchem-1002	76	41	20	20	NUM
eurjchem-1002	76	42	mol%	mol%	PROPN
eurjchem-1002	76	43	in	in	ADP
eurjchem-1002	76	44	toluene	toluene	NOUN
eurjchem-1002	76	45	)	)	PUNCT
eurjchem-1002	76	46	was	be	AUX
eurjchem-1002	76	47	added	add	VERB
eurjchem-1002	76	48	.	.	PUNCT
eurjchem-1002	77	1	the	the	DET
eurjchem-1002	77	2	resultant	resultant	NOUN
eurjchem-1002	77	3	solution	solution	NOUN
eurjchem-1002	77	4	was	be	AUX
eurjchem-1002	77	5	stirred	stir	VERB
eurjchem-1002	77	6	at	at	ADP
eurjchem-1002	77	7	the	the	DET
eurjchem-1002	77	8	same	same	ADJ
eurjchem-1002	77	9	temperature	temperature	NOUN
eurjchem-1002	77	10	for	for	ADP
eurjchem-1002	77	11	2	2	NUM
eurjchem-1002	77	12	h	h	NOUN
eurjchem-1002	77	13	and	and	CCONJ
eurjchem-1002	77	14	quenched	quench	VERB
eurjchem-1002	77	15	with	with	ADP
eurjchem-1002	77	16	meoh	meoh	PROPN
eurjchem-1002	77	17	(	(	PUNCT
eurjchem-1002	77	18	5	5	NUM
eurjchem-1002	77	19	ml	ml	NOUN
eurjchem-1002	77	20	)	)	PUNCT
eurjchem-1002	77	21	.	.	PUNCT
eurjchem-1002	78	1	the	the	DET
eurjchem-1002	78	2	reaction	reaction	NOUN
eurjchem-1002	78	3	mixture	mixture	NOUN
eurjchem-1002	78	4	was	be	AUX
eurjchem-1002	78	5	diluted	dilute	VERB
eurjchem-1002	78	6	with	with	ADP
eurjchem-1002	78	7	etoac	etoac	ADJ
eurjchem-1002	78	8	(	(	PUNCT
eurjchem-1002	78	9	20	20	NUM
eurjchem-1002	78	10	ml	ml	NOUN
eurjchem-1002	78	11	)	)	PUNCT
eurjchem-1002	78	12	aq	aq	NOUN
eurjchem-1002	78	13	.	.	NOUN
eurjchem-1002	78	14	potassium	potassium	NOUN
eurjchem-1002	78	15	sodium	sodium	NOUN
eurjchem-1002	78	16	tartrate	tartrate	NOUN
eurjchem-1002	78	17	(	(	PUNCT
eurjchem-1002	78	18	5	5	NUM
eurjchem-1002	78	19	ml	ml	NOUN
eurjchem-1002	78	20	)	)	PUNCT
eurjchem-1002	78	21	and	and	CCONJ
eurjchem-1002	78	22	stirred	stir	VERB
eurjchem-1002	78	23	vigorously	vigorously	ADV
eurjchem-1002	78	24	at	at	ADP
eurjchem-1002	78	25	room	room	NOUN
eurjchem-1002	78	26	temperature	temperature	NOUN
eurjchem-1002	78	27	for	for	ADP
eurjchem-1002	78	28	an	an	DET
eurjchem-1002	78	29	additional	additional	ADJ
eurjchem-1002	78	30	1	1	NUM
eurjchem-1002	78	31	h.	h.	NOUN
eurjchem-1002	78	32	it	it	PRON
eurjchem-1002	78	33	was	be	AUX
eurjchem-1002	78	34	filtered	filter	VERB
eurjchem-1002	78	35	through	through	ADP
eurjchem-1002	78	36	celite	celite	ADJ
eurjchem-1002	78	37	,	,	PUNCT
eurjchem-1002	78	38	the	the	DET
eurjchem-1002	78	39	filtrate	filtrate	NOUN
eurjchem-1002	78	40	was	be	AUX
eurjchem-1002	78	41	dried	dry	VERB
eurjchem-1002	78	42	(	(	PUNCT
eurjchem-1002	78	43	na2so4	na2so4	NOUN
eurjchem-1002	78	44	)	)	PUNCT
eurjchem-1002	78	45	,	,	PUNCT
eurjchem-1002	78	46	concentrated	concentrate	VERB
eurjchem-1002	78	47	to	to	PART
eurjchem-1002	78	48	give	give	VERB
eurjchem-1002	78	49	the	the	DET
eurjchem-1002	78	50	crude	crude	ADJ
eurjchem-1002	78	51	aldehyde	aldehyde	NOUN
eurjchem-1002	78	52	.	.	PUNCT
eurjchem-1002	79	1	harkala	harkala	INTJ
eurjchem-1002	79	2	et	et	PROPN
eurjchem-1002	79	3	al	al	PROPN
eurjchem-1002	79	4	.	.	PUNCT
eurjchem-1002	79	5	/	/	SYM
eurjchem-1002	79	6	european	european	PROPN
eurjchem-1002	79	7	journal	journal	PROPN
eurjchem-1002	79	8	of	of	ADP
eurjchem-1002	79	9	chemistry	chemistry	NOUN
eurjchem-1002	79	10	5	5	NUM
eurjchem-1002	79	11	(	(	PUNCT
eurjchem-1002	79	12	1	1	NUM
eurjchem-1002	79	13	)	)	PUNCT
eurjchem-1002	79	14	(	(	PUNCT
eurjchem-1002	79	15	2014	2014	NUM
eurjchem-1002	79	16	)	)	PUNCT
eurjchem-1002	79	17	127‐132	127‐132	PROPN
eurjchem-1002	79	18	129	129	NUM
eurjchem-1002	79	19	to	to	ADP
eurjchem-1002	79	20	a	a	DET
eurjchem-1002	79	21	stirred	stir	VERB
eurjchem-1002	79	22	solution	solution	NOUN
eurjchem-1002	79	23	of	of	ADP
eurjchem-1002	79	24	aldehyde	aldehyde	NOUN
eurjchem-1002	79	25	(	(	PUNCT
eurjchem-1002	79	26	5.8	5.8	NUM
eurjchem-1002	79	27	g	g	NOUN
eurjchem-1002	79	28	,	,	PUNCT
eurjchem-1002	79	29	30.85	30.85	NUM
eurjchem-1002	79	30	mmol	mmol	NOUN
eurjchem-1002	79	31	)	)	PUNCT
eurjchem-1002	79	32	and	and	CCONJ
eurjchem-1002	79	33	nitrosobenzene	nitrosobenzene	NOUN
eurjchem-1002	79	34	(	(	PUNCT
eurjchem-1002	79	35	3.3	3.3	NUM
eurjchem-1002	79	36	g	g	NOUN
eurjchem-1002	79	37	,	,	PUNCT
eurjchem-1002	79	38	30.85	30.85	NUM
eurjchem-1002	79	39	mmol	mmol	NOUN
eurjchem-1002	79	40	)	)	PUNCT
eurjchem-1002	79	41	in	in	ADP
eurjchem-1002	79	42	dmso	dmso	NOUN
eurjchem-1002	79	43	(	(	PUNCT
eurjchem-1002	79	44	20	20	NUM
eurjchem-1002	79	45	ml	ml	NOUN
eurjchem-1002	79	46	)	)	PUNCT
eurjchem-1002	79	47	was	be	AUX
eurjchem-1002	79	48	added	add	VERB
eurjchem-1002	79	49	l‐proline	l‐proline	PUNCT
eurjchem-1002	79	50	(	(	PUNCT
eurjchem-1002	79	51	0.71	0.71	NUM
eurjchem-1002	79	52	g	g	NOUN
eurjchem-1002	79	53	,	,	PUNCT
eurjchem-1002	79	54	6.17	6.17	NUM
eurjchem-1002	79	55	mmol	mmol	NOUN
eurjchem-1002	79	56	,	,	PUNCT
eurjchem-1002	79	57	20	20	NUM
eurjchem-1002	79	58	mol	mol	NUM
eurjchem-1002	79	59	%	%	NOUN
eurjchem-1002	79	60	)	)	PUNCT
eurjchem-1002	79	61	in	in	ADP
eurjchem-1002	79	62	one	one	NUM
eurjchem-1002	79	63	portion	portion	NOUN
eurjchem-1002	79	64	at	at	ADP
eurjchem-1002	79	65	25	25	NUM
eurjchem-1002	79	66	°	°	NOUN
eurjchem-1002	79	67	c	c	NOUN
eurjchem-1002	79	68	.	.	PUNCT
eurjchem-1002	80	1	after	after	ADP
eurjchem-1002	80	2	24	24	NUM
eurjchem-1002	80	3	h	h	NOUN
eurjchem-1002	80	4	,	,	PUNCT
eurjchem-1002	80	5	the	the	DET
eurjchem-1002	80	6	temperature	temperature	NOUN
eurjchem-1002	80	7	was	be	AUX
eurjchem-1002	80	8	lowered	lower	VERB
eurjchem-1002	80	9	to	to	ADP
eurjchem-1002	80	10	0	0	NUM
eurjchem-1002	80	11	°	°	NOUN
eurjchem-1002	80	12	c	c	NOUN
eurjchem-1002	80	13	,	,	PUNCT
eurjchem-1002	80	14	followed	follow	VERB
eurjchem-1002	80	15	by	by	ADP
eurjchem-1002	80	16	dilution	dilution	NOUN
eurjchem-1002	80	17	with	with	ADP
eurjchem-1002	80	18	anhydrous	anhydrous	ADJ
eurjchem-1002	80	19	meoh	meoh	NOUN
eurjchem-1002	80	20	(	(	PUNCT
eurjchem-1002	80	21	30	30	NUM
eurjchem-1002	80	22	ml	ml	NOUN
eurjchem-1002	80	23	)	)	PUNCT
eurjchem-1002	80	24	and	and	CCONJ
eurjchem-1002	80	25	the	the	DET
eurjchem-1002	80	26	careful	careful	ADJ
eurjchem-1002	80	27	addition	addition	NOUN
eurjchem-1002	80	28	of	of	ADP
eurjchem-1002	80	29	excess	excess	ADJ
eurjchem-1002	80	30	nabh4	nabh4	NOUN
eurjchem-1002	80	31	(	(	PUNCT
eurjchem-1002	80	32	2.46	2.46	NUM
eurjchem-1002	80	33	g	g	NOUN
eurjchem-1002	80	34	,	,	PUNCT
eurjchem-1002	80	35	61.7	61.7	NUM
eurjchem-1002	80	36	mmol	mmol	NOUN
eurjchem-1002	80	37	)	)	PUNCT
eurjchem-1002	80	38	.	.	PUNCT
eurjchem-1002	81	1	the	the	DET
eurjchem-1002	81	2	reaction	reaction	NOUN
eurjchem-1002	81	3	was	be	AUX
eurjchem-1002	81	4	quenched	quench	VERB
eurjchem-1002	81	5	after	after	ADP
eurjchem-1002	81	6	10	10	NUM
eurjchem-1002	81	7	min	min	NOUN
eurjchem-1002	81	8	by	by	ADP
eurjchem-1002	81	9	pouring	pour	VERB
eurjchem-1002	81	10	the	the	DET
eurjchem-1002	81	11	reaction	reaction	NOUN
eurjchem-1002	81	12	mixture	mixture	NOUN
eurjchem-1002	81	13	into	into	ADP
eurjchem-1002	81	14	a	a	DET
eurjchem-1002	81	15	vigorously	vigorously	ADV
eurjchem-1002	81	16	stirred	stir	VERB
eurjchem-1002	81	17	biphasic	biphasic	ADJ
eurjchem-1002	81	18	solution	solution	NOUN
eurjchem-1002	81	19	of	of	ADP
eurjchem-1002	81	20	et2o	et2o	ADJ
eurjchem-1002	81	21	and	and	CCONJ
eurjchem-1002	81	22	aqueous	aqueous	ADJ
eurjchem-1002	81	23	hcl	hcl	PROPN
eurjchem-1002	81	24	(	(	PUNCT
eurjchem-1002	81	25	1	1	NUM
eurjchem-1002	81	26	m	m	NOUN
eurjchem-1002	81	27	)	)	PUNCT
eurjchem-1002	81	28	.	.	PUNCT
eurjchem-1002	82	1	the	the	DET
eurjchem-1002	82	2	organic	organic	ADJ
eurjchem-1002	82	3	layer	layer	NOUN
eurjchem-1002	82	4	was	be	AUX
eurjchem-1002	82	5	separated	separate	VERB
eurjchem-1002	82	6	,	,	PUNCT
eurjchem-1002	82	7	and	and	CCONJ
eurjchem-1002	82	8	the	the	DET
eurjchem-1002	82	9	aqueous	aqueous	ADJ
eurjchem-1002	82	10	phase	phase	NOUN
eurjchem-1002	82	11	was	be	AUX
eurjchem-1002	82	12	extracted	extract	VERB
eurjchem-1002	82	13	with	with	ADP
eurjchem-1002	82	14	etoac	etoac	ADJ
eurjchem-1002	82	15	(	(	PUNCT
eurjchem-1002	82	16	3	3	NUM
eurjchem-1002	82	17	×	×	NOUN
eurjchem-1002	82	18	30	30	NUM
eurjchem-1002	82	19	ml	ml	NOUN
eurjchem-1002	82	20	)	)	PUNCT
eurjchem-1002	82	21	.	.	PUNCT
eurjchem-1002	83	1	the	the	DET
eurjchem-1002	83	2	combined	combine	VERB
eurjchem-1002	83	3	organic	organic	ADJ
eurjchem-1002	83	4	phase	phase	NOUN
eurjchem-1002	83	5	was	be	AUX
eurjchem-1002	83	6	dried	dry	VERB
eurjchem-1002	83	7	over	over	ADP
eurjchem-1002	83	8	anhydrous	anhydrous	ADJ
eurjchem-1002	83	9	na2so4	na2so4	NOUN
eurjchem-1002	83	10	,	,	PUNCT
eurjchem-1002	83	11	concentrated	concentrated	ADJ
eurjchem-1002	83	12	,	,	PUNCT
eurjchem-1002	83	13	and	and	CCONJ
eurjchem-1002	83	14	purified	purify	VERB
eurjchem-1002	83	15	by	by	ADP
eurjchem-1002	83	16	column	column	NOUN
eurjchem-1002	83	17	chromatography	chromatography	NOUN
eurjchem-1002	83	18	over	over	ADP
eurjchem-1002	83	19	silica	silica	NOUN
eurjchem-1002	83	20	gel	gel	NOUN
eurjchem-1002	83	21	using	use	VERB
eurjchem-1002	83	22	ethyl	ethyl	PROPN
eurjchem-1002	83	23	acetate	acetate	NOUN
eurjchem-1002	83	24	:	:	PUNCT
eurjchem-1002	83	25	petroleum	petroleum	NOUN
eurjchem-1002	83	26	ether	ether	NOUN
eurjchem-1002	83	27	(	(	PUNCT
eurjchem-1002	83	28	40:60	40:60	NUM
eurjchem-1002	83	29	,	,	PUNCT
eurjchem-1002	83	30	v	v	NOUN
eurjchem-1002	83	31	:	:	PUNCT
eurjchem-1002	83	32	v	v	NOUN
eurjchem-1002	83	33	)	)	PUNCT
eurjchem-1002	83	34	as	as	ADP
eurjchem-1002	83	35	eluent	eluent	NOUN
eurjchem-1002	83	36	to	to	PART
eurjchem-1002	83	37	give	give	VERB
eurjchem-1002	83	38	pure	pure	ADJ
eurjchem-1002	83	39	aminoxy	aminoxy	ADJ
eurjchem-1002	83	40	alcohol	alcohol	NOUN
eurjchem-1002	83	41	as	as	ADP
eurjchem-1002	83	42	a	a	DET
eurjchem-1002	83	43	pure	pure	ADJ
eurjchem-1002	83	44	diastereomer	diastereomer	NOUN
eurjchem-1002	83	45	.	.	PUNCT
eurjchem-1002	84	1	the	the	DET
eurjchem-1002	84	2	aminoxy	aminoxy	PROPN
eurjchem-1002	84	3	alcohol	alcohol	NOUN
eurjchem-1002	84	4	(	(	PUNCT
eurjchem-1002	84	5	6.7	6.7	NUM
eurjchem-1002	84	6	g	g	NOUN
eurjchem-1002	84	7	,	,	PUNCT
eurjchem-1002	84	8	25.09	25.09	NUM
eurjchem-1002	84	9	mmol	mmol	NOUN
eurjchem-1002	84	10	)	)	PUNCT
eurjchem-1002	84	11	was	be	AUX
eurjchem-1002	84	12	dissolved	dissolve	VERB
eurjchem-1002	84	13	in	in	ADP
eurjchem-1002	84	14	etoac	etoac	ADJ
eurjchem-1002	84	15	(	(	PUNCT
eurjchem-1002	84	16	30	30	NUM
eurjchem-1002	84	17	ml	ml	NOUN
eurjchem-1002	84	18	)	)	PUNCT
eurjchem-1002	84	19	and	and	CCONJ
eurjchem-1002	84	20	to	to	ADP
eurjchem-1002	84	21	the	the	DET
eurjchem-1002	84	22	solution	solution	NOUN
eurjchem-1002	84	23	was	be	AUX
eurjchem-1002	84	24	added	add	VERB
eurjchem-1002	84	25	10	10	NUM
eurjchem-1002	84	26	%	%	NOUN
eurjchem-1002	84	27	pd	pd	PROPN
eurjchem-1002	84	28	/	/	SYM
eurjchem-1002	84	29	c	c	PROPN
eurjchem-1002	84	30	(	(	PUNCT
eurjchem-1002	84	31	0.35	0.35	NUM
eurjchem-1002	84	32	g	g	NOUN
eurjchem-1002	84	33	)	)	PUNCT
eurjchem-1002	84	34	.	.	PUNCT
eurjchem-1002	85	1	the	the	DET
eurjchem-1002	85	2	reaction	reaction	NOUN
eurjchem-1002	85	3	mixture	mixture	NOUN
eurjchem-1002	85	4	was	be	AUX
eurjchem-1002	85	5	stirred	stir	VERB
eurjchem-1002	85	6	in	in	ADP
eurjchem-1002	85	7	a	a	DET
eurjchem-1002	85	8	hydrogen	hydrogen	NOUN
eurjchem-1002	85	9	atmosphere	atmosphere	NOUN
eurjchem-1002	85	10	(	(	PUNCT
eurjchem-1002	85	11	1	1	NUM
eurjchem-1002	85	12	atm	atm	ADJ
eurjchem-1002	85	13	,	,	PUNCT
eurjchem-1002	85	14	balloon	balloon	NOUN
eurjchem-1002	85	15	pressure	pressure	NOUN
eurjchem-1002	85	16	)	)	PUNCT
eurjchem-1002	85	17	for	for	ADP
eurjchem-1002	85	18	12	12	NUM
eurjchem-1002	85	19	h.	h.	NOUN
eurjchem-1002	85	20	after	after	ADP
eurjchem-1002	85	21	completion	completion	NOUN
eurjchem-1002	85	22	of	of	ADP
eurjchem-1002	85	23	the	the	DET
eurjchem-1002	85	24	reaction	reaction	NOUN
eurjchem-1002	85	25	(	(	PUNCT
eurjchem-1002	85	26	monitored	monitor	VERB
eurjchem-1002	85	27	by	by	ADP
eurjchem-1002	85	28	tlc	tlc	PROPN
eurjchem-1002	85	29	)	)	PUNCT
eurjchem-1002	85	30	,	,	PUNCT
eurjchem-1002	85	31	it	it	PRON
eurjchem-1002	85	32	was	be	AUX
eurjchem-1002	85	33	filtered	filter	VERB
eurjchem-1002	85	34	through	through	ADP
eurjchem-1002	85	35	celite	celite	ADJ
eurjchem-1002	85	36	pad	pad	NOUN
eurjchem-1002	85	37	.	.	PUNCT
eurjchem-1002	86	1	the	the	DET
eurjchem-1002	86	2	filtrate	filtrate	NOUN
eurjchem-1002	86	3	was	be	AUX
eurjchem-1002	86	4	dried	dry	VERB
eurjchem-1002	86	5	(	(	PUNCT
eurjchem-1002	86	6	na2so4	na2so4	NOUN
eurjchem-1002	86	7	)	)	PUNCT
eurjchem-1002	86	8	concentrated	concentrated	ADJ
eurjchem-1002	86	9	and	and	CCONJ
eurjchem-1002	86	10	residue	residue	NOUN
eurjchem-1002	86	11	purified	purify	VERB
eurjchem-1002	86	12	by	by	ADP
eurjchem-1002	86	13	column	column	NOUN
eurjchem-1002	86	14	chromatography	chromatography	NOUN
eurjchem-1002	86	15	using	use	VERB
eurjchem-1002	86	16	petroleum	petroleum	NOUN
eurjchem-1002	86	17	ether	ether	NOUN
eurjchem-1002	86	18	:	:	PUNCT
eurjchem-1002	86	19	ethyl	ethyl	PROPN
eurjchem-1002	86	20	acetate	acetate	PROPN
eurjchem-1002	86	21	(	(	PUNCT
eurjchem-1002	86	22	3:2	3:2	NUM
eurjchem-1002	86	23	,	,	PUNCT
eurjchem-1002	86	24	v	v	NOUN
eurjchem-1002	86	25	:	:	SYM
eurjchem-1002	86	26	v	v	NOUN
eurjchem-1002	86	27	)	)	PUNCT
eurjchem-1002	86	28	as	as	ADP
eurjchem-1002	86	29	eluent	eluent	NOUN
eurjchem-1002	86	30	to	to	PART
eurjchem-1002	86	31	give	give	VERB
eurjchem-1002	86	32	pure	pure	ADJ
eurjchem-1002	86	33	diol	diol	NOUN
eurjchem-1002	86	34	11	11	NUM
eurjchem-1002	86	35	(	(	PUNCT
eurjchem-1002	86	36	scheme	scheme	NOUN
eurjchem-1002	86	37	1	1	NUM
eurjchem-1002	86	38	)	)	PUNCT
eurjchem-1002	86	39	.	.	PUNCT
eurjchem-1002	87	1	(	(	PUNCT
eurjchem-1002	87	2	r)‐3‐((s)‐2,2‐dimethyl‐1,3‐dioxolan‐4‐yl)propane‐1,2‐diol	r)‐3‐((s)‐2,2‐dimethyl‐1,3‐dioxolan‐4‐yl)propane‐1,2‐diol	PROPN
eurjchem-1002	87	3	(	(	PUNCT
eurjchem-1002	87	4	11	11	NUM
eurjchem-1002	87	5	):	):	PUNCT
eurjchem-1002	87	6	color	color	NOUN
eurjchem-1002	87	7	:	:	PUNCT
eurjchem-1002	87	8	yellow	yellow	ADJ
eurjchem-1002	87	9	liquid	liquid	NOUN
eurjchem-1002	87	10	.	.	PUNCT
eurjchem-1002	87	11	yield	yield	NOUN
eurjchem-1002	87	12	:	:	PUNCT
eurjchem-1002	87	13	72	72	NUM
eurjchem-1002	87	14	%	%	NOUN
eurjchem-1002	87	15	.	.	PUNCT
eurjchem-1002	88	1	ir	ir	INTJ
eurjchem-1002	88	2	(	(	PUNCT
eurjchem-1002	88	3	neat	neat	ADJ
eurjchem-1002	88	4	,	,	PUNCT
eurjchem-1002	88	5	ν	ν	NOUN
eurjchem-1002	88	6	,	,	PUNCT
eurjchem-1002	88	7	cm‐1	cm‐1	PROPN
eurjchem-1002	88	8	):	):	PUNCT
eurjchem-1002	88	9	3412	3412	NUM
eurjchem-1002	88	10	,	,	PUNCT
eurjchem-1002	88	11	3018	3018	NUM
eurjchem-1002	88	12	,	,	PUNCT
eurjchem-1002	88	13	2938	2938	NUM
eurjchem-1002	88	14	,	,	PUNCT
eurjchem-1002	88	15	1612	1612	NUM
eurjchem-1002	88	16	,	,	PUNCT
eurjchem-1002	88	17	1513	1513	NUM
eurjchem-1002	88	18	,	,	PUNCT
eurjchem-1002	88	19	1248	1248	NUM
eurjchem-1002	88	20	,	,	PUNCT
eurjchem-1002	88	21	1215	1215	NUM
eurjchem-1002	88	22	.	.	PUNCT
eurjchem-1002	89	1	1h	1h	NUM
eurjchem-1002	89	2	nmr	nmr	NOUN
eurjchem-1002	89	3	(	(	PUNCT
eurjchem-1002	89	4	300	300	NUM
eurjchem-1002	89	5	mhz	mhz	NOUN
eurjchem-1002	89	6	,	,	PUNCT
eurjchem-1002	89	7	cdcl3	cdcl3	PROPN
eurjchem-1002	89	8	,	,	PUNCT
eurjchem-1002	89	9	δ	δ	PROPN
eurjchem-1002	89	10	,	,	PUNCT
eurjchem-1002	89	11	ppm	ppm	NOUN
eurjchem-1002	89	12	):	):	PUNCT
eurjchem-1002	89	13	4.09‐3.92	4.09‐3.92	PROPN
eurjchem-1002	89	14	(	(	PUNCT
eurjchem-1002	89	15	m	m	PROPN
eurjchem-1002	89	16	,	,	PUNCT
eurjchem-1002	89	17	4h	4h	NUM
eurjchem-1002	89	18	,	,	PUNCT
eurjchem-1002	89	19	2	2	NUM
eurjchem-1002	89	20	x	x	SYM
eurjchem-1002	89	21	‐och2	‐och2	ADJ
eurjchem-1002	89	22	)	)	PUNCT
eurjchem-1002	89	23	,	,	PUNCT
eurjchem-1002	89	24	3.87‐3.79	3.87‐3.79	NUM
eurjchem-1002	89	25	(	(	PUNCT
eurjchem-1002	89	26	m	m	PROPN
eurjchem-1002	89	27	,	,	PUNCT
eurjchem-1002	89	28	2h	2h	NUM
eurjchem-1002	89	29	,	,	PUNCT
eurjchem-1002	89	30	2	2	NUM
eurjchem-1002	89	31	x	x	SYM
eurjchem-1002	89	32	‐	‐	ADP
eurjchem-1002	89	33	och	och	NUM
eurjchem-1002	89	34	)	)	PUNCT
eurjchem-1002	89	35	,	,	PUNCT
eurjchem-1002	89	36	2.08	2.08	NUM
eurjchem-1002	89	37	(	(	PUNCT
eurjchem-1002	89	38	br	br	PROPN
eurjchem-1002	89	39	s	s	PROPN
eurjchem-1002	89	40	,	,	PUNCT
eurjchem-1002	89	41	2h	2h	NUM
eurjchem-1002	89	42	,	,	PUNCT
eurjchem-1002	89	43	2	2	NUM
eurjchem-1002	89	44	x	x	SYM
eurjchem-1002	89	45	‐oh	‐oh	NOUN
eurjchem-1002	89	46	)	)	PUNCT
eurjchem-1002	89	47	,	,	PUNCT
eurjchem-1002	89	48	1.74‐1.59	1.74‐1.59	NUM
eurjchem-1002	89	49	(	(	PUNCT
eurjchem-1002	89	50	m	m	PROPN
eurjchem-1002	89	51	,	,	PUNCT
eurjchem-1002	89	52	2h	2h	NUM
eurjchem-1002	89	53	,	,	PUNCT
eurjchem-1002	89	54	‐ch2	‐ch2	NUM
eurjchem-1002	89	55	)	)	PUNCT
eurjchem-1002	89	56	,	,	PUNCT
eurjchem-1002	89	57	1.38	1.38	NUM
eurjchem-1002	89	58	(	(	PUNCT
eurjchem-1002	89	59	s	s	PROPN
eurjchem-1002	89	60	,	,	PUNCT
eurjchem-1002	89	61	3h	3h	NUM
eurjchem-1002	89	62	,	,	PUNCT
eurjchem-1002	89	63	‐ch3	‐ch3	ADJ
eurjchem-1002	89	64	)	)	PUNCT
eurjchem-1002	89	65	,	,	PUNCT
eurjchem-1002	89	66	1.33	1.33	NUM
eurjchem-1002	89	67	(	(	PUNCT
eurjchem-1002	89	68	s	s	PROPN
eurjchem-1002	89	69	,	,	PUNCT
eurjchem-1002	89	70	3h	3h	NUM
eurjchem-1002	89	71	,	,	PUNCT
eurjchem-1002	89	72	‐ch3	‐ch3	ADJ
eurjchem-1002	89	73	)	)	PUNCT
eurjchem-1002	89	74	.	.	PUNCT
eurjchem-1002	90	1	13c	13c	NOUN
eurjchem-1002	90	2	nmr	nmr	NOUN
eurjchem-1002	90	3	(	(	PUNCT
eurjchem-1002	90	4	75	75	NUM
eurjchem-1002	90	5	mhz	mhz	NOUN
eurjchem-1002	90	6	,	,	PUNCT
eurjchem-1002	90	7	cdcl3	cdcl3	PROPN
eurjchem-1002	90	8	,	,	PUNCT
eurjchem-1002	90	9	δ	δ	PROPN
eurjchem-1002	90	10	,	,	PUNCT
eurjchem-1002	90	11	ppm	ppm	NOUN
eurjchem-1002	90	12	):	):	PUNCT
eurjchem-1002	90	13	109.1	109.1	NUM
eurjchem-1002	90	14	(	(	PUNCT
eurjchem-1002	90	15	1c	1c	NOUN
eurjchem-1002	90	16	,	,	PUNCT
eurjchem-1002	90	17	‐o‐c‐o‐	‐o‐c‐o‐	NOUN
eurjchem-1002	90	18	)	)	PUNCT
eurjchem-1002	90	19	,	,	PUNCT
eurjchem-1002	90	20	74.3	74.3	NUM
eurjchem-1002	90	21	(	(	PUNCT
eurjchem-1002	90	22	2c	2c	NOUN
eurjchem-1002	90	23	,	,	PUNCT
eurjchem-1002	90	24	‐o‐ch‐	‐o‐ch‐	NUM
eurjchem-1002	90	25	)	)	PUNCT
eurjchem-1002	90	26	,	,	PUNCT
eurjchem-1002	90	27	72.6	72.6	NUM
eurjchem-1002	90	28	(	(	PUNCT
eurjchem-1002	90	29	1c	1c	NOUN
eurjchem-1002	90	30	,	,	PUNCT
eurjchem-1002	90	31	‐ch2‐oh	‐ch2‐oh	NUM
eurjchem-1002	90	32	)	)	PUNCT
eurjchem-1002	90	33	,	,	PUNCT
eurjchem-1002	90	34	66.8	66.8	NUM
eurjchem-1002	90	35	(	(	PUNCT
eurjchem-1002	90	36	1c	1c	NOUN
eurjchem-1002	90	37	,	,	PUNCT
eurjchem-1002	90	38	‐o‐ch2‐	‐o‐ch2‐	NOUN
eurjchem-1002	90	39	)	)	PUNCT
eurjchem-1002	90	40	,	,	PUNCT
eurjchem-1002	90	41	66.1(1c	66.1(1c	NUM
eurjchem-1002	90	42	,	,	PUNCT
eurjchem-1002	90	43	‐ch‐oh	‐ch‐oh	NOUN
eurjchem-1002	90	44	)	)	PUNCT
eurjchem-1002	90	45	,	,	PUNCT
eurjchem-1002	90	46	36.5	36.5	NUM
eurjchem-1002	90	47	(	(	PUNCT
eurjchem-1002	90	48	1c	1c	NOUN
eurjchem-1002	90	49	,	,	PUNCT
eurjchem-1002	90	50	‐ch2‐	‐ch2‐	PROPN
eurjchem-1002	90	51	)	)	PUNCT
eurjchem-1002	90	52	,	,	PUNCT
eurjchem-1002	90	53	25.7	25.7	NUM
eurjchem-1002	90	54	(	(	PUNCT
eurjchem-1002	90	55	1c	1c	NOUN
eurjchem-1002	90	56	,	,	PUNCT
eurjchem-1002	90	57	‐	‐	PROPN
eurjchem-1002	90	58	ch3	ch3	PROPN
eurjchem-1002	90	59	)	)	PUNCT
eurjchem-1002	90	60	.	.	PUNCT
eurjchem-1002	91	1	esi‐ms	esi‐ms	PROPN
eurjchem-1002	91	2	(	(	PUNCT
eurjchem-1002	91	3	m	m	PROPN
eurjchem-1002	91	4	/	/	SYM
eurjchem-1002	91	5	z	z	NOUN
eurjchem-1002	91	6	):	):	PUNCT
eurjchem-1002	91	7	199	199	NUM
eurjchem-1002	91	8	(	(	PUNCT
eurjchem-1002	91	9	m+na)+	m+na)+	NOUN
eurjchem-1002	91	10	.	.	PUNCT
eurjchem-1002	92	1	[	[	X
eurjchem-1002	92	2	α]d25	α]d25	NOUN
eurjchem-1002	92	3	:	:	PUNCT
eurjchem-1002	92	4	‐66.8	‐66.8	NUM
eurjchem-1002	92	5	(	(	PUNCT
eurjchem-1002	92	6	c	c	NOUN
eurjchem-1002	92	7	0.5	0.5	NUM
eurjchem-1002	92	8	,	,	PUNCT
eurjchem-1002	92	9	chcl3	chcl3	PROPN
eurjchem-1002	92	10	)	)	PUNCT
eurjchem-1002	92	11	.	.	PUNCT
eurjchem-1002	93	1	2.2.4	2.2.4	NUM
eurjchem-1002	93	2	.	.	PUNCT
eurjchem-1002	94	1	(	(	PUNCT
eurjchem-1002	94	2	4s)‐2,2‐dimethyl‐4‐(((4r)‐2‐phenyl‐1,3‐dioxolan‐4‐	4s)‐2,2‐dimethyl‐4‐(((4r)‐2‐phenyl‐1,3‐dioxolan‐4‐	NUM
eurjchem-1002	94	3	yl)methyl)‐1,3‐dioxolane	yl)methyl)‐1,3‐dioxolane	NOUN
eurjchem-1002	94	4	(	(	PUNCT
eurjchem-1002	94	5	12	12	NUM
eurjchem-1002	94	6	)	)	PUNCT
eurjchem-1002	94	7	to	to	ADP
eurjchem-1002	94	8	a	a	DET
eurjchem-1002	94	9	stirred	stir	VERB
eurjchem-1002	94	10	solution	solution	NOUN
eurjchem-1002	94	11	of	of	ADP
eurjchem-1002	94	12	compound	compound	NOUN
eurjchem-1002	94	13	11	11	NUM
eurjchem-1002	94	14	(	(	PUNCT
eurjchem-1002	94	15	3.1	3.1	NUM
eurjchem-1002	94	16	g	g	NOUN
eurjchem-1002	94	17	,	,	PUNCT
eurjchem-1002	94	18	17.61	17.61	NUM
eurjchem-1002	94	19	mmol	mmol	NOUN
eurjchem-1002	94	20	)	)	PUNCT
eurjchem-1002	94	21	in	in	ADP
eurjchem-1002	94	22	dry	dry	ADJ
eurjchem-1002	94	23	ch2cl2	ch2cl2	PUNCT
eurjchem-1002	94	24	(	(	PUNCT
eurjchem-1002	94	25	20	20	NUM
eurjchem-1002	94	26	ml	ml	NOUN
eurjchem-1002	94	27	)	)	PUNCT
eurjchem-1002	94	28	,	,	PUNCT
eurjchem-1002	94	29	benzaldehyde	benzaldehyde	NOUN
eurjchem-1002	94	30	dimethylacetal	dimethylacetal	NOUN
eurjchem-1002	94	31	(	(	PUNCT
eurjchem-1002	94	32	3.2	3.2	NUM
eurjchem-1002	94	33	ml	ml	NOUN
eurjchem-1002	94	34	,	,	PUNCT
eurjchem-1002	94	35	21.13	21.13	NUM
eurjchem-1002	94	36	mmol	mmol	NOUN
eurjchem-1002	94	37	)	)	PUNCT
eurjchem-1002	94	38	followed	follow	VERB
eurjchem-1002	94	39	by	by	ADP
eurjchem-1002	94	40	p‐toluedine	p‐toluedine	PUNCT
eurjchem-1002	94	41	sulphonic	sulphonic	ADJ
eurjchem-1002	94	42	acid	acid	NOUN
eurjchem-1002	94	43	(	(	PUNCT
eurjchem-1002	94	44	ptsa	ptsa	NOUN
eurjchem-1002	94	45	,	,	PUNCT
eurjchem-1002	94	46	catalytic	catalytic	NOUN
eurjchem-1002	94	47	)	)	PUNCT
eurjchem-1002	94	48	were	be	AUX
eurjchem-1002	94	49	added	add	VERB
eurjchem-1002	94	50	at	at	ADP
eurjchem-1002	94	51	0	0	NUM
eurjchem-1002	94	52	°	°	ADP
eurjchem-1002	94	53	c	c	NOUN
eurjchem-1002	94	54	.	.	PUNCT
eurjchem-1002	95	1	after	after	ADP
eurjchem-1002	95	2	stirring	stir	VERB
eurjchem-1002	95	3	of	of	ADP
eurjchem-1002	95	4	6	6	NUM
eurjchem-1002	95	5	h	h	NOUN
eurjchem-1002	95	6	the	the	DET
eurjchem-1002	95	7	reaction	reaction	NOUN
eurjchem-1002	95	8	mixture	mixture	NOUN
eurjchem-1002	95	9	was	be	AUX
eurjchem-1002	95	10	treated	treat	VERB
eurjchem-1002	95	11	with	with	ADP
eurjchem-1002	95	12	aq	aq	PROPN
eurjchem-1002	95	13	.	.	PUNCT
eurjchem-1002	95	14	nahco3	nahco3	PROPN
eurjchem-1002	95	15	(	(	PUNCT
eurjchem-1002	95	16	10	10	NUM
eurjchem-1002	95	17	ml	ml	NOUN
eurjchem-1002	95	18	)	)	PUNCT
eurjchem-1002	95	19	and	and	CCONJ
eurjchem-1002	95	20	extracted	extract	VERB
eurjchem-1002	95	21	with	with	ADP
eurjchem-1002	95	22	ch2cl2	ch2cl2	PUNCT
eurjchem-1002	95	23	(	(	PUNCT
eurjchem-1002	95	24	3	3	NUM
eurjchem-1002	95	25	×	×	NOUN
eurjchem-1002	95	26	30	30	NUM
eurjchem-1002	95	27	ml	ml	NOUN
eurjchem-1002	95	28	)	)	PUNCT
eurjchem-1002	95	29	and	and	CCONJ
eurjchem-1002	95	30	both	both	CCONJ
eurjchem-1002	95	31	the	the	DET
eurjchem-1002	95	32	organic	organic	ADJ
eurjchem-1002	95	33	layers	layer	NOUN
eurjchem-1002	95	34	were	be	AUX
eurjchem-1002	95	35	dried	dry	VERB
eurjchem-1002	95	36	over	over	ADP
eurjchem-1002	95	37	anhydrous	anhydrous	ADJ
eurjchem-1002	95	38	na2so4	na2so4	NOUN
eurjchem-1002	95	39	and	and	CCONJ
eurjchem-1002	95	40	concentrated	concentrated	ADJ
eurjchem-1002	95	41	.	.	PUNCT
eurjchem-1002	96	1	crude	crude	ADJ
eurjchem-1002	96	2	product	product	NOUN
eurjchem-1002	96	3	was	be	AUX
eurjchem-1002	96	4	purified	purify	VERB
eurjchem-1002	96	5	by	by	ADP
eurjchem-1002	96	6	column	column	NOUN
eurjchem-1002	96	7	chromatography	chromatography	NOUN
eurjchem-1002	96	8	(	(	PUNCT
eurjchem-1002	96	9	60‐120	60‐120	NUM
eurjchem-1002	96	10	silica	silica	NOUN
eurjchem-1002	96	11	gel	gel	NOUN
eurjchem-1002	96	12	,	,	PUNCT
eurjchem-1002	96	13	10	10	NUM
eurjchem-1002	96	14	%	%	NOUN
eurjchem-1002	96	15	etoac	etoac	ADJ
eurjchem-1002	96	16	in	in	ADP
eurjchem-1002	96	17	petroleum	petroleum	NOUN
eurjchem-1002	96	18	ether	ether	NOUN
eurjchem-1002	96	19	)	)	PUNCT
eurjchem-1002	96	20	to	to	PART
eurjchem-1002	96	21	afford	afford	VERB
eurjchem-1002	96	22	compound	compound	VERB
eurjchem-1002	96	23	12	12	NUM
eurjchem-1002	96	24	(	(	PUNCT
eurjchem-1002	96	25	scheme	scheme	NOUN
eurjchem-1002	96	26	1	1	NUM
eurjchem-1002	96	27	)	)	PUNCT
eurjchem-1002	96	28	.	.	PUNCT
eurjchem-1002	97	1	(	(	PUNCT
eurjchem-1002	97	2	4s)‐2,2‐dimethyl‐4‐(((4r)‐2‐phenyl‐1,3‐dioxolan‐4‐yl	4s)‐2,2‐dimethyl‐4‐(((4r)‐2‐phenyl‐1,3‐dioxolan‐4‐yl	NOUN
eurjchem-1002	97	3	)	)	PUNCT
eurjchem-1002	97	4	methyl)‐1,3‐dioxolane	methyl)‐1,3‐dioxolane	NOUN
eurjchem-1002	97	5	(	(	PUNCT
eurjchem-1002	97	6	12	12	NUM
eurjchem-1002	97	7	):	):	PUNCT
eurjchem-1002	97	8	color	color	NOUN
eurjchem-1002	97	9	:	:	PUNCT
eurjchem-1002	97	10	pale	pale	ADJ
eurjchem-1002	97	11	yellow	yellow	ADJ
eurjchem-1002	97	12	syrup	syrup	NOUN
eurjchem-1002	97	13	.	.	PUNCT
eurjchem-1002	98	1	yield	yield	NOUN
eurjchem-1002	98	2	:	:	PUNCT
eurjchem-1002	98	3	83	83	NUM
eurjchem-1002	98	4	%	%	NOUN
eurjchem-1002	98	5	.	.	PUNCT
eurjchem-1002	99	1	ir	ir	INTJ
eurjchem-1002	99	2	(	(	PUNCT
eurjchem-1002	99	3	neat	neat	ADJ
eurjchem-1002	99	4	,	,	PUNCT
eurjchem-1002	99	5	ν	ν	NOUN
eurjchem-1002	99	6	,	,	PUNCT
eurjchem-1002	99	7	cm‐1	cm‐1	PROPN
eurjchem-1002	99	8	):	):	PUNCT
eurjchem-1002	99	9	3010	3010	NUM
eurjchem-1002	99	10	,	,	PUNCT
eurjchem-1002	99	11	2900	2900	NUM
eurjchem-1002	99	12	,	,	PUNCT
eurjchem-1002	99	13	1250	1250	NUM
eurjchem-1002	99	14	,	,	PUNCT
eurjchem-1002	99	15	852	852	NUM
eurjchem-1002	99	16	.	.	PUNCT
eurjchem-1002	100	1	1h	1h	NUM
eurjchem-1002	100	2	nmr	nmr	NOUN
eurjchem-1002	100	3	(	(	PUNCT
eurjchem-1002	100	4	300	300	NUM
eurjchem-1002	100	5	mhz	mhz	NOUN
eurjchem-1002	100	6	,	,	PUNCT
eurjchem-1002	100	7	cdcl3	cdcl3	PROPN
eurjchem-1002	100	8	,	,	PUNCT
eurjchem-1002	100	9	δ	δ	PROPN
eurjchem-1002	100	10	,	,	PUNCT
eurjchem-1002	100	11	ppm	ppm	NOUN
eurjchem-1002	100	12	):	):	PUNCT
eurjchem-1002	100	13	7.35‐7.29	7.35‐7.29	PROPN
eurjchem-1002	100	14	(	(	PUNCT
eurjchem-1002	100	15	m	m	PROPN
eurjchem-1002	100	16	,	,	PUNCT
eurjchem-1002	100	17	5h	5h	NUM
eurjchem-1002	100	18	,	,	PUNCT
eurjchem-1002	100	19	‐c6h5	‐c6h5	PROPN
eurjchem-1002	100	20	)	)	PUNCT
eurjchem-1002	100	21	,	,	PUNCT
eurjchem-1002	100	22	5.77	5.77	NUM
eurjchem-1002	100	23	(	(	PUNCT
eurjchem-1002	100	24	s	s	PROPN
eurjchem-1002	100	25	,	,	PUNCT
eurjchem-1002	100	26	1h	1h	NUM
eurjchem-1002	100	27	,	,	PUNCT
eurjchem-1002	100	28	‐	‐	ADJ
eurjchem-1002	100	29	ochph	ochph	NOUN
eurjchem-1002	100	30	)	)	PUNCT
eurjchem-1002	100	31	,	,	PUNCT
eurjchem-1002	100	32	4.07‐3.88	4.07‐3.88	PROPN
eurjchem-1002	100	33	(	(	PUNCT
eurjchem-1002	100	34	m	m	PROPN
eurjchem-1002	100	35	,	,	PUNCT
eurjchem-1002	100	36	4h	4h	NUM
eurjchem-1002	100	37	,	,	PUNCT
eurjchem-1002	100	38	2	2	NUM
eurjchem-1002	100	39	x	x	SYM
eurjchem-1002	100	40	‐och2‐	‐och2‐	PROPN
eurjchem-1002	100	41	)	)	PUNCT
eurjchem-1002	100	42	,	,	PUNCT
eurjchem-1002	100	43	3.99‐3.89	3.99‐3.89	NUM
eurjchem-1002	100	44	(	(	PUNCT
eurjchem-1002	100	45	m	m	PROPN
eurjchem-1002	100	46	,	,	PUNCT
eurjchem-1002	100	47	2h	2h	NUM
eurjchem-1002	100	48	,	,	PUNCT
eurjchem-1002	100	49	‐och‐	‐och‐	PROPN
eurjchem-1002	100	50	)	)	PUNCT
eurjchem-1002	100	51	,	,	PUNCT
eurjchem-1002	100	52	1.78‐1.54	1.78‐1.54	NUM
eurjchem-1002	100	53	(	(	PUNCT
eurjchem-1002	100	54	m	m	PROPN
eurjchem-1002	100	55	,	,	PUNCT
eurjchem-1002	100	56	2h	2h	NUM
eurjchem-1002	100	57	,	,	PUNCT
eurjchem-1002	100	58	‐ch2‐	‐ch2‐	PROPN
eurjchem-1002	100	59	)	)	PUNCT
eurjchem-1002	100	60	,	,	PUNCT
eurjchem-1002	100	61	1.36	1.36	NUM
eurjchem-1002	100	62	(	(	PUNCT
eurjchem-1002	100	63	s	s	PROPN
eurjchem-1002	100	64	,	,	PUNCT
eurjchem-1002	100	65	3h	3h	NUM
eurjchem-1002	100	66	,	,	PUNCT
eurjchem-1002	100	67	‐ch3	‐ch3	ADJ
eurjchem-1002	100	68	)	)	PUNCT
eurjchem-1002	100	69	,	,	PUNCT
eurjchem-1002	100	70	1.31	1.31	NUM
eurjchem-1002	100	71	(	(	PUNCT
eurjchem-1002	100	72	s	s	PROPN
eurjchem-1002	100	73	,	,	PUNCT
eurjchem-1002	100	74	3h	3h	NUM
eurjchem-1002	100	75	,	,	PUNCT
eurjchem-1002	100	76	‐ch3	‐ch3	ADJ
eurjchem-1002	100	77	)	)	PUNCT
eurjchem-1002	100	78	.	.	PUNCT
eurjchem-1002	101	1	13c	13c	NOUN
eurjchem-1002	101	2	nmr	nmr	NOUN
eurjchem-1002	101	3	(	(	PUNCT
eurjchem-1002	101	4	75	75	NUM
eurjchem-1002	101	5	mhz	mhz	NOUN
eurjchem-1002	101	6	,	,	PUNCT
eurjchem-1002	101	7	cdcl3	cdcl3	PROPN
eurjchem-1002	101	8	,	,	PUNCT
eurjchem-1002	101	9	δ	δ	PROPN
eurjchem-1002	101	10	,	,	PUNCT
eurjchem-1002	101	11	ppm	ppm	NOUN
eurjchem-1002	101	12	):	):	PUNCT
eurjchem-1002	101	13	140.6	140.6	NUM
eurjchem-1002	101	14	(	(	PUNCT
eurjchem-1002	101	15	1c	1c	NOUN
eurjchem-1002	101	16	,	,	PUNCT
eurjchem-1002	101	17	ar‐c	ar‐c	PROPN
eurjchem-1002	101	18	)	)	PUNCT
eurjchem-1002	101	19	,	,	PUNCT
eurjchem-1002	101	20	129.8	129.8	NUM
eurjchem-1002	101	21	(	(	PUNCT
eurjchem-1002	101	22	2c	2c	NUM
eurjchem-1002	101	23	,	,	PUNCT
eurjchem-1002	101	24	ar‐c	ar‐c	PROPN
eurjchem-1002	101	25	)	)	PUNCT
eurjchem-1002	101	26	,	,	PUNCT
eurjchem-1002	101	27	128.6	128.6	NUM
eurjchem-1002	101	28	(	(	PUNCT
eurjchem-1002	101	29	1c	1c	NOUN
eurjchem-1002	101	30	,	,	PUNCT
eurjchem-1002	101	31	ar‐c	ar‐c	PROPN
eurjchem-1002	101	32	)	)	PUNCT
eurjchem-1002	101	33	,	,	PUNCT
eurjchem-1002	101	34	126.3	126.3	NUM
eurjchem-1002	101	35	(	(	PUNCT
eurjchem-1002	101	36	2c	2c	NUM
eurjchem-1002	101	37	,	,	PUNCT
eurjchem-1002	101	38	ar‐c	ar‐c	PROPN
eurjchem-1002	101	39	)	)	PUNCT
eurjchem-1002	101	40	,	,	PUNCT
eurjchem-1002	101	41	108.3	108.3	NUM
eurjchem-1002	101	42	(	(	PUNCT
eurjchem-1002	101	43	1c	1c	NOUN
eurjchem-1002	101	44	,	,	PUNCT
eurjchem-1002	101	45	‐o‐c‐o‐	‐o‐c‐o‐	NOUN
eurjchem-1002	101	46	)	)	PUNCT
eurjchem-1002	101	47	,	,	PUNCT
eurjchem-1002	101	48	104.3	104.3	NUM
eurjchem-1002	101	49	(	(	PUNCT
eurjchem-1002	101	50	1c	1c	X
eurjchem-1002	101	51	,	,	PUNCT
eurjchem-1002	101	52	‐o‐ch‐o‐	‐o‐ch‐o‐	PROPN
eurjchem-1002	101	53	)	)	PUNCT
eurjchem-1002	101	54	,	,	PUNCT
eurjchem-1002	101	55	78.1	78.1	NUM
eurjchem-1002	101	56	(	(	PUNCT
eurjchem-1002	101	57	1c	1c	NOUN
eurjchem-1002	101	58	,	,	PUNCT
eurjchem-1002	101	59	‐o‐ch‐	‐o‐ch‐	NUM
eurjchem-1002	101	60	)	)	PUNCT
eurjchem-1002	101	61	,	,	PUNCT
eurjchem-1002	101	62	74.2	74.2	NUM
eurjchem-1002	101	63	(	(	PUNCT
eurjchem-1002	101	64	1c	1c	NOUN
eurjchem-1002	101	65	,	,	PUNCT
eurjchem-1002	101	66	‐o‐ch‐	‐o‐ch‐	NUM
eurjchem-1002	101	67	)	)	PUNCT
eurjchem-1002	101	68	,	,	PUNCT
eurjchem-1002	101	69	72.2	72.2	NUM
eurjchem-1002	101	70	(	(	PUNCT
eurjchem-1002	101	71	1c	1c	NOUN
eurjchem-1002	101	72	,	,	PUNCT
eurjchem-1002	101	73	‐o‐ch2‐	‐o‐ch2‐	NOUN
eurjchem-1002	101	74	)	)	PUNCT
eurjchem-1002	101	75	,	,	PUNCT
eurjchem-1002	101	76	66.7(1c	66.7(1c	NOUN
eurjchem-1002	101	77	,	,	PUNCT
eurjchem-1002	101	78	‐o‐ch2‐	‐o‐ch2‐	NOUN
eurjchem-1002	101	79	)	)	PUNCT
eurjchem-1002	101	80	,	,	PUNCT
eurjchem-1002	101	81	36.4	36.4	NUM
eurjchem-1002	101	82	(	(	PUNCT
eurjchem-1002	101	83	1c	1c	NOUN
eurjchem-1002	101	84	,	,	PUNCT
eurjchem-1002	101	85	‐ch2‐	‐ch2‐	PROPN
eurjchem-1002	101	86	)	)	PUNCT
eurjchem-1002	101	87	,	,	PUNCT
eurjchem-1002	101	88	25.8	25.8	NUM
eurjchem-1002	101	89	(	(	PUNCT
eurjchem-1002	101	90	2c	2c	NOUN
eurjchem-1002	101	91	,	,	PUNCT
eurjchem-1002	101	92	‐	‐	PROPN
eurjchem-1002	101	93	ch3	ch3	PROPN
eurjchem-1002	101	94	)	)	PUNCT
eurjchem-1002	101	95	.	.	PUNCT
eurjchem-1002	102	1	esi‐ms	esi‐ms	PROPN
eurjchem-1002	102	2	(	(	PUNCT
eurjchem-1002	102	3	m	m	PROPN
eurjchem-1002	102	4	/	/	SYM
eurjchem-1002	102	5	z	z	NOUN
eurjchem-1002	102	6	):	):	PUNCT
eurjchem-1002	102	7	287	287	NUM
eurjchem-1002	102	8	(	(	PUNCT
eurjchem-1002	102	9	m+na)+	m+na)+	NOUN
eurjchem-1002	102	10	.	.	NOUN
eurjchem-1002	102	11	2.2.5	2.2.5	NUM
eurjchem-1002	102	12	.	.	PUNCT
eurjchem-1002	103	1	(	(	PUNCT
eurjchem-1002	103	2	r)‐2‐(benzyloxy)‐3‐((s)‐2,2‐dimethyl‐1,3‐dioxolan‐4‐	r)‐2‐(benzyloxy)‐3‐((s)‐2,2‐dimethyl‐1,3‐dioxolan‐4‐	VERB
eurjchem-1002	103	3	yl)propan‐1‐ol	yl)propan‐1‐ol	NUM
eurjchem-1002	103	4	(	(	PUNCT
eurjchem-1002	103	5	13	13	NUM
eurjchem-1002	103	6	)	)	PUNCT
eurjchem-1002	103	7	to	to	ADP
eurjchem-1002	103	8	a	a	DET
eurjchem-1002	103	9	stirred	stir	VERB
eurjchem-1002	103	10	solution	solution	NOUN
eurjchem-1002	103	11	of	of	ADP
eurjchem-1002	103	12	compound	compound	NOUN
eurjchem-1002	103	13	12	12	NUM
eurjchem-1002	103	14	(	(	PUNCT
eurjchem-1002	103	15	3.6	3.6	NUM
eurjchem-1002	103	16	g	g	NOUN
eurjchem-1002	103	17	,	,	PUNCT
eurjchem-1002	103	18	13.63	13.63	NUM
eurjchem-1002	103	19	mmol	mmol	NOUN
eurjchem-1002	103	20	)	)	PUNCT
eurjchem-1002	103	21	in	in	ADP
eurjchem-1002	103	22	dry	dry	ADJ
eurjchem-1002	103	23	ch2cl2	ch2cl2	PUNCT
eurjchem-1002	103	24	(	(	PUNCT
eurjchem-1002	103	25	20	20	NUM
eurjchem-1002	103	26	ml	ml	NOUN
eurjchem-1002	103	27	)	)	PUNCT
eurjchem-1002	103	28	dibal‐h	dibal‐h	NOUN
eurjchem-1002	103	29	(	(	PUNCT
eurjchem-1002	103	30	11.6	11.6	NUM
eurjchem-1002	103	31	ml	ml	NOUN
eurjchem-1002	103	32	,	,	PUNCT
eurjchem-1002	103	33	16.36	16.36	NUM
eurjchem-1002	103	34	mmol	mmol	NOUN
eurjchem-1002	103	35	,	,	PUNCT
eurjchem-1002	103	36	2	2	NUM
eurjchem-1002	103	37	m	m	NOUN
eurjchem-1002	103	38	solution	solution	NOUN
eurjchem-1002	103	39	in	in	ADP
eurjchem-1002	103	40	toluene	toluene	NOUN
eurjchem-1002	103	41	)	)	PUNCT
eurjchem-1002	103	42	was	be	AUX
eurjchem-1002	103	43	added	add	VERB
eurjchem-1002	103	44	at	at	ADP
eurjchem-1002	103	45	0	0	NUM
eurjchem-1002	103	46	°	°	ADP
eurjchem-1002	103	47	c	c	NOUN
eurjchem-1002	103	48	.	.	PUNCT
eurjchem-1002	104	1	after	after	ADP
eurjchem-1002	104	2	4	4	NUM
eurjchem-1002	104	3	h	h	NOUN
eurjchem-1002	104	4	the	the	DET
eurjchem-1002	104	5	reaction	reaction	NOUN
eurjchem-1002	104	6	mixture	mixture	NOUN
eurjchem-1002	104	7	was	be	AUX
eurjchem-1002	104	8	quenched	quench	VERB
eurjchem-1002	104	9	with	with	ADP
eurjchem-1002	104	10	meoh	meoh	PROPN
eurjchem-1002	104	11	and	and	CCONJ
eurjchem-1002	104	12	aq	aq	NOUN
eurjchem-1002	104	13	.	.	PROPN
eurjchem-1002	104	14	sodium	sodium	NOUN
eurjchem-1002	104	15	potassium	potassium	NOUN
eurjchem-1002	104	16	tartrate	tartrate	NOUN
eurjchem-1002	104	17	(	(	PUNCT
eurjchem-1002	104	18	5	5	NUM
eurjchem-1002	104	19	ml	ml	NOUN
eurjchem-1002	104	20	)	)	PUNCT
eurjchem-1002	104	21	,	,	PUNCT
eurjchem-1002	104	22	filtered	filter	VERB
eurjchem-1002	104	23	through	through	ADP
eurjchem-1002	104	24	celite	celite	ADJ
eurjchem-1002	104	25	.	.	PUNCT
eurjchem-1002	105	1	the	the	DET
eurjchem-1002	105	2	residue	residue	NOUN
eurjchem-1002	105	3	was	be	AUX
eurjchem-1002	105	4	washed	wash	VERB
eurjchem-1002	105	5	with	with	ADP
eurjchem-1002	105	6	ch2cl2	ch2cl2	PUNCT
eurjchem-1002	105	7	(	(	PUNCT
eurjchem-1002	105	8	2	2	NUM
eurjchem-1002	105	9	x	x	SYM
eurjchem-1002	105	10	50	50	NUM
eurjchem-1002	105	11	ml	ml	NOUN
eurjchem-1002	105	12	)	)	PUNCT
eurjchem-1002	105	13	and	and	CCONJ
eurjchem-1002	105	14	both	both	CCONJ
eurjchem-1002	105	15	the	the	DET
eurjchem-1002	105	16	organic	organic	ADJ
eurjchem-1002	105	17	layers	layer	NOUN
eurjchem-1002	105	18	were	be	AUX
eurjchem-1002	105	19	dried	dry	VERB
eurjchem-1002	105	20	over	over	ADP
eurjchem-1002	105	21	anhydrous	anhydrous	ADJ
eurjchem-1002	105	22	na2so4	na2so4	NOUN
eurjchem-1002	105	23	and	and	CCONJ
eurjchem-1002	105	24	concentrated	concentrated	ADJ
eurjchem-1002	105	25	.	.	PUNCT
eurjchem-1002	106	1	crude	crude	ADJ
eurjchem-1002	106	2	product	product	NOUN
eurjchem-1002	106	3	was	be	AUX
eurjchem-1002	106	4	purified	purify	VERB
eurjchem-1002	106	5	by	by	ADP
eurjchem-1002	106	6	column	column	NOUN
eurjchem-1002	106	7	chromatography	chromatography	NOUN
eurjchem-1002	106	8	(	(	PUNCT
eurjchem-1002	106	9	60‐120	60‐120	NUM
eurjchem-1002	106	10	silica	silica	NOUN
eurjchem-1002	106	11	gel	gel	NOUN
eurjchem-1002	106	12	,	,	PUNCT
eurjchem-1002	106	13	30	30	NUM
eurjchem-1002	106	14	%	%	NOUN
eurjchem-1002	106	15	etoac	etoac	ADJ
eurjchem-1002	106	16	in	in	ADP
eurjchem-1002	106	17	petroleum	petroleum	NOUN
eurjchem-1002	106	18	ether	ether	NOUN
eurjchem-1002	106	19	)	)	PUNCT
eurjchem-1002	106	20	to	to	PART
eurjchem-1002	106	21	afford	afford	VERB
eurjchem-1002	106	22	compound	compound	VERB
eurjchem-1002	106	23	13	13	NUM
eurjchem-1002	106	24	(	(	PUNCT
eurjchem-1002	106	25	scheme	scheme	NOUN
eurjchem-1002	106	26	1	1	NUM
eurjchem-1002	106	27	)	)	PUNCT
eurjchem-1002	106	28	.	.	PUNCT
eurjchem-1002	107	1	(	(	PUNCT
eurjchem-1002	107	2	r)‐2‐(benzyloxy)‐3‐((s)‐2,2‐dimethyl‐1,3‐dioxolan‐4‐yl	r)‐2‐(benzyloxy)‐3‐((s)‐2,2‐dimethyl‐1,3‐dioxolan‐4‐yl	NUM
eurjchem-1002	107	3	)	)	PUNCT
eurjchem-1002	107	4	propan‐1‐ol	propan‐1‐ol	PUNCT
eurjchem-1002	107	5	(	(	PUNCT
eurjchem-1002	107	6	13	13	NUM
eurjchem-1002	107	7	):	):	PUNCT
eurjchem-1002	107	8	color	color	NOUN
eurjchem-1002	107	9	:	:	PUNCT
eurjchem-1002	107	10	colorless	colorless	ADJ
eurjchem-1002	107	11	syrup	syrup	NOUN
eurjchem-1002	107	12	.	.	PUNCT
eurjchem-1002	108	1	yield	yield	NOUN
eurjchem-1002	108	2	:	:	PUNCT
eurjchem-1002	108	3	79	79	NUM
eurjchem-1002	108	4	%	%	NOUN
eurjchem-1002	108	5	.	.	PUNCT
eurjchem-1002	109	1	ir	ir	INTJ
eurjchem-1002	109	2	(	(	PUNCT
eurjchem-1002	109	3	neat	neat	ADJ
eurjchem-1002	109	4	,	,	PUNCT
eurjchem-1002	109	5	ν	ν	NOUN
eurjchem-1002	109	6	,	,	PUNCT
eurjchem-1002	109	7	cm‐1	cm‐1	PROPN
eurjchem-1002	109	8	):	):	PUNCT
eurjchem-1002	109	9	3450	3450	NUM
eurjchem-1002	109	10	,	,	PUNCT
eurjchem-1002	109	11	3010	3010	NUM
eurjchem-1002	109	12	,	,	PUNCT
eurjchem-1002	109	13	2900	2900	NUM
eurjchem-1002	109	14	,	,	PUNCT
eurjchem-1002	109	15	1250	1250	NUM
eurjchem-1002	109	16	,	,	PUNCT
eurjchem-1002	109	17	1050	1050	NUM
eurjchem-1002	109	18	,	,	PUNCT
eurjchem-1002	109	19	850	850	NUM
eurjchem-1002	109	20	.	.	NOUN
eurjchem-1002	110	1	1h	1h	NUM
eurjchem-1002	110	2	nmr	nmr	NOUN
eurjchem-1002	110	3	(	(	PUNCT
eurjchem-1002	110	4	300	300	NUM
eurjchem-1002	110	5	mhz	mhz	NOUN
eurjchem-1002	110	6	,	,	PUNCT
eurjchem-1002	110	7	cdcl3	cdcl3	PROPN
eurjchem-1002	110	8	,	,	PUNCT
eurjchem-1002	110	9	δ	δ	PROPN
eurjchem-1002	110	10	,	,	PUNCT
eurjchem-1002	110	11	ppm	ppm	NUM
eurjchem-1002	110	12	):	):	PUNCT
eurjchem-1002	110	13	7.32‐7.27	7.32‐7.27	PROPN
eurjchem-1002	110	14	(	(	PUNCT
eurjchem-1002	110	15	m	m	PROPN
eurjchem-1002	110	16	,	,	PUNCT
eurjchem-1002	110	17	5h	5h	NUM
eurjchem-1002	110	18	,	,	PUNCT
eurjchem-1002	110	19	‐c6h5	‐c6h5	PROPN
eurjchem-1002	110	20	)	)	PUNCT
eurjchem-1002	110	21	,	,	PUNCT
eurjchem-1002	110	22	4.58	4.58	NUM
eurjchem-1002	110	23	(	(	PUNCT
eurjchem-1002	110	24	s	s	NOUN
eurjchem-1002	110	25	,	,	PUNCT
eurjchem-1002	110	26	2h	2h	NUM
eurjchem-1002	110	27	,	,	PUNCT
eurjchem-1002	110	28	‐och2ph	‐och2ph	PROPN
eurjchem-1002	110	29	)	)	PUNCT
eurjchem-1002	110	30	,	,	PUNCT
eurjchem-1002	110	31	4.12‐4.08	4.12‐4.08	NUM
eurjchem-1002	110	32	(	(	PUNCT
eurjchem-1002	110	33	m	m	PROPN
eurjchem-1002	110	34	,	,	PUNCT
eurjchem-1002	110	35	4h	4h	NUM
eurjchem-1002	110	36	,	,	PUNCT
eurjchem-1002	110	37	2	2	NUM
eurjchem-1002	110	38	x	x	SYM
eurjchem-1002	110	39	‐och2	‐och2	ADJ
eurjchem-1002	110	40	)	)	PUNCT
eurjchem-1002	110	41	,	,	PUNCT
eurjchem-1002	110	42	3.76‐3.68	3.76‐3.68	NUM
eurjchem-1002	110	43	(	(	PUNCT
eurjchem-1002	110	44	m	m	PROPN
eurjchem-1002	110	45	,	,	PUNCT
eurjchem-1002	110	46	1h	1h	NUM
eurjchem-1002	110	47	,	,	PUNCT
eurjchem-1002	110	48	‐och	‐och	PROPN
eurjchem-1002	110	49	)	)	PUNCT
eurjchem-1002	110	50	,	,	PUNCT
eurjchem-1002	110	51	3.49‐3.41	3.49‐3.41	NUM
eurjchem-1002	110	52	(	(	PUNCT
eurjchem-1002	110	53	m	m	PROPN
eurjchem-1002	110	54	,	,	PUNCT
eurjchem-1002	110	55	1h	1h	NUM
eurjchem-1002	110	56	,	,	PUNCT
eurjchem-1002	110	57	‐och	‐och	PROPN
eurjchem-1002	110	58	)	)	PUNCT
eurjchem-1002	110	59	,	,	PUNCT
eurjchem-1002	110	60	1.78‐1.58	1.78‐1.58	NUM
eurjchem-1002	110	61	(	(	PUNCT
eurjchem-1002	110	62	m	m	PROPN
eurjchem-1002	110	63	,	,	PUNCT
eurjchem-1002	110	64	3h	3h	NUM
eurjchem-1002	110	65	,	,	PUNCT
eurjchem-1002	110	66	‐ch2	‐ch2	NUM
eurjchem-1002	110	67	,	,	PUNCT
eurjchem-1002	110	68	oh	oh	INTJ
eurjchem-1002	110	69	)	)	PUNCT
eurjchem-1002	110	70	,	,	PUNCT
eurjchem-1002	110	71	1.37	1.37	NUM
eurjchem-1002	110	72	(	(	PUNCT
eurjchem-1002	110	73	s	s	PROPN
eurjchem-1002	110	74	,	,	PUNCT
eurjchem-1002	110	75	3h	3h	NUM
eurjchem-1002	110	76	,	,	PUNCT
eurjchem-1002	110	77	‐ch3	‐ch3	ADJ
eurjchem-1002	110	78	)	)	PUNCT
eurjchem-1002	110	79	,	,	PUNCT
eurjchem-1002	110	80	1.34	1.34	NUM
eurjchem-1002	110	81	(	(	PUNCT
eurjchem-1002	110	82	s	s	PROPN
eurjchem-1002	110	83	,	,	PUNCT
eurjchem-1002	110	84	3h	3h	NUM
eurjchem-1002	110	85	,	,	PUNCT
eurjchem-1002	110	86	‐ch3	‐ch3	ADJ
eurjchem-1002	110	87	)	)	PUNCT
eurjchem-1002	110	88	.	.	PUNCT
eurjchem-1002	111	1	13c	13c	NOUN
eurjchem-1002	111	2	nmr	nmr	NOUN
eurjchem-1002	111	3	(	(	PUNCT
eurjchem-1002	111	4	75	75	NUM
eurjchem-1002	111	5	mhz	mhz	NOUN
eurjchem-1002	111	6	,	,	PUNCT
eurjchem-1002	111	7	cdcl3	cdcl3	PROPN
eurjchem-1002	111	8	,	,	PUNCT
eurjchem-1002	111	9	δ	δ	PROPN
eurjchem-1002	111	10	,	,	PUNCT
eurjchem-1002	111	11	ppm	ppm	NUM
eurjchem-1002	111	12	):	):	PUNCT
eurjchem-1002	111	13	138.8	138.8	NUM
eurjchem-1002	111	14	(	(	PUNCT
eurjchem-1002	111	15	1c	1c	NOUN
eurjchem-1002	111	16	,	,	PUNCT
eurjchem-1002	111	17	ar‐c	ar‐c	PROPN
eurjchem-1002	111	18	)	)	PUNCT
eurjchem-1002	111	19	,	,	PUNCT
eurjchem-1002	111	20	127.9	127.9	NUM
eurjchem-1002	111	21	(	(	PUNCT
eurjchem-1002	111	22	2c	2c	NUM
eurjchem-1002	111	23	,	,	PUNCT
eurjchem-1002	111	24	ar‐c	ar‐c	PROPN
eurjchem-1002	111	25	)	)	PUNCT
eurjchem-1002	111	26	,	,	PUNCT
eurjchem-1002	111	27	127.6	127.6	NUM
eurjchem-1002	111	28	(	(	PUNCT
eurjchem-1002	111	29	3c	3c	NUM
eurjchem-1002	111	30	,	,	PUNCT
eurjchem-1002	111	31	ar‐c	ar‐c	PROPN
eurjchem-1002	111	32	)	)	PUNCT
eurjchem-1002	111	33	,	,	PUNCT
eurjchem-1002	111	34	109.3	109.3	NUM
eurjchem-1002	111	35	(	(	PUNCT
eurjchem-1002	111	36	1c	1c	NOUN
eurjchem-1002	111	37	,	,	PUNCT
eurjchem-1002	111	38	‐o‐c‐o‐	‐o‐c‐o‐	NOUN
eurjchem-1002	111	39	)	)	PUNCT
eurjchem-1002	111	40	,	,	PUNCT
eurjchem-1002	111	41	76.5	76.5	NUM
eurjchem-1002	111	42	(	(	PUNCT
eurjchem-1002	111	43	1c	1c	X
eurjchem-1002	111	44	,	,	PUNCT
eurjchem-1002	111	45	‐o‐ch‐o‐	‐o‐ch‐o‐	PROPN
eurjchem-1002	111	46	)	)	PUNCT
eurjchem-1002	111	47	,	,	PUNCT
eurjchem-1002	111	48	74.3	74.3	NUM
eurjchem-1002	111	49	(	(	PUNCT
eurjchem-1002	111	50	1c	1c	NOUN
eurjchem-1002	111	51	,	,	PUNCT
eurjchem-1002	111	52	‐o‐ch‐	‐o‐ch‐	NUM
eurjchem-1002	111	53	)	)	PUNCT
eurjchem-1002	111	54	,	,	PUNCT
eurjchem-1002	111	55	72.6	72.6	NUM
eurjchem-1002	111	56	(	(	PUNCT
eurjchem-1002	111	57	1c	1c	NOUN
eurjchem-1002	111	58	,	,	PUNCT
eurjchem-1002	111	59	‐o‐ch2‐	‐o‐ch2‐	NOUN
eurjchem-1002	111	60	)	)	PUNCT
eurjchem-1002	111	61	,	,	PUNCT
eurjchem-1002	111	62	66.7	66.7	NUM
eurjchem-1002	111	63	(	(	PUNCT
eurjchem-1002	111	64	1c	1c	NOUN
eurjchem-1002	111	65	,	,	PUNCT
eurjchem-1002	111	66	‐ch2‐oh	‐ch2‐oh	NUM
eurjchem-1002	111	67	)	)	PUNCT
eurjchem-1002	111	68	,	,	PUNCT
eurjchem-1002	111	69	66.5	66.5	NUM
eurjchem-1002	111	70	(	(	PUNCT
eurjchem-1002	111	71	1c	1c	NOUN
eurjchem-1002	111	72	,	,	PUNCT
eurjchem-1002	111	73	‐ch2‐oh	‐ch2‐oh	NUM
eurjchem-1002	111	74	)	)	PUNCT
eurjchem-1002	111	75	,	,	PUNCT
eurjchem-1002	111	76	36.8	36.8	NUM
eurjchem-1002	111	77	(	(	PUNCT
eurjchem-1002	111	78	1c	1c	NOUN
eurjchem-1002	111	79	,	,	PUNCT
eurjchem-1002	111	80	‐ch2‐	‐ch2‐	PROPN
eurjchem-1002	111	81	)	)	PUNCT
eurjchem-1002	111	82	,	,	PUNCT
eurjchem-1002	111	83	25.1	25.1	NUM
eurjchem-1002	111	84	(	(	PUNCT
eurjchem-1002	111	85	2c	2c	NOUN
eurjchem-1002	111	86	,	,	PUNCT
eurjchem-1002	111	87	‐	‐	PROPN
eurjchem-1002	111	88	ch3	ch3	PROPN
eurjchem-1002	111	89	)	)	PUNCT
eurjchem-1002	111	90	.	.	PUNCT
eurjchem-1002	112	1	esi‐ms	esi‐ms	PROPN
eurjchem-1002	112	2	(	(	PUNCT
eurjchem-1002	112	3	m	m	PROPN
eurjchem-1002	112	4	/	/	SYM
eurjchem-1002	112	5	z	z	NOUN
eurjchem-1002	112	6	):	):	PUNCT
eurjchem-1002	112	7	289	289	NUM
eurjchem-1002	112	8	(	(	PUNCT
eurjchem-1002	112	9	m+na)+	m+na)+	NOUN
eurjchem-1002	112	10	.	.	PUNCT
eurjchem-1002	113	1	[	[	X
eurjchem-1002	113	2	α]d25	α]d25	NOUN
eurjchem-1002	113	3	:	:	PUNCT
eurjchem-1002	113	4	‐70.92	‐70.92	PROPN
eurjchem-1002	113	5	(	(	PUNCT
eurjchem-1002	113	6	c	c	NOUN
eurjchem-1002	113	7	0.27	0.27	NUM
eurjchem-1002	113	8	,	,	PUNCT
eurjchem-1002	113	9	chcl3	chcl3	PROPN
eurjchem-1002	113	10	)	)	PUNCT
eurjchem-1002	113	11	.	.	PUNCT
eurjchem-1002	114	1	2.2.6	2.2.6	X
eurjchem-1002	114	2	.	.	PUNCT
eurjchem-1002	115	1	(	(	PUNCT
eurjchem-1002	115	2	s)‐4‐((s)‐2‐(benzyloxy)hept‐6‐enyl)‐2,2‐dimethyl‐1,3‐	s)‐4‐((s)‐2‐(benzyloxy)hept‐6‐enyl)‐2,2‐dimethyl‐1,3‐	PROPN
eurjchem-1002	115	3	dioxolane	dioxolane	NOUN
eurjchem-1002	115	4	(	(	PUNCT
eurjchem-1002	115	5	14	14	NUM
eurjchem-1002	115	6	)	)	PUNCT
eurjchem-1002	115	7	a	a	DET
eurjchem-1002	115	8	solution	solution	NOUN
eurjchem-1002	115	9	of	of	ADP
eurjchem-1002	115	10	alcohol	alcohol	NOUN
eurjchem-1002	115	11	13	13	NUM
eurjchem-1002	115	12	(	(	PUNCT
eurjchem-1002	115	13	2.76	2.76	NUM
eurjchem-1002	115	14	g	g	NOUN
eurjchem-1002	115	15	,	,	PUNCT
eurjchem-1002	115	16	10.37	10.37	NUM
eurjchem-1002	115	17	mmol	mmol	NOUN
eurjchem-1002	115	18	)	)	PUNCT
eurjchem-1002	115	19	in	in	ADP
eurjchem-1002	115	20	dry	dry	ADJ
eurjchem-1002	115	21	thf	thf	NOUN
eurjchem-1002	115	22	(	(	PUNCT
eurjchem-1002	115	23	20	20	NUM
eurjchem-1002	115	24	ml	ml	NOUN
eurjchem-1002	115	25	)	)	PUNCT
eurjchem-1002	115	26	,	,	PUNCT
eurjchem-1002	115	27	imidazole	imidazole	NOUN
eurjchem-1002	115	28	(	(	PUNCT
eurjchem-1002	115	29	1.1	1.1	NUM
eurjchem-1002	115	30	g	g	NOUN
eurjchem-1002	115	31	,	,	PUNCT
eurjchem-1002	115	32	15.55	15.55	NUM
eurjchem-1002	115	33	mmol	mmol	NOUN
eurjchem-1002	115	34	)	)	PUNCT
eurjchem-1002	115	35	,	,	PUNCT
eurjchem-1002	115	36	ph3p	ph3p	PROPN
eurjchem-1002	115	37	(	(	PUNCT
eurjchem-1002	115	38	3.25	3.25	NUM
eurjchem-1002	115	39	g	g	NOUN
eurjchem-1002	115	40	,	,	PUNCT
eurjchem-1002	115	41	12.44	12.44	NUM
eurjchem-1002	115	42	mmol	mmol	NOUN
eurjchem-1002	115	43	)	)	PUNCT
eurjchem-1002	115	44	and	and	CCONJ
eurjchem-1002	115	45	iodine	iodine	NOUN
eurjchem-1002	115	46	(	(	PUNCT
eurjchem-1002	115	47	1.31	1.31	NUM
eurjchem-1002	115	48	g	g	NOUN
eurjchem-1002	115	49	,	,	PUNCT
eurjchem-1002	115	50	10.37	10.37	NUM
eurjchem-1002	115	51	mmol	mmol	NOUN
eurjchem-1002	115	52	)	)	PUNCT
eurjchem-1002	115	53	were	be	AUX
eurjchem-1002	115	54	added	add	VERB
eurjchem-1002	115	55	at	at	ADP
eurjchem-1002	115	56	0	0	NUM
eurjchem-1002	115	57	°	°	ADP
eurjchem-1002	115	58	c	c	NOUN
eurjchem-1002	115	59	and	and	CCONJ
eurjchem-1002	115	60	allowed	allow	VERB
eurjchem-1002	115	61	to	to	PART
eurjchem-1002	115	62	stir	stir	VERB
eurjchem-1002	115	63	for	for	ADP
eurjchem-1002	115	64	1	1	NUM
eurjchem-1002	115	65	h.	h.	NOUN
eurjchem-1002	115	66	after	after	SCONJ
eurjchem-1002	115	67	that	that	SCONJ
eurjchem-1002	115	68	it	it	PRON
eurjchem-1002	115	69	was	be	AUX
eurjchem-1002	115	70	neutralized	neutralize	VERB
eurjchem-1002	115	71	with	with	ADP
eurjchem-1002	115	72	aq	aq	PROPN
eurjchem-1002	115	73	.	.	PUNCT
eurjchem-1002	116	1	nahco3	nahco3	PROPN
eurjchem-1002	116	2	(	(	PUNCT
eurjchem-1002	116	3	10	10	NUM
eurjchem-1002	116	4	ml	ml	NOUN
eurjchem-1002	116	5	)	)	PUNCT
eurjchem-1002	116	6	solution	solution	NOUN
eurjchem-1002	116	7	and	and	CCONJ
eurjchem-1002	116	8	extracted	extract	VERB
eurjchem-1002	116	9	with	with	ADP
eurjchem-1002	116	10	10	10	NUM
eurjchem-1002	116	11	%	%	NOUN
eurjchem-1002	116	12	etoac	etoac	ADJ
eurjchem-1002	116	13	in	in	ADP
eurjchem-1002	116	14	hexane	hexane	NOUN
eurjchem-1002	116	15	(	(	PUNCT
eurjchem-1002	116	16	2	2	NUM
eurjchem-1002	116	17	×	×	NOUN
eurjchem-1002	116	18	30	30	NUM
eurjchem-1002	116	19	ml	ml	NOUN
eurjchem-1002	116	20	)	)	PUNCT
eurjchem-1002	116	21	.	.	PUNCT
eurjchem-1002	117	1	the	the	DET
eurjchem-1002	117	2	combined	combine	VERB
eurjchem-1002	117	3	organic	organic	ADJ
eurjchem-1002	117	4	layers	layer	NOUN
eurjchem-1002	117	5	were	be	AUX
eurjchem-1002	117	6	dried	dry	VERB
eurjchem-1002	117	7	over	over	ADP
eurjchem-1002	117	8	anhydrous	anhydrous	ADJ
eurjchem-1002	117	9	na2so4	na2so4	NOUN
eurjchem-1002	117	10	and	and	CCONJ
eurjchem-1002	117	11	concentrated	concentrate	VERB
eurjchem-1002	117	12	under	under	ADP
eurjchem-1002	117	13	vacuo	vacuo	NOUN
eurjchem-1002	117	14	.	.	PUNCT
eurjchem-1002	118	1	the	the	DET
eurjchem-1002	118	2	residue	residue	NOUN
eurjchem-1002	118	3	was	be	AUX
eurjchem-1002	118	4	purified	purify	VERB
eurjchem-1002	118	5	by	by	ADP
eurjchem-1002	118	6	flash	flash	NOUN
eurjchem-1002	118	7	column	column	NOUN
eurjchem-1002	118	8	chromatography	chromatography	NOUN
eurjchem-1002	118	9	(	(	PUNCT
eurjchem-1002	118	10	silica	silica	NOUN
eurjchem-1002	118	11	gel	gel	NOUN
eurjchem-1002	118	12	,	,	PUNCT
eurjchem-1002	118	13	60‐120	60‐120	NUM
eurjchem-1002	118	14	mesh	mesh	NOUN
eurjchem-1002	118	15	,	,	PUNCT
eurjchem-1002	118	16	5	5	NUM
eurjchem-1002	118	17	%	%	NOUN
eurjchem-1002	118	18	etoac	etoac	ADJ
eurjchem-1002	118	19	in	in	ADP
eurjchem-1002	118	20	petroleum	petroleum	NOUN
eurjchem-1002	118	21	ether	ether	NOUN
eurjchem-1002	118	22	)	)	PUNCT
eurjchem-1002	118	23	to	to	PART
eurjchem-1002	118	24	afford	afford	VERB
eurjchem-1002	118	25	compound	compound	NOUN
eurjchem-1002	118	26	13a	13a	NOUN
eurjchem-1002	118	27	(	(	PUNCT
eurjchem-1002	118	28	2.7	2.7	NUM
eurjchem-1002	118	29	g	g	NOUN
eurjchem-1002	118	30	,	,	PUNCT
eurjchem-1002	118	31	71	71	NUM
eurjchem-1002	118	32	%	%	NOUN
eurjchem-1002	118	33	)	)	PUNCT
eurjchem-1002	118	34	as	as	ADP
eurjchem-1002	118	35	a	a	DET
eurjchem-1002	118	36	yellow	yellow	ADJ
eurjchem-1002	118	37	colored	colored	ADJ
eurjchem-1002	118	38	liquid	liquid	NOUN
eurjchem-1002	118	39	.	.	PUNCT
eurjchem-1002	119	1	the	the	DET
eurjchem-1002	119	2	iodo	iodo	ADJ
eurjchem-1002	119	3	derivative	derivative	ADJ
eurjchem-1002	119	4	13a	13a	NOUN
eurjchem-1002	119	5	(	(	PUNCT
eurjchem-1002	119	6	2.7	2.7	NUM
eurjchem-1002	119	7	g	g	NOUN
eurjchem-1002	119	8	,	,	PUNCT
eurjchem-1002	119	9	7.18	7.18	NUM
eurjchem-1002	119	10	mmol	mmol	NOUN
eurjchem-1002	119	11	)	)	PUNCT
eurjchem-1002	119	12	was	be	AUX
eurjchem-1002	119	13	immediately	immediately	ADV
eurjchem-1002	119	14	treated	treat	VERB
eurjchem-1002	119	15	with	with	ADP
eurjchem-1002	119	16	a	a	DET
eurjchem-1002	119	17	solution	solution	NOUN
eurjchem-1002	119	18	of	of	ADP
eurjchem-1002	119	19	cui	cui	NOUN
eurjchem-1002	119	20	(	(	PUNCT
eurjchem-1002	119	21	1.36	1.36	NUM
eurjchem-1002	119	22	g	g	NOUN
eurjchem-1002	119	23	,	,	PUNCT
eurjchem-1002	119	24	7.18	7.18	NUM
eurjchem-1002	119	25	mmol	mmol	NOUN
eurjchem-1002	119	26	)	)	PUNCT
eurjchem-1002	119	27	and	and	CCONJ
eurjchem-1002	119	28	homoallylmagnesium	homoallylmagnesium	NOUN
eurjchem-1002	119	29	bromide	bromide	NOUN
eurjchem-1002	119	30	(	(	PUNCT
eurjchem-1002	119	31	prepared	prepare	VERB
eurjchem-1002	119	32	from	from	ADP
eurjchem-1002	119	33	homoallyl	homoallyl	ADJ
eurjchem-1002	119	34	bromide	bromide	NOUN
eurjchem-1002	119	35	(	(	PUNCT
eurjchem-1002	119	36	12.6	12.6	NUM
eurjchem-1002	119	37	ml	ml	NOUN
eurjchem-1002	119	38	,	,	PUNCT
eurjchem-1002	119	39	97.5	97.5	NUM
eurjchem-1002	119	40	mmol	mmol	NOUN
eurjchem-1002	119	41	)	)	PUNCT
eurjchem-1002	119	42	and	and	CCONJ
eurjchem-1002	119	43	mg	mg	PROPN
eurjchem-1002	119	44	(	(	PUNCT
eurjchem-1002	119	45	6.08	6.08	NUM
eurjchem-1002	119	46	g	g	NOUN
eurjchem-1002	119	47	,	,	PUNCT
eurjchem-1002	119	48	264.0	264.0	NUM
eurjchem-1002	119	49	mmol	mmol	NOUN
eurjchem-1002	119	50	)	)	PUNCT
eurjchem-1002	119	51	in	in	ADP
eurjchem-1002	119	52	dry	dry	ADJ
eurjchem-1002	119	53	thf	thf	NOUN
eurjchem-1002	119	54	)	)	PUNCT
eurjchem-1002	119	55	at	at	ADP
eurjchem-1002	119	56	‐40	‐40	NOUN
eurjchem-1002	119	57	°	°	ADP
eurjchem-1002	119	58	c	c	NOUN
eurjchem-1002	119	59	.	.	PUNCT
eurjchem-1002	120	1	after	after	ADP
eurjchem-1002	120	2	stirring	stir	VERB
eurjchem-1002	120	3	at	at	ADP
eurjchem-1002	120	4	‐40	‐40	NOUN
eurjchem-1002	120	5	°	°	ADP
eurjchem-1002	120	6	c	c	NOUN
eurjchem-1002	120	7	for	for	ADP
eurjchem-1002	120	8	8	8	NUM
eurjchem-1002	120	9	h	h	NOUN
eurjchem-1002	120	10	,	,	PUNCT
eurjchem-1002	120	11	it	it	PRON
eurjchem-1002	120	12	was	be	AUX
eurjchem-1002	120	13	treated	treat	VERB
eurjchem-1002	120	14	with	with	ADP
eurjchem-1002	120	15	aq	aq	PROPN
eurjchem-1002	120	16	.	.	PROPN
eurjchem-1002	120	17	nh4cl	nh4cl	PROPN
eurjchem-1002	120	18	(	(	PUNCT
eurjchem-1002	120	19	20	20	NUM
eurjchem-1002	120	20	ml	ml	NOUN
eurjchem-1002	120	21	)	)	PUNCT
eurjchem-1002	120	22	.	.	PUNCT
eurjchem-1002	121	1	the	the	DET
eurjchem-1002	121	2	residue	residue	NOUN
eurjchem-1002	121	3	was	be	AUX
eurjchem-1002	121	4	extracted	extract	VERB
eurjchem-1002	121	5	with	with	ADP
eurjchem-1002	121	6	etoac	etoac	ADJ
eurjchem-1002	121	7	(	(	PUNCT
eurjchem-1002	121	8	2	2	NUM
eurjchem-1002	121	9	×	×	NOUN
eurjchem-1002	121	10	30	30	NUM
eurjchem-1002	121	11	ml	ml	NOUN
eurjchem-1002	121	12	)	)	PUNCT
eurjchem-1002	121	13	and	and	CCONJ
eurjchem-1002	121	14	the	the	DET
eurjchem-1002	121	15	organic	organic	ADJ
eurjchem-1002	121	16	layers	layer	NOUN
eurjchem-1002	121	17	were	be	AUX
eurjchem-1002	121	18	dried	dry	VERB
eurjchem-1002	121	19	over	over	ADP
eurjchem-1002	121	20	anhydrous	anhydrous	ADJ
eurjchem-1002	121	21	na2so4	na2so4	NOUN
eurjchem-1002	121	22	and	and	CCONJ
eurjchem-1002	121	23	concentrated	concentrated	ADJ
eurjchem-1002	121	24	.	.	PUNCT
eurjchem-1002	122	1	crude	crude	ADJ
eurjchem-1002	122	2	product	product	NOUN
eurjchem-1002	122	3	was	be	AUX
eurjchem-1002	122	4	purified	purify	VERB
eurjchem-1002	122	5	by	by	ADP
eurjchem-1002	122	6	column	column	NOUN
eurjchem-1002	122	7	chromatography	chromatography	NOUN
eurjchem-1002	122	8	(	(	PUNCT
eurjchem-1002	122	9	silica	silica	NOUN
eurjchem-1002	122	10	gel	gel	NOUN
eurjchem-1002	122	11	,	,	PUNCT
eurjchem-1002	122	12	60‐120	60‐120	NUM
eurjchem-1002	122	13	mesh	mesh	NOUN
eurjchem-1002	122	14	,	,	PUNCT
eurjchem-1002	122	15	5	5	NUM
eurjchem-1002	122	16	%	%	NOUN
eurjchem-1002	122	17	etoac	etoac	ADJ
eurjchem-1002	122	18	in	in	ADP
eurjchem-1002	122	19	petroleum	petroleum	NOUN
eurjchem-1002	122	20	ether	ether	NOUN
eurjchem-1002	122	21	)	)	PUNCT
eurjchem-1002	122	22	to	to	PART
eurjchem-1002	122	23	afford	afford	VERB
eurjchem-1002	122	24	compound	compound	VERB
eurjchem-1002	122	25	14	14	NUM
eurjchem-1002	122	26	(	(	PUNCT
eurjchem-1002	122	27	scheme	scheme	NOUN
eurjchem-1002	122	28	1	1	NUM
eurjchem-1002	122	29	)	)	PUNCT
eurjchem-1002	122	30	.	.	PUNCT
eurjchem-1002	123	1	(	(	PUNCT
eurjchem-1002	123	2	s)‐4‐((s)‐2‐(benzyloxy)hept‐6‐enyl)‐2,2‐dimethyl‐1,3‐dioxo	s)‐4‐((s)‐2‐(benzyloxy)hept‐6‐enyl)‐2,2‐dimethyl‐1,3‐dioxo	PROPN
eurjchem-1002	123	3	lane	lane	NOUN
eurjchem-1002	123	4	(	(	PUNCT
eurjchem-1002	123	5	14	14	NUM
eurjchem-1002	123	6	):	):	PUNCT
eurjchem-1002	123	7	color	color	NOUN
eurjchem-1002	123	8	:	:	PUNCT
eurjchem-1002	123	9	colorless	colorless	ADJ
eurjchem-1002	123	10	liquid	liquid	NOUN
eurjchem-1002	123	11	.	.	PUNCT
eurjchem-1002	124	1	yield	yield	NOUN
eurjchem-1002	124	2	:	:	PUNCT
eurjchem-1002	124	3	83	83	NUM
eurjchem-1002	124	4	%	%	NOUN
eurjchem-1002	124	5	.	.	PUNCT
eurjchem-1002	125	1	ir	ir	INTJ
eurjchem-1002	125	2	(	(	PUNCT
eurjchem-1002	125	3	neat	neat	ADJ
eurjchem-1002	125	4	,	,	PUNCT
eurjchem-1002	125	5	ν	ν	NOUN
eurjchem-1002	125	6	,	,	PUNCT
eurjchem-1002	125	7	cm‐1	cm‐1	PROPN
eurjchem-1002	125	8	):	):	PUNCT
eurjchem-1002	125	9	3435	3435	NUM
eurjchem-1002	125	10	,	,	PUNCT
eurjchem-1002	125	11	3070	3070	NUM
eurjchem-1002	125	12	,	,	PUNCT
eurjchem-1002	125	13	2932	2932	NUM
eurjchem-1002	125	14	,	,	PUNCT
eurjchem-1002	125	15	2829	2829	NUM
eurjchem-1002	125	16	,	,	PUNCT
eurjchem-1002	125	17	1635	1635	NUM
eurjchem-1002	125	18	,	,	PUNCT
eurjchem-1002	125	19	1466	1466	NUM
eurjchem-1002	125	20	,	,	PUNCT
eurjchem-1002	125	21	1134	1134	NUM
eurjchem-1002	125	22	,	,	PUNCT
eurjchem-1002	125	23	1015	1015	NUM
eurjchem-1002	125	24	.	.	PUNCT
eurjchem-1002	126	1	1h	1h	NUM
eurjchem-1002	126	2	nmr	nmr	NOUN
eurjchem-1002	126	3	(	(	PUNCT
eurjchem-1002	126	4	300	300	NUM
eurjchem-1002	126	5	mhz	mhz	NOUN
eurjchem-1002	126	6	,	,	PUNCT
eurjchem-1002	126	7	cdcl3	cdcl3	PROPN
eurjchem-1002	126	8	,	,	PUNCT
eurjchem-1002	126	9	δ	δ	PROPN
eurjchem-1002	126	10	,	,	PUNCT
eurjchem-1002	126	11	ppm	ppm	NOUN
eurjchem-1002	126	12	):	):	PUNCT
eurjchem-1002	126	13	7.32‐7.26	7.32‐7.26	NUM
eurjchem-1002	126	14	(	(	PUNCT
eurjchem-1002	126	15	m	m	PROPN
eurjchem-1002	126	16	,	,	PUNCT
eurjchem-1002	126	17	5h	5h	NUM
eurjchem-1002	126	18	,	,	PUNCT
eurjchem-1002	126	19	‐c6h5	‐c6h5	PROPN
eurjchem-1002	126	20	)	)	PUNCT
eurjchem-1002	126	21	,	,	PUNCT
eurjchem-1002	126	22	5.79‐5.66	5.79‐5.66	X
eurjchem-1002	126	23	(	(	PUNCT
eurjchem-1002	126	24	m	m	PROPN
eurjchem-1002	126	25	,	,	PUNCT
eurjchem-1002	126	26	1h	1h	NUM
eurjchem-1002	126	27	,	,	PUNCT
eurjchem-1002	126	28	‐ch	‐ch	NOUN
eurjchem-1002	126	29	=	=	SYM
eurjchem-1002	126	30	ch2	ch2	NOUN
eurjchem-1002	126	31	)	)	PUNCT
eurjchem-1002	126	32	,	,	PUNCT
eurjchem-1002	126	33	4.98‐4.89	4.98‐4.89	NUM
eurjchem-1002	126	34	(	(	PUNCT
eurjchem-1002	126	35	m	m	PROPN
eurjchem-1002	126	36	,	,	PUNCT
eurjchem-1002	126	37	2h	2h	NUM
eurjchem-1002	126	38	,	,	PUNCT
eurjchem-1002	126	39	‐ch	‐ch	NOUN
eurjchem-1002	126	40	=	=	SYM
eurjchem-1002	126	41	ch2	ch2	NOUN
eurjchem-1002	126	42	)	)	PUNCT
eurjchem-1002	126	43	,	,	PUNCT
eurjchem-1002	126	44	4.56	4.56	NUM
eurjchem-1002	126	45	(	(	PUNCT
eurjchem-1002	126	46	d	d	PROPN
eurjchem-1002	126	47	,	,	PUNCT
eurjchem-1002	126	48	1h	1h	NUM
eurjchem-1002	126	49	,	,	PUNCT
eurjchem-1002	126	50	j	j	PROPN
eurjchem-1002	126	51	=	=	PROPN
eurjchem-1002	126	52	11.3	11.3	NUM
eurjchem-1002	126	53	hz	hz	VERB
eurjchem-1002	126	54	,	,	PUNCT
eurjchem-1002	126	55	‐	‐	ADJ
eurjchem-1002	126	56	och2ph	och2ph	NOUN
eurjchem-1002	126	57	)	)	PUNCT
eurjchem-1002	126	58	,	,	PUNCT
eurjchem-1002	126	59	4.44	4.44	NUM
eurjchem-1002	126	60	(	(	PUNCT
eurjchem-1002	126	61	d	d	PROPN
eurjchem-1002	126	62	,	,	PUNCT
eurjchem-1002	126	63	1h	1h	NUM
eurjchem-1002	126	64	,	,	PUNCT
eurjchem-1002	126	65	j	j	PROPN
eurjchem-1002	126	66	=	=	PROPN
eurjchem-1002	126	67	11.4	11.4	NUM
eurjchem-1002	126	68	hz	hz	NOUN
eurjchem-1002	126	69	,	,	PUNCT
eurjchem-1002	126	70	‐och2ph	‐och2ph	PROPN
eurjchem-1002	126	71	)	)	PUNCT
eurjchem-1002	126	72	,	,	PUNCT
eurjchem-1002	126	73	4.07‐3.99	4.07‐3.99	PROPN
eurjchem-1002	126	74	(	(	PUNCT
eurjchem-1002	126	75	m	m	PROPN
eurjchem-1002	126	76	,	,	PUNCT
eurjchem-1002	126	77	2h	2h	NUM
eurjchem-1002	126	78	,	,	PUNCT
eurjchem-1002	126	79	‐	‐	ADJ
eurjchem-1002	126	80	och2	och2	PROPN
eurjchem-1002	126	81	)	)	PUNCT
eurjchem-1002	126	82	,	,	PUNCT
eurjchem-1002	126	83	3.77‐3.66	3.77‐3.66	NUM
eurjchem-1002	126	84	(	(	PUNCT
eurjchem-1002	126	85	m	m	PROPN
eurjchem-1002	126	86	,	,	PUNCT
eurjchem-1002	126	87	1h	1h	NUM
eurjchem-1002	126	88	,	,	PUNCT
eurjchem-1002	126	89	‐och	‐och	PROPN
eurjchem-1002	126	90	)	)	PUNCT
eurjchem-1002	126	91	,	,	PUNCT
eurjchem-1002	126	92	3.52‐3.44	3.52‐3.44	NUM
eurjchem-1002	126	93	(	(	PUNCT
eurjchem-1002	126	94	m	m	PROPN
eurjchem-1002	126	95	,	,	PUNCT
eurjchem-1002	126	96	1h	1h	NUM
eurjchem-1002	126	97	,	,	PUNCT
eurjchem-1002	126	98	‐och	‐och	PROPN
eurjchem-1002	126	99	)	)	PUNCT
eurjchem-1002	126	100	,	,	PUNCT
eurjchem-1002	126	101	2.16‐	2.16‐	NUM
eurjchem-1002	126	102	2.09	2.09	NUM
eurjchem-1002	126	103	(	(	PUNCT
eurjchem-1002	126	104	m	m	PROPN
eurjchem-1002	126	105	,	,	PUNCT
eurjchem-1002	126	106	2h	2h	NUM
eurjchem-1002	126	107	,	,	PUNCT
eurjchem-1002	126	108	‐ch2	‐ch2	NUM
eurjchem-1002	126	109	)	)	PUNCT
eurjchem-1002	126	110	,	,	PUNCT
eurjchem-1002	126	111	1.61‐1.31	1.61‐1.31	NUM
eurjchem-1002	126	112	(	(	PUNCT
eurjchem-1002	126	113	m	m	PROPN
eurjchem-1002	126	114	,	,	PUNCT
eurjchem-1002	126	115	6h	6h	NUM
eurjchem-1002	126	116	,	,	PUNCT
eurjchem-1002	126	117	3	3	NUM
eurjchem-1002	126	118	x	x	NOUN
eurjchem-1002	126	119	‐ch2	‐ch2	NUM
eurjchem-1002	126	120	)	)	PUNCT
eurjchem-1002	126	121	,	,	PUNCT
eurjchem-1002	126	122	1.36	1.36	NUM
eurjchem-1002	126	123	(	(	PUNCT
eurjchem-1002	126	124	s	s	PROPN
eurjchem-1002	126	125	,	,	PUNCT
eurjchem-1002	126	126	3h	3h	NUM
eurjchem-1002	126	127	,	,	PUNCT
eurjchem-1002	126	128	‐	‐	PROPN
eurjchem-1002	126	129	ch3	ch3	PROPN
eurjchem-1002	126	130	)	)	PUNCT
eurjchem-1002	126	131	,	,	PUNCT
eurjchem-1002	126	132	1.32	1.32	NUM
eurjchem-1002	126	133	(	(	PUNCT
eurjchem-1002	126	134	s	s	PROPN
eurjchem-1002	126	135	,	,	PUNCT
eurjchem-1002	126	136	3h	3h	NUM
eurjchem-1002	126	137	,	,	PUNCT
eurjchem-1002	126	138	‐ch3	‐ch3	ADJ
eurjchem-1002	126	139	)	)	PUNCT
eurjchem-1002	126	140	.	.	PUNCT
eurjchem-1002	127	1	13c	13c	NOUN
eurjchem-1002	127	2	nmr	nmr	NOUN
eurjchem-1002	127	3	(	(	PUNCT
eurjchem-1002	127	4	75	75	NUM
eurjchem-1002	127	5	mhz	mhz	NOUN
eurjchem-1002	127	6	,	,	PUNCT
eurjchem-1002	127	7	cdcl3	cdcl3	PROPN
eurjchem-1002	127	8	,	,	PUNCT
eurjchem-1002	127	9	δ	δ	PROPN
eurjchem-1002	127	10	,	,	PUNCT
eurjchem-1002	127	11	ppm	ppm	NUM
eurjchem-1002	127	12	):	):	PUNCT
eurjchem-1002	127	13	138.8	138.8	NUM
eurjchem-1002	127	14	(	(	PUNCT
eurjchem-1002	127	15	1c	1c	NOUN
eurjchem-1002	127	16	,	,	PUNCT
eurjchem-1002	127	17	ar‐c	ar‐c	PROPN
eurjchem-1002	127	18	)	)	PUNCT
eurjchem-1002	127	19	,	,	PUNCT
eurjchem-1002	127	20	133.7	133.7	NUM
eurjchem-1002	127	21	(	(	PUNCT
eurjchem-1002	127	22	1c	1c	NOUN
eurjchem-1002	127	23	,	,	PUNCT
eurjchem-1002	127	24	‐ch	‐ch	NOUN
eurjchem-1002	127	25	=	=	SYM
eurjchem-1002	127	26	ch2	ch2	NOUN
eurjchem-1002	127	27	)	)	PUNCT
eurjchem-1002	127	28	,	,	PUNCT
eurjchem-1002	127	29	128.7	128.7	NUM
eurjchem-1002	127	30	(	(	PUNCT
eurjchem-1002	127	31	2c	2c	NUM
eurjchem-1002	127	32	,	,	PUNCT
eurjchem-1002	127	33	ar‐c	ar‐c	PROPN
eurjchem-1002	127	34	)	)	PUNCT
eurjchem-1002	127	35	,	,	PUNCT
eurjchem-1002	127	36	128.3	128.3	NUM
eurjchem-1002	127	37	(	(	PUNCT
eurjchem-1002	127	38	1c	1c	NOUN
eurjchem-1002	127	39	,	,	PUNCT
eurjchem-1002	127	40	ar‐	ar‐	NOUN
eurjchem-1002	127	41	c	c	X
eurjchem-1002	127	42	)	)	PUNCT
eurjchem-1002	127	43	,	,	PUNCT
eurjchem-1002	127	44	128.1	128.1	NUM
eurjchem-1002	127	45	(	(	PUNCT
eurjchem-1002	127	46	2c	2c	NUM
eurjchem-1002	127	47	,	,	PUNCT
eurjchem-1002	127	48	ar‐c	ar‐c	PROPN
eurjchem-1002	127	49	)	)	PUNCT
eurjchem-1002	127	50	,	,	PUNCT
eurjchem-1002	127	51	114.8	114.8	NUM
eurjchem-1002	127	52	(	(	PUNCT
eurjchem-1002	127	53	1c	1c	NOUN
eurjchem-1002	127	54	,	,	PUNCT
eurjchem-1002	127	55	=	=	NOUN
eurjchem-1002	127	56	ch2	ch2	NOUN
eurjchem-1002	127	57	)	)	PUNCT
eurjchem-1002	127	58	,	,	PUNCT
eurjchem-1002	127	59	108.5	108.5	NUM
eurjchem-1002	127	60	(	(	PUNCT
eurjchem-1002	127	61	1c	1c	NOUN
eurjchem-1002	127	62	,	,	PUNCT
eurjchem-1002	127	63	‐o‐c‐o‐	‐o‐c‐o‐	NOUN
eurjchem-1002	127	64	)	)	PUNCT
eurjchem-1002	127	65	,	,	PUNCT
eurjchem-1002	127	66	77.3	77.3	NUM
eurjchem-1002	127	67	(	(	PUNCT
eurjchem-1002	127	68	1c	1c	NOUN
eurjchem-1002	127	69	,	,	PUNCT
eurjchem-1002	127	70	‐o‐ch‐	‐o‐ch‐	NUM
eurjchem-1002	127	71	)	)	PUNCT
eurjchem-1002	127	72	,	,	PUNCT
eurjchem-1002	127	73	74.2	74.2	NUM
eurjchem-1002	127	74	(	(	PUNCT
eurjchem-1002	127	75	1c	1c	NOUN
eurjchem-1002	127	76	,	,	PUNCT
eurjchem-1002	127	77	‐o‐ch‐	‐o‐ch‐	NUM
eurjchem-1002	127	78	)	)	PUNCT
eurjchem-1002	127	79	,	,	PUNCT
eurjchem-1002	127	80	72.1	72.1	NUM
eurjchem-1002	127	81	(	(	PUNCT
eurjchem-1002	127	82	1c	1c	NOUN
eurjchem-1002	127	83	,	,	PUNCT
eurjchem-1002	127	84	‐o‐ch2‐	‐o‐ch2‐	NOUN
eurjchem-1002	127	85	)	)	PUNCT
eurjchem-1002	127	86	,	,	PUNCT
eurjchem-1002	127	87	66.5	66.5	NUM
eurjchem-1002	127	88	(	(	PUNCT
eurjchem-1002	127	89	1c	1c	NOUN
eurjchem-1002	127	90	,	,	PUNCT
eurjchem-1002	127	91	‐o‐	‐o‐	PROPN
eurjchem-1002	127	92	ch2‐	ch2‐	NOUN
eurjchem-1002	127	93	)	)	PUNCT
eurjchem-1002	127	94	,	,	PUNCT
eurjchem-1002	127	95	39.8	39.8	NUM
eurjchem-1002	127	96	(	(	PUNCT
eurjchem-1002	127	97	1c	1c	NOUN
eurjchem-1002	127	98	,	,	PUNCT
eurjchem-1002	127	99	‐ch2‐	‐ch2‐	PROPN
eurjchem-1002	127	100	)	)	PUNCT
eurjchem-1002	127	101	,	,	PUNCT
eurjchem-1002	127	102	34.2	34.2	NUM
eurjchem-1002	127	103	(	(	PUNCT
eurjchem-1002	127	104	1c	1c	NOUN
eurjchem-1002	127	105	,	,	PUNCT
eurjchem-1002	127	106	‐ch2‐	‐ch2‐	PROPN
eurjchem-1002	127	107	)	)	PUNCT
eurjchem-1002	127	108	,	,	PUNCT
eurjchem-1002	127	109	33.8	33.8	NUM
eurjchem-1002	127	110	(	(	PUNCT
eurjchem-1002	127	111	1c	1c	NOUN
eurjchem-1002	127	112	,	,	PUNCT
eurjchem-1002	127	113	‐ch2‐	‐ch2‐	PROPN
eurjchem-1002	127	114	)	)	PUNCT
eurjchem-1002	127	115	,	,	PUNCT
eurjchem-1002	127	116	32.7	32.7	NUM
eurjchem-1002	127	117	(	(	PUNCT
eurjchem-1002	127	118	1c	1c	NOUN
eurjchem-1002	127	119	,	,	PUNCT
eurjchem-1002	127	120	‐ch2‐	‐ch2‐	PROPN
eurjchem-1002	127	121	)	)	PUNCT
eurjchem-1002	127	122	,	,	PUNCT
eurjchem-1002	127	123	25.2	25.2	NUM
eurjchem-1002	127	124	(	(	PUNCT
eurjchem-1002	127	125	2c	2c	NOUN
eurjchem-1002	127	126	,	,	PUNCT
eurjchem-1002	127	127	‐ch3	‐ch3	ADJ
eurjchem-1002	127	128	)	)	PUNCT
eurjchem-1002	127	129	.	.	PUNCT
eurjchem-1002	128	1	esi‐ms	esi‐ms	PROPN
eurjchem-1002	128	2	(	(	PUNCT
eurjchem-1002	128	3	m	m	PROPN
eurjchem-1002	128	4	/	/	SYM
eurjchem-1002	128	5	z	z	NOUN
eurjchem-1002	128	6	):	):	PUNCT
eurjchem-1002	128	7	(	(	PUNCT
eurjchem-1002	128	8	m+na)+	m+na)+	NOUN
eurjchem-1002	128	9	327	327	NUM
eurjchem-1002	128	10	.	.	PUNCT
eurjchem-1002	129	1	[	[	X
eurjchem-1002	129	2	α]d25	α]d25	NOUN
eurjchem-1002	129	3	:	:	PUNCT
eurjchem-1002	129	4	+39.71	+39.71	X
eurjchem-1002	129	5	(	(	PUNCT
eurjchem-1002	129	6	c	c	NOUN
eurjchem-1002	129	7	1.12	1.12	NUM
eurjchem-1002	129	8	,	,	PUNCT
eurjchem-1002	129	9	chcl3	chcl3	PROPN
eurjchem-1002	129	10	)	)	PUNCT
eurjchem-1002	129	11	.	.	PUNCT
eurjchem-1002	130	1	2.2.7	2.2.7	X
eurjchem-1002	130	2	.	.	PUNCT
eurjchem-1002	131	1	(	(	PUNCT
eurjchem-1002	131	2	s)‐4‐((s)‐2‐(benzyloxy)‐5‐(oxiran‐2‐yl)pentyl)‐2,2‐	s)‐4‐((s)‐2‐(benzyloxy)‐5‐(oxiran‐2‐yl)pentyl)‐2,2‐	PROPN
eurjchem-1002	131	3	dimethyl‐1,3‐dioxolane	dimethyl‐1,3‐dioxolane	PROPN
eurjchem-1002	131	4	(	(	PUNCT
eurjchem-1002	131	5	15	15	NUM
eurjchem-1002	131	6	)	)	PUNCT
eurjchem-1002	131	7	to	to	ADP
eurjchem-1002	131	8	a	a	DET
eurjchem-1002	131	9	stirred	stir	VERB
eurjchem-1002	131	10	solution	solution	NOUN
eurjchem-1002	131	11	of	of	ADP
eurjchem-1002	131	12	olefin	olefin	ADJ
eurjchem-1002	131	13	14	14	NUM
eurjchem-1002	131	14	(	(	PUNCT
eurjchem-1002	131	15	2.5	2.5	NUM
eurjchem-1002	131	16	g	g	NOUN
eurjchem-1002	131	17	,	,	PUNCT
eurjchem-1002	131	18	8.22	8.22	NUM
eurjchem-1002	131	19	mmol	mmol	NOUN
eurjchem-1002	131	20	)	)	PUNCT
eurjchem-1002	131	21	in	in	ADP
eurjchem-1002	131	22	chcl3	chcl3	PROPN
eurjchem-1002	131	23	(	(	PUNCT
eurjchem-1002	131	24	25	25	NUM
eurjchem-1002	131	25	ml	ml	NOUN
eurjchem-1002	131	26	)	)	PUNCT
eurjchem-1002	131	27	,	,	PUNCT
eurjchem-1002	131	28	m‐chloroperbenzoic	m‐chloroperbenzoic	VERB
eurjchem-1002	131	29	acid	acid	NOUN
eurjchem-1002	131	30	(	(	PUNCT
eurjchem-1002	131	31	m‐cpba	m‐cpba	NOUN
eurjchem-1002	131	32	)	)	PUNCT
eurjchem-1002	131	33	(	(	PUNCT
eurjchem-1002	131	34	2.12	2.12	NUM
eurjchem-1002	131	35	g	g	NOUN
eurjchem-1002	131	36	,	,	PUNCT
eurjchem-1002	131	37	12.33	12.33	NUM
eurjchem-1002	131	38	mmol	mmol	NOUN
eurjchem-1002	131	39	)	)	PUNCT
eurjchem-1002	131	40	was	be	AUX
eurjchem-1002	131	41	added	add	VERB
eurjchem-1002	131	42	and	and	CCONJ
eurjchem-1002	131	43	allowed	allow	VERB
eurjchem-1002	131	44	to	to	PART
eurjchem-1002	131	45	stir	stir	VERB
eurjchem-1002	131	46	for	for	ADP
eurjchem-1002	131	47	24	24	NUM
eurjchem-1002	131	48	h	h	NOUN
eurjchem-1002	131	49	at	at	ADP
eurjchem-1002	131	50	room	room	NOUN
eurjchem-1002	131	51	temperature	temperature	NOUN
eurjchem-1002	131	52	.	.	PUNCT
eurjchem-1002	132	1	after	after	ADP
eurjchem-1002	132	2	that	that	SCONJ
eurjchem-1002	132	3	the	the	DET
eurjchem-1002	132	4	reaction	reaction	NOUN
eurjchem-1002	132	5	mixture	mixture	NOUN
eurjchem-1002	132	6	was	be	AUX
eurjchem-1002	132	7	filtered	filter	VERB
eurjchem-1002	132	8	and	and	CCONJ
eurjchem-1002	132	9	the	the	DET
eurjchem-1002	132	10	filtrate	filtrate	NOUN
eurjchem-1002	132	11	was	be	AUX
eurjchem-1002	132	12	washed	wash	VERB
eurjchem-1002	132	13	with	with	ADP
eurjchem-1002	132	14	saturated	saturated	ADJ
eurjchem-1002	132	15	nahco3	nahco3	ADJ
eurjchem-1002	132	16	solution	solution	NOUN
eurjchem-1002	132	17	(	(	PUNCT
eurjchem-1002	132	18	30	30	NUM
eurjchem-1002	132	19	ml	ml	NOUN
eurjchem-1002	132	20	)	)	PUNCT
eurjchem-1002	132	21	,	,	PUNCT
eurjchem-1002	132	22	dried	dry	VERB
eurjchem-1002	132	23	over	over	ADP
eurjchem-1002	132	24	na2so4	na2so4	NOUN
eurjchem-1002	132	25	and	and	CCONJ
eurjchem-1002	132	26	concentrated	concentrated	ADJ
eurjchem-1002	132	27	.	.	PUNCT
eurjchem-1002	133	1	crude	crude	ADJ
eurjchem-1002	133	2	product	product	NOUN
eurjchem-1002	133	3	was	be	AUX
eurjchem-1002	133	4	purified	purify	VERB
eurjchem-1002	133	5	by	by	ADP
eurjchem-1002	133	6	column	column	NOUN
eurjchem-1002	133	7	chromatography	chromatography	NOUN
eurjchem-1002	133	8	(	(	PUNCT
eurjchem-1002	133	9	60‐120	60‐120	NUM
eurjchem-1002	133	10	silica	silica	NOUN
eurjchem-1002	133	11	gel	gel	NOUN
eurjchem-1002	133	12	,	,	PUNCT
eurjchem-1002	133	13	10	10	NUM
eurjchem-1002	133	14	%	%	NOUN
eurjchem-1002	133	15	etoac	etoac	ADJ
eurjchem-1002	133	16	in	in	ADP
eurjchem-1002	133	17	petroleum	petroleum	NOUN
eurjchem-1002	133	18	ether	ether	NOUN
eurjchem-1002	133	19	)	)	PUNCT
eurjchem-1002	133	20	to	to	PART
eurjchem-1002	133	21	furnish	furnish	VERB
eurjchem-1002	133	22	compound	compound	NOUN
eurjchem-1002	133	23	15	15	NUM
eurjchem-1002	133	24	(	(	PUNCT
eurjchem-1002	133	25	scheme	scheme	NOUN
eurjchem-1002	133	26	1	1	NUM
eurjchem-1002	133	27	)	)	PUNCT
eurjchem-1002	133	28	.	.	PUNCT
eurjchem-1002	134	1	(	(	PUNCT
eurjchem-1002	134	2	s)‐4‐((s)‐2‐(benzyloxy)‐5‐(oxiran‐2‐yl)pentyl)‐2,2‐dimethyl‐	s)‐4‐((s)‐2‐(benzyloxy)‐5‐(oxiran‐2‐yl)pentyl)‐2,2‐dimethyl‐	PROPN
eurjchem-1002	134	3	1,3‐dioxolane	1,3‐dioxolane	PROPN
eurjchem-1002	134	4	(	(	PUNCT
eurjchem-1002	134	5	15	15	NUM
eurjchem-1002	134	6	):	):	PUNCT
eurjchem-1002	134	7	color	color	NOUN
eurjchem-1002	134	8	:	:	PUNCT
eurjchem-1002	134	9	colorless	colorless	ADJ
eurjchem-1002	134	10	liquid	liquid	NOUN
eurjchem-1002	134	11	.	.	PUNCT
eurjchem-1002	135	1	yield	yield	NOUN
eurjchem-1002	135	2	:	:	PUNCT
eurjchem-1002	135	3	76	76	NUM
eurjchem-1002	135	4	%	%	NOUN
eurjchem-1002	135	5	.	.	PUNCT
eurjchem-1002	136	1	ir	ir	INTJ
eurjchem-1002	136	2	(	(	PUNCT
eurjchem-1002	136	3	neat	neat	ADJ
eurjchem-1002	136	4	,	,	PUNCT
eurjchem-1002	136	5	ν	ν	NOUN
eurjchem-1002	136	6	,	,	PUNCT
eurjchem-1002	136	7	cm‐1	cm‐1	PROPN
eurjchem-1002	136	8	):	):	PUNCT
eurjchem-1002	136	9	3050	3050	NUM
eurjchem-1002	136	10	,	,	PUNCT
eurjchem-1002	136	11	2932	2932	NUM
eurjchem-1002	136	12	,	,	PUNCT
eurjchem-1002	136	13	1620	1620	NUM
eurjchem-1002	136	14	,	,	PUNCT
eurjchem-1002	136	15	1452	1452	NUM
eurjchem-1002	136	16	,	,	PUNCT
eurjchem-1002	136	17	1034	1034	NUM
eurjchem-1002	136	18	,	,	PUNCT
eurjchem-1002	136	19	950	950	NUM
eurjchem-1002	136	20	,	,	PUNCT
eurjchem-1002	136	21	860	860	NUM
eurjchem-1002	136	22	.	.	PUNCT
eurjchem-1002	137	1	1h	1h	NUM
eurjchem-1002	137	2	nmr	nmr	NOUN
eurjchem-1002	137	3	(	(	PUNCT
eurjchem-1002	137	4	300	300	NUM
eurjchem-1002	137	5	mhz	mhz	NOUN
eurjchem-1002	137	6	,	,	PUNCT
eurjchem-1002	137	7	cdcl3	cdcl3	PROPN
eurjchem-1002	137	8	,	,	PUNCT
eurjchem-1002	137	9	δ	δ	PROPN
eurjchem-1002	137	10	,	,	PUNCT
eurjchem-1002	137	11	ppm	ppm	NOUN
eurjchem-1002	137	12	):	):	PUNCT
eurjchem-1002	137	13	7.35‐7.24	7.35‐7.24	NUM
eurjchem-1002	137	14	(	(	PUNCT
eurjchem-1002	137	15	m	m	PROPN
eurjchem-1002	137	16	,	,	PUNCT
eurjchem-1002	137	17	5h	5h	NUM
eurjchem-1002	137	18	,	,	PUNCT
eurjchem-1002	137	19	‐c6h5	‐c6h5	PROPN
eurjchem-1002	137	20	)	)	PUNCT
eurjchem-1002	137	21	,	,	PUNCT
eurjchem-1002	137	22	4.46	4.46	NUM
eurjchem-1002	137	23	(	(	PUNCT
eurjchem-1002	137	24	dd	dd	NOUN
eurjchem-1002	137	25	,	,	PUNCT
eurjchem-1002	137	26	2h	2h	NUM
eurjchem-1002	137	27	,	,	PUNCT
eurjchem-1002	137	28	j	j	PROPN
eurjchem-1002	137	29	=	=	PROPN
eurjchem-1002	137	30	11.6	11.6	NUM
eurjchem-1002	137	31	hz	hz	VERB
eurjchem-1002	137	32	,	,	PUNCT
eurjchem-1002	137	33	5.8	5.8	NUM
eurjchem-1002	137	34	hz	hz	VERB
eurjchem-1002	137	35	‐och2ph	‐och2ph	NOUN
eurjchem-1002	137	36	)	)	PUNCT
eurjchem-1002	137	37	,	,	PUNCT
eurjchem-1002	137	38	4.06‐3.95	4.06‐3.95	NOUN
eurjchem-1002	137	39	(	(	PUNCT
eurjchem-1002	137	40	m	m	PROPN
eurjchem-1002	137	41	,	,	PUNCT
eurjchem-1002	137	42	2h	2h	NUM
eurjchem-1002	137	43	,	,	PUNCT
eurjchem-1002	137	44	‐och2	‐och2	ADJ
eurjchem-1002	137	45	)	)	PUNCT
eurjchem-1002	137	46	,	,	PUNCT
eurjchem-1002	137	47	3.79‐3.70	3.79‐3.70	NUM
eurjchem-1002	137	48	(	(	PUNCT
eurjchem-1002	137	49	m	m	PROPN
eurjchem-1002	137	50	,	,	PUNCT
eurjchem-1002	137	51	1h	1h	NUM
eurjchem-1002	137	52	,	,	PUNCT
eurjchem-1002	137	53	‐och	‐och	PROPN
eurjchem-1002	137	54	)	)	PUNCT
eurjchem-1002	137	55	,	,	PUNCT
eurjchem-1002	137	56	3.49‐3.41	3.49‐3.41	NUM
eurjchem-1002	137	57	(	(	PUNCT
eurjchem-1002	137	58	m	m	PROPN
eurjchem-1002	137	59	,	,	PUNCT
eurjchem-1002	137	60	1h	1h	NUM
eurjchem-1002	137	61	,	,	PUNCT
eurjchem-1002	137	62	‐och	‐och	PROPN
eurjchem-1002	137	63	)	)	PUNCT
eurjchem-1002	137	64	,	,	PUNCT
eurjchem-1002	137	65	2.89‐2.81	2.89‐2.81	NUM
eurjchem-1002	137	66	(	(	PUNCT
eurjchem-1002	137	67	m	m	PROPN
eurjchem-1002	137	68	,	,	PUNCT
eurjchem-1002	137	69	1h	1h	NUM
eurjchem-1002	137	70	,	,	PUNCT
eurjchem-1002	137	71	epoxy	epoxy	NOUN
eurjchem-1002	137	72	ch	ch	NOUN
eurjchem-1002	137	73	)	)	PUNCT
eurjchem-1002	137	74	,	,	PUNCT
eurjchem-1002	137	75	2.68‐2.62	2.68‐2.62	NUM
eurjchem-1002	137	76	(	(	PUNCT
eurjchem-1002	137	77	m	m	PROPN
eurjchem-1002	137	78	,	,	PUNCT
eurjchem-1002	137	79	1h	1h	NUM
eurjchem-1002	137	80	,	,	PUNCT
eurjchem-1002	137	81	epoxy	epoxy	NOUN
eurjchem-1002	137	82	ch	ch	NOUN
eurjchem-1002	137	83	)	)	PUNCT
eurjchem-1002	137	84	,	,	PUNCT
eurjchem-1002	137	85	2.49	2.49	NUM
eurjchem-1002	137	86	(	(	PUNCT
eurjchem-1002	137	87	m	m	PROPN
eurjchem-1002	137	88	,	,	PUNCT
eurjchem-1002	137	89	1h	1h	NUM
eurjchem-1002	137	90	,	,	PUNCT
eurjchem-1002	137	91	epoxy	epoxy	NOUN
eurjchem-1002	137	92	ch	ch	NOUN
eurjchem-1002	137	93	)	)	PUNCT
eurjchem-1002	137	94	,	,	PUNCT
eurjchem-1002	137	95	1.63	1.63	NUM
eurjchem-1002	137	96	(	(	PUNCT
eurjchem-1002	137	97	m	m	PROPN
eurjchem-1002	137	98	,	,	PUNCT
eurjchem-1002	137	99	2h	2h	NUM
eurjchem-1002	137	100	,	,	PUNCT
eurjchem-1002	137	101	ch2	ch2	PROPN
eurjchem-1002	137	102	)	)	PUNCT
eurjchem-1002	137	103	,	,	PUNCT
eurjchem-1002	137	104	1.37	1.37	NUM
eurjchem-1002	137	105	(	(	PUNCT
eurjchem-1002	137	106	m	m	PROPN
eurjchem-1002	137	107	,	,	PUNCT
eurjchem-1002	137	108	2h	2h	NUM
eurjchem-1002	137	109	,	,	PUNCT
eurjchem-1002	137	110	ch2	ch2	PROPN
eurjchem-1002	137	111	)	)	PUNCT
eurjchem-1002	137	112	,	,	PUNCT
eurjchem-1002	137	113	1.36	1.36	NUM
eurjchem-1002	137	114	(	(	PUNCT
eurjchem-1002	137	115	s	s	PROPN
eurjchem-1002	137	116	,	,	PUNCT
eurjchem-1002	137	117	3h	3h	NUM
eurjchem-1002	137	118	,	,	PUNCT
eurjchem-1002	137	119	‐ch3	‐ch3	ADJ
eurjchem-1002	137	120	)	)	PUNCT
eurjchem-1002	137	121	,	,	PUNCT
eurjchem-1002	137	122	1.32	1.32	NUM
eurjchem-1002	137	123	(	(	PUNCT
eurjchem-1002	137	124	s	s	PROPN
eurjchem-1002	137	125	,	,	PUNCT
eurjchem-1002	137	126	3h	3h	NUM
eurjchem-1002	137	127	,	,	PUNCT
eurjchem-1002	137	128	‐	‐	PROPN
eurjchem-1002	137	129	ch3	ch3	PROPN
eurjchem-1002	137	130	)	)	PUNCT
eurjchem-1002	137	131	,	,	PUNCT
eurjchem-1002	137	132	1.24	1.24	NUM
eurjchem-1002	137	133	(	(	PUNCT
eurjchem-1002	137	134	m	m	PROPN
eurjchem-1002	137	135	,	,	PUNCT
eurjchem-1002	137	136	2h	2h	NUM
eurjchem-1002	137	137	,	,	PUNCT
eurjchem-1002	137	138	ch2	ch2	PROPN
eurjchem-1002	137	139	)	)	PUNCT
eurjchem-1002	137	140	,	,	PUNCT
eurjchem-1002	137	141	1.22‐1.11	1.22‐1.11	NUM
eurjchem-1002	137	142	(	(	PUNCT
eurjchem-1002	137	143	m	m	PROPN
eurjchem-1002	137	144	,	,	PUNCT
eurjchem-1002	137	145	2h	2h	NUM
eurjchem-1002	137	146	,	,	PUNCT
eurjchem-1002	137	147	‐ch2	‐ch2	NUM
eurjchem-1002	137	148	)	)	PUNCT
eurjchem-1002	137	149	.	.	PUNCT
eurjchem-1002	138	1	esi‐ms	esi‐ms	PROPN
eurjchem-1002	138	2	(	(	PUNCT
eurjchem-1002	138	3	m	m	PROPN
eurjchem-1002	138	4	/	/	SYM
eurjchem-1002	138	5	z	z	NOUN
eurjchem-1002	138	6	):	):	PUNCT
eurjchem-1002	138	7	343	343	NUM
eurjchem-1002	138	8	(	(	PUNCT
eurjchem-1002	138	9	m+na)+	m+na)+	NOUN
eurjchem-1002	138	10	.	.	NOUN
eurjchem-1002	138	11	130	130	NUM
eurjchem-1002	138	12	harkala	harkala	NOUN
eurjchem-1002	138	13	et	et	PROPN
eurjchem-1002	138	14	al	al	PROPN
eurjchem-1002	138	15	.	.	PUNCT
eurjchem-1002	138	16	/	/	SYM
eurjchem-1002	138	17	european	european	PROPN
eurjchem-1002	138	18	journal	journal	PROPN
eurjchem-1002	138	19	of	of	ADP
eurjchem-1002	138	20	chemistry	chemistry	NOUN
eurjchem-1002	138	21	5	5	NUM
eurjchem-1002	138	22	(	(	PUNCT
eurjchem-1002	138	23	1	1	NUM
eurjchem-1002	138	24	)	)	PUNCT
eurjchem-1002	138	25	(	(	PUNCT
eurjchem-1002	138	26	2014	2014	NUM
eurjchem-1002	138	27	)	)	PUNCT
eurjchem-1002	138	28	127‐132	127‐132	PROPN
eurjchem-1002	138	29	2.2.8	2.2.8	NUM
eurjchem-1002	138	30	.	.	PUNCT
eurjchem-1002	139	1	(	(	PUNCT
eurjchem-1002	139	2	s)‐4‐((s)‐2‐(benzyloxy)‐5‐((s)‐oxiran‐2‐yl)pentyl)‐2,2‐	s)‐4‐((s)‐2‐(benzyloxy)‐5‐((s)‐oxiran‐2‐yl)pentyl)‐2,2‐	NOUN
eurjchem-1002	139	3	dimethyl‐1,3‐dioxolane	dimethyl‐1,3‐dioxolane	PROPN
eurjchem-1002	139	4	(	(	PUNCT
eurjchem-1002	139	5	16	16	NUM
eurjchem-1002	139	6	)	)	PUNCT
eurjchem-1002	139	7	a	a	DET
eurjchem-1002	139	8	mixture	mixture	NOUN
eurjchem-1002	139	9	of	of	ADP
eurjchem-1002	139	10	(	(	PUNCT
eurjchem-1002	139	11	s	s	X
eurjchem-1002	139	12	,	,	PUNCT
eurjchem-1002	139	13	s)‐n	s)‐n	NOUN
eurjchem-1002	139	14	,	,	PUNCT
eurjchem-1002	139	15	n‐bis(3,5‐di‐tert‐butylsalicylidine)‐1,2‐	n‐bis(3,5‐di‐tert‐butylsalicylidine)‐1,2‐	NOUN
eurjchem-1002	139	16	cyclohexanediamino	cyclohexanediamino	NOUN
eurjchem-1002	139	17	co(iii	co(iii	NOUN
eurjchem-1002	139	18	)	)	PUNCT
eurjchem-1002	139	19	chloride	chloride	NOUN
eurjchem-1002	139	20	complex	complex	NOUN
eurjchem-1002	139	21	(	(	PUNCT
eurjchem-1002	139	22	0.18	0.18	NUM
eurjchem-1002	139	23	g	g	NOUN
eurjchem-1002	139	24	,	,	PUNCT
eurjchem-1002	139	25	0.29	0.29	NUM
eurjchem-1002	139	26	mmol	mmol	NOUN
eurjchem-1002	139	27	)	)	PUNCT
eurjchem-1002	139	28	and	and	CCONJ
eurjchem-1002	139	29	acoh	acoh	ADJ
eurjchem-1002	139	30	(	(	PUNCT
eurjchem-1002	139	31	0.035	0.035	NUM
eurjchem-1002	139	32	g	g	NOUN
eurjchem-1002	139	33	,	,	PUNCT
eurjchem-1002	139	34	0.59	0.59	NUM
eurjchem-1002	139	35	mmol	mmol	NOUN
eurjchem-1002	139	36	)	)	PUNCT
eurjchem-1002	139	37	in	in	ADP
eurjchem-1002	139	38	toluene	toluene	NOUN
eurjchem-1002	139	39	(	(	PUNCT
eurjchem-1002	139	40	1	1	NUM
eurjchem-1002	139	41	ml	ml	NOUN
eurjchem-1002	139	42	)	)	PUNCT
eurjchem-1002	139	43	was	be	AUX
eurjchem-1002	139	44	stirred	stir	VERB
eurjchem-1002	139	45	in	in	ADP
eurjchem-1002	139	46	open	open	ADJ
eurjchem-1002	139	47	air	air	NOUN
eurjchem-1002	139	48	for	for	ADP
eurjchem-1002	139	49	1	1	NUM
eurjchem-1002	139	50	h	h	NOUN
eurjchem-1002	139	51	at	at	ADP
eurjchem-1002	139	52	room	room	NOUN
eurjchem-1002	139	53	temperature	temperature	NOUN
eurjchem-1002	139	54	.	.	PUNCT
eurjchem-1002	140	1	then	then	ADV
eurjchem-1002	140	2	the	the	DET
eurjchem-1002	140	3	solvent	solvent	NOUN
eurjchem-1002	140	4	was	be	AUX
eurjchem-1002	140	5	removed	remove	VERB
eurjchem-1002	140	6	by	by	ADP
eurjchem-1002	140	7	rotary	rotary	ADJ
eurjchem-1002	140	8	evaporator	evaporator	NOUN
eurjchem-1002	140	9	,	,	PUNCT
eurjchem-1002	140	10	and	and	CCONJ
eurjchem-1002	140	11	the	the	DET
eurjchem-1002	140	12	resulting	result	VERB
eurjchem-1002	140	13	brown	brown	ADJ
eurjchem-1002	140	14	residue	residue	NOUN
eurjchem-1002	140	15	was	be	AUX
eurjchem-1002	140	16	dried	dry	VERB
eurjchem-1002	140	17	under	under	ADP
eurjchem-1002	140	18	vacuum	vacuum	NOUN
eurjchem-1002	140	19	.	.	PUNCT
eurjchem-1002	141	1	to	to	ADP
eurjchem-1002	141	2	this	this	DET
eurjchem-1002	141	3	activated	activate	VERB
eurjchem-1002	141	4	catalyst	catalyst	NOUN
eurjchem-1002	141	5	,	,	PUNCT
eurjchem-1002	141	6	epoxide	epoxide	X
eurjchem-1002	141	7	15	15	NUM
eurjchem-1002	141	8	(	(	PUNCT
eurjchem-1002	141	9	1.95	1.95	NUM
eurjchem-1002	141	10	g	g	NOUN
eurjchem-1002	141	11	,	,	PUNCT
eurjchem-1002	141	12	5.93	5.93	NUM
eurjchem-1002	141	13	mmol	mmol	NOUN
eurjchem-1002	141	14	)	)	PUNCT
eurjchem-1002	141	15	was	be	AUX
eurjchem-1002	141	16	added	add	VERB
eurjchem-1002	141	17	in	in	ADP
eurjchem-1002	141	18	one	one	NUM
eurjchem-1002	141	19	portion	portion	NOUN
eurjchem-1002	141	20	and	and	CCONJ
eurjchem-1002	141	21	it	it	PRON
eurjchem-1002	141	22	was	be	AUX
eurjchem-1002	141	23	cooled	cool	VERB
eurjchem-1002	141	24	in	in	ADP
eurjchem-1002	141	25	an	an	DET
eurjchem-1002	141	26	ice‐water	ice‐water	NOUN
eurjchem-1002	141	27	bath	bath	NOUN
eurjchem-1002	141	28	.	.	PUNCT
eurjchem-1002	142	1	then	then	ADV
eurjchem-1002	142	2	h2o	h2o	PROPN
eurjchem-1002	142	3	(	(	PUNCT
eurjchem-1002	142	4	0.058	0.058	NUM
eurjchem-1002	142	5	g	g	NOUN
eurjchem-1002	142	6	,	,	PUNCT
eurjchem-1002	142	7	3.26	3.26	NUM
eurjchem-1002	142	8	mmol	mmol	NOUN
eurjchem-1002	142	9	)	)	PUNCT
eurjchem-1002	142	10	was	be	AUX
eurjchem-1002	142	11	slowly	slowly	ADV
eurjchem-1002	142	12	added	add	VERB
eurjchem-1002	142	13	to	to	ADP
eurjchem-1002	142	14	the	the	DET
eurjchem-1002	142	15	reaction	reaction	NOUN
eurjchem-1002	142	16	mixture	mixture	NOUN
eurjchem-1002	142	17	.	.	PUNCT
eurjchem-1002	143	1	stirring	stirring	NOUN
eurjchem-1002	143	2	was	be	AUX
eurjchem-1002	143	3	continued	continue	VERB
eurjchem-1002	143	4	for	for	ADP
eurjchem-1002	143	5	1h	1h	NUM
eurjchem-1002	143	6	in	in	ADP
eurjchem-1002	143	7	an	an	DET
eurjchem-1002	143	8	ice‐water	ice‐water	NOUN
eurjchem-1002	143	9	bath	bath	NOUN
eurjchem-1002	143	10	.	.	PUNCT
eurjchem-1002	144	1	after	after	ADP
eurjchem-1002	144	2	that	that	PRON
eurjchem-1002	144	3	,	,	PUNCT
eurjchem-1002	144	4	ice‐water	ice‐water	NOUN
eurjchem-1002	144	5	bath	bath	NOUN
eurjchem-1002	144	6	was	be	AUX
eurjchem-1002	144	7	removed	remove	VERB
eurjchem-1002	144	8	and	and	CCONJ
eurjchem-1002	144	9	the	the	DET
eurjchem-1002	144	10	reaction	reaction	NOUN
eurjchem-1002	144	11	mixture	mixture	NOUN
eurjchem-1002	144	12	was	be	AUX
eurjchem-1002	144	13	allowed	allow	VERB
eurjchem-1002	144	14	to	to	PART
eurjchem-1002	144	15	stir	stir	VERB
eurjchem-1002	144	16	at	at	ADP
eurjchem-1002	144	17	room	room	NOUN
eurjchem-1002	144	18	temperature	temperature	NOUN
eurjchem-1002	144	19	for	for	ADP
eurjchem-1002	144	20	12	12	NUM
eurjchem-1002	144	21	h.	h.	NOUN
eurjchem-1002	144	22	the	the	DET
eurjchem-1002	144	23	crude	crude	ADJ
eurjchem-1002	144	24	reaction	reaction	NOUN
eurjchem-1002	144	25	mixture	mixture	NOUN
eurjchem-1002	144	26	was	be	AUX
eurjchem-1002	144	27	adsorbed	adsorb	VERB
eurjchem-1002	144	28	on	on	ADP
eurjchem-1002	144	29	silica	silica	NOUN
eurjchem-1002	144	30	gel	gel	NOUN
eurjchem-1002	144	31	and	and	CCONJ
eurjchem-1002	144	32	purified	purify	VERB
eurjchem-1002	144	33	by	by	ADP
eurjchem-1002	144	34	column	column	NOUN
eurjchem-1002	144	35	chromatography	chromatography	NOUN
eurjchem-1002	144	36	(	(	PUNCT
eurjchem-1002	144	37	60‐120	60‐120	NUM
eurjchem-1002	144	38	silica	silica	NOUN
eurjchem-1002	144	39	gel	gel	NOUN
eurjchem-1002	144	40	,	,	PUNCT
eurjchem-1002	144	41	40	40	NUM
eurjchem-1002	144	42	%	%	NOUN
eurjchem-1002	144	43	etoac	etoac	ADJ
eurjchem-1002	144	44	in	in	ADP
eurjchem-1002	144	45	petroleum	petroleum	NOUN
eurjchem-1002	144	46	ether	ether	NOUN
eurjchem-1002	144	47	)	)	PUNCT
eurjchem-1002	144	48	to	to	PART
eurjchem-1002	144	49	give	give	VERB
eurjchem-1002	144	50	compound	compound	NOUN
eurjchem-1002	144	51	16	16	NUM
eurjchem-1002	144	52	(	(	PUNCT
eurjchem-1002	144	53	scheme	scheme	NOUN
eurjchem-1002	144	54	1	1	NUM
eurjchem-1002	144	55	)	)	PUNCT
eurjchem-1002	144	56	.	.	PUNCT
eurjchem-1002	145	1	(	(	PUNCT
eurjchem-1002	145	2	s)‐4‐((s)‐2‐(benzyloxy)‐5‐((s)‐oxiran‐2‐yl)pentyl)‐2,2‐	s)‐4‐((s)‐2‐(benzyloxy)‐5‐((s)‐oxiran‐2‐yl)pentyl)‐2,2‐	NOUN
eurjchem-1002	145	3	dimethyl‐1,3‐dioxolane	dimethyl‐1,3‐dioxolane	PROPN
eurjchem-1002	145	4	(	(	PUNCT
eurjchem-1002	145	5	16	16	NUM
eurjchem-1002	145	6	):	):	PUNCT
eurjchem-1002	145	7	color	color	NOUN
eurjchem-1002	145	8	:	:	PUNCT
eurjchem-1002	145	9	yellow	yellow	ADJ
eurjchem-1002	145	10	liquid	liquid	NOUN
eurjchem-1002	145	11	.	.	PUNCT
eurjchem-1002	146	1	yield	yield	NOUN
eurjchem-1002	146	2	:	:	PUNCT
eurjchem-1002	146	3	44	44	NUM
eurjchem-1002	146	4	%	%	NOUN
eurjchem-1002	146	5	.	.	PUNCT
eurjchem-1002	147	1	1h	1h	NUM
eurjchem-1002	147	2	nmr	nmr	NOUN
eurjchem-1002	147	3	(	(	PUNCT
eurjchem-1002	147	4	300	300	NUM
eurjchem-1002	147	5	mhz	mhz	NOUN
eurjchem-1002	147	6	,	,	PUNCT
eurjchem-1002	147	7	cdcl3	cdcl3	PROPN
eurjchem-1002	147	8	,	,	PUNCT
eurjchem-1002	147	9	δ	δ	PROPN
eurjchem-1002	147	10	,	,	PUNCT
eurjchem-1002	147	11	ppm	ppm	NUM
eurjchem-1002	147	12	):	):	PUNCT
eurjchem-1002	147	13	7.35‐7.23	7.35‐7.23	PROPN
eurjchem-1002	147	14	(	(	PUNCT
eurjchem-1002	147	15	m	m	PROPN
eurjchem-1002	147	16	,	,	PUNCT
eurjchem-1002	147	17	5h	5h	NUM
eurjchem-1002	147	18	,	,	PUNCT
eurjchem-1002	147	19	‐c6h5	‐c6h5	PROPN
eurjchem-1002	147	20	)	)	PUNCT
eurjchem-1002	147	21	,	,	PUNCT
eurjchem-1002	147	22	4.49	4.49	NUM
eurjchem-1002	147	23	(	(	PUNCT
eurjchem-1002	147	24	d	d	PROPN
eurjchem-1002	147	25	,	,	PUNCT
eurjchem-1002	147	26	1h	1h	NUM
eurjchem-1002	147	27	,	,	PUNCT
eurjchem-1002	147	28	j	j	PROPN
eurjchem-1002	147	29	=	=	PROPN
eurjchem-1002	147	30	11.5	11.5	NUM
eurjchem-1002	147	31	hz	hz	NOUN
eurjchem-1002	147	32	,	,	PUNCT
eurjchem-1002	147	33	‐och2ph	‐och2ph	PROPN
eurjchem-1002	147	34	)	)	PUNCT
eurjchem-1002	147	35	,	,	PUNCT
eurjchem-1002	147	36	4.44	4.44	NUM
eurjchem-1002	147	37	(	(	PUNCT
eurjchem-1002	147	38	d	d	PROPN
eurjchem-1002	147	39	,	,	PUNCT
eurjchem-1002	147	40	1h	1h	NUM
eurjchem-1002	147	41	,	,	PUNCT
eurjchem-1002	147	42	j	j	PROPN
eurjchem-1002	147	43	=	=	PROPN
eurjchem-1002	147	44	11.5	11.5	NUM
eurjchem-1002	147	45	hz	hz	VERB
eurjchem-1002	147	46	,	,	PUNCT
eurjchem-1002	147	47	‐	‐	ADJ
eurjchem-1002	147	48	och2ph	och2ph	NOUN
eurjchem-1002	147	49	)	)	PUNCT
eurjchem-1002	147	50	,	,	PUNCT
eurjchem-1002	147	51	4.06‐3.95	4.06‐3.95	NOUN
eurjchem-1002	147	52	(	(	PUNCT
eurjchem-1002	147	53	m	m	PROPN
eurjchem-1002	147	54	,	,	PUNCT
eurjchem-1002	147	55	2h	2h	NUM
eurjchem-1002	147	56	,	,	PUNCT
eurjchem-1002	147	57	‐och2	‐och2	ADJ
eurjchem-1002	147	58	)	)	PUNCT
eurjchem-1002	147	59	,	,	PUNCT
eurjchem-1002	147	60	3.79‐3.71	3.79‐3.71	NUM
eurjchem-1002	147	61	(	(	PUNCT
eurjchem-1002	147	62	m	m	PROPN
eurjchem-1002	147	63	,	,	PUNCT
eurjchem-1002	147	64	1h	1h	NUM
eurjchem-1002	147	65	,	,	PUNCT
eurjchem-1002	147	66	‐och	‐och	PROPN
eurjchem-1002	147	67	)	)	PUNCT
eurjchem-1002	147	68	,	,	PUNCT
eurjchem-1002	147	69	3.49‐3.38	3.49‐3.38	NUM
eurjchem-1002	147	70	(	(	PUNCT
eurjchem-1002	147	71	m	m	PROPN
eurjchem-1002	147	72	,	,	PUNCT
eurjchem-1002	147	73	1h	1h	NUM
eurjchem-1002	147	74	,	,	PUNCT
eurjchem-1002	147	75	‐och	‐och	PROPN
eurjchem-1002	147	76	)	)	PUNCT
eurjchem-1002	147	77	,	,	PUNCT
eurjchem-1002	147	78	2.89	2.89	NUM
eurjchem-1002	147	79	(	(	PUNCT
eurjchem-1002	147	80	dt	dt	PROPN
eurjchem-1002	147	81	,	,	PUNCT
eurjchem-1002	147	82	1h	1h	NUM
eurjchem-1002	147	83	,	,	PUNCT
eurjchem-1002	147	84	j	j	PROPN
eurjchem-1002	147	85	=	=	SYM
eurjchem-1002	147	86	4.8	4.8	NUM
eurjchem-1002	147	87	,	,	PUNCT
eurjchem-1002	147	88	7.2	7.2	NUM
eurjchem-1002	147	89	hz	hz	NOUN
eurjchem-1002	147	90	,	,	PUNCT
eurjchem-1002	147	91	epoxy	epoxy	NOUN
eurjchem-1002	147	92	ch	ch	NOUN
eurjchem-1002	147	93	)	)	PUNCT
eurjchem-1002	147	94	,	,	PUNCT
eurjchem-1002	147	95	2.68	2.68	NUM
eurjchem-1002	147	96	(	(	PUNCT
eurjchem-1002	147	97	dd	dd	PROPN
eurjchem-1002	147	98	,	,	PUNCT
eurjchem-1002	147	99	1h	1h	NUM
eurjchem-1002	147	100	,	,	PUNCT
eurjchem-1002	147	101	j	j	PROPN
eurjchem-1002	147	102	=	=	SYM
eurjchem-1002	147	103	4.8	4.8	NUM
eurjchem-1002	147	104	,	,	PUNCT
eurjchem-1002	147	105	5.2	5.2	NUM
eurjchem-1002	147	106	hz	hz	NOUN
eurjchem-1002	147	107	,	,	PUNCT
eurjchem-1002	147	108	epoxy	epoxy	NOUN
eurjchem-1002	147	109	ch	ch	NOUN
eurjchem-1002	147	110	)	)	PUNCT
eurjchem-1002	147	111	,	,	PUNCT
eurjchem-1002	147	112	2.49	2.49	NUM
eurjchem-1002	147	113	(	(	PUNCT
eurjchem-1002	147	114	dd	dd	PROPN
eurjchem-1002	147	115	,	,	PUNCT
eurjchem-1002	147	116	1h	1h	NUM
eurjchem-1002	147	117	,	,	PUNCT
eurjchem-1002	147	118	j	j	PROPN
eurjchem-1002	147	119	=	=	SYM
eurjchem-1002	147	120	2.8	2.8	NUM
eurjchem-1002	147	121	,	,	PUNCT
eurjchem-1002	147	122	5.2	5.2	NUM
eurjchem-1002	147	123	hz	hz	NOUN
eurjchem-1002	147	124	,	,	PUNCT
eurjchem-1002	147	125	epoxy	epoxy	NOUN
eurjchem-1002	147	126	ch	ch	NOUN
eurjchem-1002	147	127	)	)	PUNCT
eurjchem-1002	147	128	,	,	PUNCT
eurjchem-1002	147	129	1.61‐1.38	1.61‐1.38	NUM
eurjchem-1002	147	130	(	(	PUNCT
eurjchem-1002	147	131	m	m	PROPN
eurjchem-1002	147	132	,	,	PUNCT
eurjchem-1002	147	133	6h	6h	NUM
eurjchem-1002	147	134	,	,	PUNCT
eurjchem-1002	147	135	3	3	NUM
eurjchem-1002	147	136	x	x	NOUN
eurjchem-1002	147	137	‐ch2	‐ch2	NUM
eurjchem-1002	147	138	)	)	PUNCT
eurjchem-1002	147	139	,	,	PUNCT
eurjchem-1002	147	140	1.36	1.36	NUM
eurjchem-1002	147	141	(	(	PUNCT
eurjchem-1002	147	142	s	s	PROPN
eurjchem-1002	147	143	,	,	PUNCT
eurjchem-1002	147	144	3h	3h	NUM
eurjchem-1002	147	145	,	,	PUNCT
eurjchem-1002	147	146	‐ch3	‐ch3	ADJ
eurjchem-1002	147	147	)	)	PUNCT
eurjchem-1002	147	148	,	,	PUNCT
eurjchem-1002	147	149	1.32	1.32	NUM
eurjchem-1002	147	150	(	(	PUNCT
eurjchem-1002	147	151	s	s	PROPN
eurjchem-1002	147	152	,	,	PUNCT
eurjchem-1002	147	153	3h	3h	NUM
eurjchem-1002	147	154	,	,	PUNCT
eurjchem-1002	147	155	‐ch3	‐ch3	ADJ
eurjchem-1002	147	156	)	)	PUNCT
eurjchem-1002	147	157	,	,	PUNCT
eurjchem-1002	147	158	1.22‐1.17	1.22‐1.17	X
eurjchem-1002	147	159	(	(	PUNCT
eurjchem-1002	147	160	m	m	PROPN
eurjchem-1002	147	161	,	,	PUNCT
eurjchem-1002	147	162	2h	2h	NUM
eurjchem-1002	147	163	,	,	PUNCT
eurjchem-1002	147	164	‐ch2	‐ch2	NUM
eurjchem-1002	147	165	)	)	PUNCT
eurjchem-1002	147	166	.	.	PUNCT
eurjchem-1002	148	1	esi‐ms	esi‐ms	PROPN
eurjchem-1002	148	2	(	(	PUNCT
eurjchem-1002	148	3	m	m	PROPN
eurjchem-1002	148	4	/	/	SYM
eurjchem-1002	148	5	z	z	NOUN
eurjchem-1002	148	6	):	):	PUNCT
eurjchem-1002	148	7	343	343	NUM
eurjchem-1002	148	8	(	(	PUNCT
eurjchem-1002	148	9	m+na)+	m+na)+	PROPN
eurjchem-1002	148	10	.	.	PUNCT
eurjchem-1002	148	11	2.2.9	2.2.9	NUM
eurjchem-1002	148	12	.	.	PUNCT
eurjchem-1002	149	1	(	(	PUNCT
eurjchem-1002	149	2	2r,6s)‐6‐(benzyloxy)‐7‐((s)‐2,2‐dimethyl‐1,3‐	2r,6s)‐6‐(benzyloxy)‐7‐((s)‐2,2‐dimethyl‐1,3‐	NUM
eurjchem-1002	149	3	dioxolan‐4‐yl)heptan‐2‐ol	dioxolan‐4‐yl)heptan‐2‐ol	NOUN
eurjchem-1002	149	4	(	(	PUNCT
eurjchem-1002	149	5	17	17	NUM
eurjchem-1002	149	6	)	)	PUNCT
eurjchem-1002	149	7	to	to	ADP
eurjchem-1002	149	8	a	a	DET
eurjchem-1002	149	9	cooled	cooled	ADJ
eurjchem-1002	149	10	(	(	PUNCT
eurjchem-1002	149	11	0	0	NUM
eurjchem-1002	149	12	°	°	NUM
eurjchem-1002	149	13	c	c	NOUN
eurjchem-1002	149	14	)	)	PUNCT
eurjchem-1002	150	1	and	and	CCONJ
eurjchem-1002	150	2	stirred	stir	VERB
eurjchem-1002	150	3	suspension	suspension	NOUN
eurjchem-1002	150	4	of	of	ADP
eurjchem-1002	150	5	lithium	lithium	NOUN
eurjchem-1002	150	6	aluminium	aluminium	NOUN
eurjchem-1002	150	7	hydride	hydride	NOUN
eurjchem-1002	150	8	(	(	PUNCT
eurjchem-1002	150	9	lah	lah	PROPN
eurjchem-1002	150	10	)	)	PUNCT
eurjchem-1002	150	11	(	(	PUNCT
eurjchem-1002	150	12	0.052	0.052	NUM
eurjchem-1002	150	13	g	g	NOUN
eurjchem-1002	150	14	,	,	PUNCT
eurjchem-1002	150	15	1.380	1.380	NUM
eurjchem-1002	150	16	mmol	mmol	NOUN
eurjchem-1002	150	17	)	)	PUNCT
eurjchem-1002	150	18	in	in	ADP
eurjchem-1002	150	19	dry	dry	ADJ
eurjchem-1002	150	20	thf	thf	NOUN
eurjchem-1002	150	21	(	(	PUNCT
eurjchem-1002	150	22	4	4	NUM
eurjchem-1002	150	23	ml	ml	NOUN
eurjchem-1002	150	24	)	)	PUNCT
eurjchem-1002	150	25	,	,	PUNCT
eurjchem-1002	150	26	at	at	ADP
eurjchem-1002	150	27	0	0	NUM
eurjchem-1002	150	28	°	°	ADP
eurjchem-1002	150	29	c	c	NOUN
eurjchem-1002	150	30	was	be	AUX
eurjchem-1002	150	31	added	add	VERB
eurjchem-1002	150	32	compound	compound	NOUN
eurjchem-1002	150	33	16	16	NUM
eurjchem-1002	150	34	(	(	PUNCT
eurjchem-1002	150	35	0.290	0.290	NUM
eurjchem-1002	150	36	g	g	NOUN
eurjchem-1002	150	37	,	,	PUNCT
eurjchem-1002	150	38	0.690	0.690	NUM
eurjchem-1002	150	39	mmol	mmol	NOUN
eurjchem-1002	150	40	)	)	PUNCT
eurjchem-1002	150	41	in	in	ADP
eurjchem-1002	150	42	thf	thf	NOUN
eurjchem-1002	150	43	(	(	PUNCT
eurjchem-1002	150	44	2	2	NUM
eurjchem-1002	150	45	ml	ml	NOUN
eurjchem-1002	150	46	)	)	PUNCT
eurjchem-1002	150	47	and	and	CCONJ
eurjchem-1002	150	48	allowed	allow	VERB
eurjchem-1002	150	49	to	to	PART
eurjchem-1002	150	50	stir	stir	VERB
eurjchem-1002	150	51	at	at	ADP
eurjchem-1002	150	52	room	room	NOUN
eurjchem-1002	150	53	temperature	temperature	NOUN
eurjchem-1002	150	54	for	for	ADP
eurjchem-1002	150	55	1	1	NUM
eurjchem-1002	150	56	h.	h.	NOUN
eurjchem-1002	150	57	the	the	DET
eurjchem-1002	150	58	reaction	reaction	NOUN
eurjchem-1002	150	59	mixture	mixture	NOUN
eurjchem-1002	150	60	was	be	AUX
eurjchem-1002	150	61	quenched	quench	VERB
eurjchem-1002	150	62	by	by	ADP
eurjchem-1002	150	63	careful	careful	ADJ
eurjchem-1002	150	64	addition	addition	NOUN
eurjchem-1002	150	65	of	of	ADP
eurjchem-1002	150	66	aq	aq	PROPN
eurjchem-1002	150	67	.	.	PUNCT
eurjchem-1002	150	68	na2so4	na2so4	NOUN
eurjchem-1002	150	69	solution	solution	NOUN
eurjchem-1002	150	70	at	at	ADP
eurjchem-1002	150	71	0	0	NUM
eurjchem-1002	150	72	°	°	ADP
eurjchem-1002	150	73	c	c	NOUN
eurjchem-1002	150	74	,	,	PUNCT
eurjchem-1002	150	75	filtered	filter	VERB
eurjchem-1002	150	76	through	through	ADP
eurjchem-1002	150	77	a	a	DET
eurjchem-1002	150	78	pad	pad	NOUN
eurjchem-1002	150	79	of	of	ADP
eurjchem-1002	150	80	celite	celite	ADJ
eurjchem-1002	150	81	and	and	CCONJ
eurjchem-1002	150	82	filtrate	filtrate	NOUN
eurjchem-1002	150	83	concentrated	concentrate	VERB
eurjchem-1002	150	84	under	under	ADP
eurjchem-1002	150	85	reduced	reduced	ADJ
eurjchem-1002	150	86	pressure	pressure	NOUN
eurjchem-1002	150	87	.	.	PUNCT
eurjchem-1002	151	1	the	the	DET
eurjchem-1002	151	2	crude	crude	ADJ
eurjchem-1002	151	3	residue	residue	NOUN
eurjchem-1002	151	4	was	be	AUX
eurjchem-1002	151	5	purified	purify	VERB
eurjchem-1002	151	6	by	by	ADP
eurjchem-1002	151	7	column	column	NOUN
eurjchem-1002	151	8	chromatography	chromatography	NOUN
eurjchem-1002	151	9	(	(	PUNCT
eurjchem-1002	151	10	60‐120	60‐120	NUM
eurjchem-1002	151	11	silica	silica	NOUN
eurjchem-1002	151	12	gel	gel	NOUN
eurjchem-1002	151	13	,	,	PUNCT
eurjchem-1002	151	14	1:3	1:3	NUM
eurjchem-1002	151	15	etoac	etoac	ADJ
eurjchem-1002	151	16	:	:	PUNCT
eurjchem-1002	151	17	n‐hexane	n‐hexane	VERB
eurjchem-1002	151	18	)	)	PUNCT
eurjchem-1002	151	19	to	to	PART
eurjchem-1002	151	20	give	give	VERB
eurjchem-1002	151	21	compound	compound	NOUN
eurjchem-1002	151	22	17	17	NUM
eurjchem-1002	151	23	(	(	PUNCT
eurjchem-1002	151	24	scheme	scheme	NOUN
eurjchem-1002	151	25	1	1	NUM
eurjchem-1002	151	26	)	)	PUNCT
eurjchem-1002	151	27	.	.	PUNCT
eurjchem-1002	152	1	(	(	PUNCT
eurjchem-1002	152	2	2r,6s)‐6‐(benzyloxy)‐7‐((s)‐2,2‐dimethyl‐1,3‐dioxolan‐4‐yl	2r,6s)‐6‐(benzyloxy)‐7‐((s)‐2,2‐dimethyl‐1,3‐dioxolan‐4‐yl	NUM
eurjchem-1002	152	3	)	)	PUNCT
eurjchem-1002	152	4	heptan‐2‐ol	heptan‐2‐ol	NOUN
eurjchem-1002	152	5	(	(	PUNCT
eurjchem-1002	152	6	17	17	NUM
eurjchem-1002	152	7	):	):	PUNCT
eurjchem-1002	152	8	color	color	NOUN
eurjchem-1002	152	9	:	:	PUNCT
eurjchem-1002	152	10	colorless	colorless	ADJ
eurjchem-1002	152	11	syrup	syrup	NOUN
eurjchem-1002	152	12	.	.	PUNCT
eurjchem-1002	153	1	yield	yield	NOUN
eurjchem-1002	153	2	:	:	PUNCT
eurjchem-1002	153	3	95	95	NUM
eurjchem-1002	153	4	%	%	NOUN
eurjchem-1002	153	5	.	.	PUNCT
eurjchem-1002	154	1	ir	ir	INTJ
eurjchem-1002	154	2	(	(	PUNCT
eurjchem-1002	154	3	neat	neat	ADJ
eurjchem-1002	154	4	,	,	PUNCT
eurjchem-1002	154	5	ν	ν	NOUN
eurjchem-1002	154	6	,	,	PUNCT
eurjchem-1002	154	7	cm‐1	cm‐1	PROPN
eurjchem-1002	154	8	):	):	PUNCT
eurjchem-1002	154	9	3446	3446	NUM
eurjchem-1002	154	10	,	,	PUNCT
eurjchem-1002	154	11	2933	2933	NUM
eurjchem-1002	154	12	,	,	PUNCT
eurjchem-1002	154	13	1611	1611	NUM
eurjchem-1002	154	14	,	,	PUNCT
eurjchem-1002	154	15	1523	1523	NUM
eurjchem-1002	154	16	,	,	PUNCT
eurjchem-1002	154	17	1455	1455	NUM
eurjchem-1002	154	18	,	,	PUNCT
eurjchem-1002	154	19	1374	1374	NUM
eurjchem-1002	154	20	,	,	PUNCT
eurjchem-1002	154	21	1093	1093	NUM
eurjchem-1002	154	22	,	,	PUNCT
eurjchem-1002	154	23	928	928	NUM
eurjchem-1002	154	24	.	.	PUNCT
eurjchem-1002	155	1	1h	1h	NUM
eurjchem-1002	155	2	nmr	nmr	NOUN
eurjchem-1002	155	3	(	(	PUNCT
eurjchem-1002	155	4	300	300	NUM
eurjchem-1002	155	5	mhz	mhz	NOUN
eurjchem-1002	155	6	,	,	PUNCT
eurjchem-1002	155	7	cdcl3	cdcl3	PROPN
eurjchem-1002	155	8	,	,	PUNCT
eurjchem-1002	155	9	δ	δ	PROPN
eurjchem-1002	155	10	,	,	PUNCT
eurjchem-1002	155	11	ppm	ppm	NOUN
eurjchem-1002	155	12	):	):	PUNCT
eurjchem-1002	155	13	7.36‐7.24	7.36‐7.24	NUM
eurjchem-1002	155	14	(	(	PUNCT
eurjchem-1002	155	15	m	m	PROPN
eurjchem-1002	155	16	,	,	PUNCT
eurjchem-1002	155	17	5h	5h	NUM
eurjchem-1002	155	18	,	,	PUNCT
eurjchem-1002	155	19	‐c6h5	‐c6h5	PROPN
eurjchem-1002	155	20	)	)	PUNCT
eurjchem-1002	155	21	,	,	PUNCT
eurjchem-1002	155	22	4.51	4.51	NUM
eurjchem-1002	155	23	(	(	PUNCT
eurjchem-1002	155	24	d	d	PROPN
eurjchem-1002	155	25	,	,	PUNCT
eurjchem-1002	155	26	1h	1h	NUM
eurjchem-1002	155	27	,	,	PUNCT
eurjchem-1002	155	28	j	j	PROPN
eurjchem-1002	155	29	=	=	PROPN
eurjchem-1002	155	30	11.8	11.8	NUM
eurjchem-1002	155	31	hz	hz	NOUN
eurjchem-1002	155	32	,	,	PUNCT
eurjchem-1002	155	33	‐och2ph	‐och2ph	PROPN
eurjchem-1002	155	34	)	)	PUNCT
eurjchem-1002	155	35	,	,	PUNCT
eurjchem-1002	155	36	4.46	4.46	NUM
eurjchem-1002	155	37	(	(	PUNCT
eurjchem-1002	155	38	d	d	PROPN
eurjchem-1002	155	39	,	,	PUNCT
eurjchem-1002	155	40	1h	1h	NUM
eurjchem-1002	155	41	,	,	PUNCT
eurjchem-1002	155	42	j	j	PROPN
eurjchem-1002	155	43	=	=	PROPN
eurjchem-1002	155	44	11.8	11.8	NUM
eurjchem-1002	155	45	hz	hz	NOUN
eurjchem-1002	155	46	,	,	PUNCT
eurjchem-1002	155	47	‐och2ph	‐och2ph	PROPN
eurjchem-1002	155	48	)	)	PUNCT
eurjchem-1002	155	49	,	,	PUNCT
eurjchem-1002	155	50	4.09‐	4.09‐	NUM
eurjchem-1002	155	51	3.98	3.98	NUM
eurjchem-1002	155	52	(	(	PUNCT
eurjchem-1002	155	53	m	m	PROPN
eurjchem-1002	155	54	,	,	PUNCT
eurjchem-1002	155	55	2h	2h	NUM
eurjchem-1002	155	56	,	,	PUNCT
eurjchem-1002	155	57	‐och2	‐och2	ADJ
eurjchem-1002	155	58	)	)	PUNCT
eurjchem-1002	155	59	,	,	PUNCT
eurjchem-1002	155	60	3.76‐3.67	3.76‐3.67	NUM
eurjchem-1002	155	61	(	(	PUNCT
eurjchem-1002	155	62	m	m	PROPN
eurjchem-1002	155	63	,	,	PUNCT
eurjchem-1002	155	64	2h	2h	NUM
eurjchem-1002	155	65	,	,	PUNCT
eurjchem-1002	155	66	2	2	NUM
eurjchem-1002	155	67	x	x	SYM
eurjchem-1002	155	68	‐och	‐och	NOUN
eurjchem-1002	155	69	)	)	PUNCT
eurjchem-1002	155	70	,	,	PUNCT
eurjchem-1002	155	71	3.51‐3.44	3.51‐3.44	NUM
eurjchem-1002	155	72	(	(	PUNCT
eurjchem-1002	155	73	m	m	PROPN
eurjchem-1002	155	74	,	,	PUNCT
eurjchem-1002	155	75	1h	1h	NUM
eurjchem-1002	155	76	,	,	PUNCT
eurjchem-1002	155	77	‐och	‐och	PROPN
eurjchem-1002	155	78	)	)	PUNCT
eurjchem-1002	155	79	,	,	PUNCT
eurjchem-1002	155	80	1.74‐1.58	1.74‐1.58	NUM
eurjchem-1002	155	81	(	(	PUNCT
eurjchem-1002	155	82	m	m	PROPN
eurjchem-1002	155	83	,	,	PUNCT
eurjchem-1002	155	84	7h	7h	PROPN
eurjchem-1002	155	85	,	,	PUNCT
eurjchem-1002	155	86	3	3	NUM
eurjchem-1002	155	87	x	x	NOUN
eurjchem-1002	155	88	‐ch2	‐ch2	NUM
eurjchem-1002	155	89	,	,	PUNCT
eurjchem-1002	155	90	oh	oh	INTJ
eurjchem-1002	155	91	)	)	PUNCT
eurjchem-1002	155	92	,	,	PUNCT
eurjchem-1002	155	93	1.36	1.36	NUM
eurjchem-1002	155	94	(	(	PUNCT
eurjchem-1002	155	95	s	s	PROPN
eurjchem-1002	155	96	,	,	PUNCT
eurjchem-1002	155	97	3h	3h	NUM
eurjchem-1002	155	98	,	,	PUNCT
eurjchem-1002	155	99	‐ch3	‐ch3	ADJ
eurjchem-1002	155	100	)	)	PUNCT
eurjchem-1002	155	101	,	,	PUNCT
eurjchem-1002	155	102	1.34	1.34	NUM
eurjchem-1002	155	103	(	(	PUNCT
eurjchem-1002	155	104	s	s	PROPN
eurjchem-1002	155	105	,	,	PUNCT
eurjchem-1002	155	106	3h	3h	NUM
eurjchem-1002	155	107	,	,	PUNCT
eurjchem-1002	155	108	‐ch3	‐ch3	ADJ
eurjchem-1002	155	109	)	)	PUNCT
eurjchem-1002	155	110	,	,	PUNCT
eurjchem-1002	155	111	1.22‐1.16	1.22‐1.16	NUM
eurjchem-1002	155	112	(	(	PUNCT
eurjchem-1002	155	113	m	m	PROPN
eurjchem-1002	155	114	,	,	PUNCT
eurjchem-1002	155	115	2h	2h	NUM
eurjchem-1002	155	116	,	,	PUNCT
eurjchem-1002	155	117	‐ch2	‐ch2	NUM
eurjchem-1002	155	118	)	)	PUNCT
eurjchem-1002	155	119	,	,	PUNCT
eurjchem-1002	155	120	1.14	1.14	NUM
eurjchem-1002	155	121	(	(	PUNCT
eurjchem-1002	155	122	d	d	PROPN
eurjchem-1002	155	123	,	,	PUNCT
eurjchem-1002	155	124	3h	3h	NUM
eurjchem-1002	155	125	,	,	PUNCT
eurjchem-1002	155	126	j	j	PROPN
eurjchem-1002	155	127	=	=	SYM
eurjchem-1002	155	128	6.3	6.3	NUM
eurjchem-1002	155	129	hz	hz	NOUN
eurjchem-1002	155	130	,	,	PUNCT
eurjchem-1002	155	131	‐ch3	‐ch3	ADJ
eurjchem-1002	155	132	)	)	PUNCT
eurjchem-1002	155	133	.	.	PUNCT
eurjchem-1002	156	1	13c	13c	NOUN
eurjchem-1002	156	2	nmr	nmr	NOUN
eurjchem-1002	156	3	(	(	PUNCT
eurjchem-1002	156	4	75	75	NUM
eurjchem-1002	156	5	mhz	mhz	NOUN
eurjchem-1002	156	6	,	,	PUNCT
eurjchem-1002	156	7	cdcl3	cdcl3	PROPN
eurjchem-1002	156	8	,	,	PUNCT
eurjchem-1002	156	9	δ	δ	PROPN
eurjchem-1002	156	10	,	,	PUNCT
eurjchem-1002	156	11	ppm	ppm	NOUN
eurjchem-1002	156	12	):	):	PUNCT
eurjchem-1002	156	13	139.1	139.1	NUM
eurjchem-1002	156	14	(	(	PUNCT
eurjchem-1002	156	15	1c	1c	NUM
eurjchem-1002	156	16	,	,	PUNCT
eurjchem-1002	156	17	ar‐c	ar‐c	PROPN
eurjchem-1002	156	18	)	)	PUNCT
eurjchem-1002	156	19	,	,	PUNCT
eurjchem-1002	156	20	128.7	128.7	NUM
eurjchem-1002	156	21	(	(	PUNCT
eurjchem-1002	156	22	2c	2c	NUM
eurjchem-1002	156	23	,	,	PUNCT
eurjchem-1002	156	24	ar‐c	ar‐c	PROPN
eurjchem-1002	156	25	)	)	PUNCT
eurjchem-1002	156	26	,	,	PUNCT
eurjchem-1002	156	27	128.3	128.3	NUM
eurjchem-1002	156	28	(	(	PUNCT
eurjchem-1002	156	29	1c	1c	NOUN
eurjchem-1002	156	30	,	,	PUNCT
eurjchem-1002	156	31	ar‐c	ar‐c	PROPN
eurjchem-1002	156	32	)	)	PUNCT
eurjchem-1002	156	33	,	,	PUNCT
eurjchem-1002	156	34	128.1	128.1	NUM
eurjchem-1002	156	35	(	(	PUNCT
eurjchem-1002	156	36	2c	2c	NUM
eurjchem-1002	156	37	,	,	PUNCT
eurjchem-1002	156	38	ar‐c	ar‐c	PROPN
eurjchem-1002	156	39	)	)	PUNCT
eurjchem-1002	156	40	,	,	PUNCT
eurjchem-1002	156	41	108.3	108.3	NUM
eurjchem-1002	156	42	(	(	PUNCT
eurjchem-1002	156	43	1c	1c	NOUN
eurjchem-1002	156	44	,	,	PUNCT
eurjchem-1002	156	45	‐	‐	ADJ
eurjchem-1002	156	46	o‐c‐o‐	o‐c‐o‐	NOUN
eurjchem-1002	156	47	)	)	PUNCT
eurjchem-1002	156	48	,	,	PUNCT
eurjchem-1002	156	49	78.4	78.4	NUM
eurjchem-1002	156	50	(	(	PUNCT
eurjchem-1002	156	51	1c	1c	NOUN
eurjchem-1002	156	52	,	,	PUNCT
eurjchem-1002	156	53	‐o‐ch‐	‐o‐ch‐	NUM
eurjchem-1002	156	54	)	)	PUNCT
eurjchem-1002	156	55	,	,	PUNCT
eurjchem-1002	156	56	74.6	74.6	NUM
eurjchem-1002	156	57	(	(	PUNCT
eurjchem-1002	156	58	1c	1c	NOUN
eurjchem-1002	156	59	,	,	PUNCT
eurjchem-1002	156	60	‐o‐ch‐	‐o‐ch‐	NUM
eurjchem-1002	156	61	)	)	PUNCT
eurjchem-1002	156	62	,	,	PUNCT
eurjchem-1002	156	63	72.4	72.4	NUM
eurjchem-1002	156	64	(	(	PUNCT
eurjchem-1002	156	65	1c	1c	NOUN
eurjchem-1002	156	66	,	,	PUNCT
eurjchem-1002	156	67	‐o‐ch2‐	‐o‐ch2‐	NOUN
eurjchem-1002	156	68	)	)	PUNCT
eurjchem-1002	156	69	66.4	66.4	NUM
eurjchem-1002	156	70	(	(	PUNCT
eurjchem-1002	156	71	1c	1c	NOUN
eurjchem-1002	156	72	,	,	PUNCT
eurjchem-1002	156	73	‐o‐ch2‐	‐o‐ch2‐	NOUN
eurjchem-1002	156	74	)	)	PUNCT
eurjchem-1002	156	75	,	,	PUNCT
eurjchem-1002	156	76	66.0	66.0	NUM
eurjchem-1002	156	77	(	(	PUNCT
eurjchem-1002	156	78	1c	1c	NOUN
eurjchem-1002	156	79	,	,	PUNCT
eurjchem-1002	156	80	‐ch‐oh	‐ch‐oh	NOUN
eurjchem-1002	156	81	)	)	PUNCT
eurjchem-1002	156	82	,	,	PUNCT
eurjchem-1002	156	83	39.7	39.7	NUM
eurjchem-1002	156	84	(	(	PUNCT
eurjchem-1002	156	85	1c	1c	NOUN
eurjchem-1002	156	86	,	,	PUNCT
eurjchem-1002	156	87	‐ch2‐	‐ch2‐	PROPN
eurjchem-1002	156	88	)	)	PUNCT
eurjchem-1002	156	89	,	,	PUNCT
eurjchem-1002	156	90	37.8	37.8	NUM
eurjchem-1002	156	91	(	(	PUNCT
eurjchem-1002	156	92	1c	1c	NOUN
eurjchem-1002	156	93	,	,	PUNCT
eurjchem-1002	156	94	‐ch2‐	‐ch2‐	PROPN
eurjchem-1002	156	95	)	)	PUNCT
eurjchem-1002	156	96	,	,	PUNCT
eurjchem-1002	156	97	33.4	33.4	NUM
eurjchem-1002	156	98	(	(	PUNCT
eurjchem-1002	156	99	1c	1c	NOUN
eurjchem-1002	156	100	,	,	PUNCT
eurjchem-1002	156	101	‐ch2‐	‐ch2‐	PROPN
eurjchem-1002	156	102	)	)	PUNCT
eurjchem-1002	156	103	,	,	PUNCT
eurjchem-1002	156	104	25.6	25.6	NUM
eurjchem-1002	156	105	(	(	PUNCT
eurjchem-1002	156	106	2c	2c	NOUN
eurjchem-1002	156	107	,	,	PUNCT
eurjchem-1002	156	108	‐ch3	‐ch3	ADJ
eurjchem-1002	156	109	)	)	PUNCT
eurjchem-1002	156	110	,	,	PUNCT
eurjchem-1002	156	111	22.1	22.1	NUM
eurjchem-1002	156	112	(	(	PUNCT
eurjchem-1002	156	113	1c	1c	NOUN
eurjchem-1002	156	114	,	,	PUNCT
eurjchem-1002	156	115	‐ch3	‐ch3	ADJ
eurjchem-1002	156	116	)	)	PUNCT
eurjchem-1002	156	117	,	,	PUNCT
eurjchem-1002	156	118	20.3	20.3	NUM
eurjchem-1002	156	119	(	(	PUNCT
eurjchem-1002	156	120	1c	1c	NOUN
eurjchem-1002	156	121	,	,	PUNCT
eurjchem-1002	156	122	‐ch2‐	‐ch2‐	PROPN
eurjchem-1002	156	123	)	)	PUNCT
eurjchem-1002	156	124	.	.	PUNCT
eurjchem-1002	157	1	esi‐ms	esi‐ms	PROPN
eurjchem-1002	157	2	(	(	PUNCT
eurjchem-1002	157	3	m	m	PROPN
eurjchem-1002	157	4	/	/	SYM
eurjchem-1002	157	5	z	z	NOUN
eurjchem-1002	157	6	):	):	PUNCT
eurjchem-1002	157	7	345(m+na)+	345(m+na)+	NOUN
eurjchem-1002	157	8	.	.	PUNCT
eurjchem-1002	158	1	[	[	X
eurjchem-1002	158	2	α]d25	α]d25	NOUN
eurjchem-1002	158	3	:	:	PUNCT
eurjchem-1002	158	4	+28.3	+28.3	ADP
eurjchem-1002	158	5	(	(	PUNCT
eurjchem-1002	158	6	c	c	NOUN
eurjchem-1002	158	7	0.49	0.49	NUM
eurjchem-1002	158	8	,	,	PUNCT
eurjchem-1002	158	9	chcl3	chcl3	PROPN
eurjchem-1002	158	10	)	)	PUNCT
eurjchem-1002	158	11	.	.	PUNCT
eurjchem-1002	159	1	2.2.10	2.2.10	NUM
eurjchem-1002	159	2	.	.	PUNCT
eurjchem-1002	160	1	(	(	PUNCT
eurjchem-1002	160	2	2s,4s,8r)‐4‐(benzyloxy)nonane‐1,2,8‐triol	2s,4s,8r)‐4‐(benzyloxy)nonane‐1,2,8‐triol	NUM
eurjchem-1002	160	3	(	(	PUNCT
eurjchem-1002	160	4	18	18	NUM
eurjchem-1002	160	5	)	)	PUNCT
eurjchem-1002	160	6	a	a	DET
eurjchem-1002	160	7	solution	solution	NOUN
eurjchem-1002	160	8	of	of	ADP
eurjchem-1002	160	9	compound	compound	NOUN
eurjchem-1002	160	10	17	17	NUM
eurjchem-1002	160	11	(	(	PUNCT
eurjchem-1002	160	12	0.350	0.350	NUM
eurjchem-1002	160	13	g	g	NOUN
eurjchem-1002	160	14	,	,	PUNCT
eurjchem-1002	160	15	1.143	1.143	NUM
eurjchem-1002	160	16	mmol	mmol	NOUN
eurjchem-1002	160	17	)	)	PUNCT
eurjchem-1002	160	18	in	in	ADP
eurjchem-1002	160	19	aq	aq	NOUN
eurjchem-1002	160	20	.	.	PROPN
eurjchem-1002	160	21	60	60	NUM
eurjchem-1002	160	22	%	%	NOUN
eurjchem-1002	160	23	acetic	acetic	ADJ
eurjchem-1002	160	24	acid	acid	NOUN
eurjchem-1002	160	25	(	(	PUNCT
eurjchem-1002	160	26	10	10	NUM
eurjchem-1002	160	27	ml	ml	NOUN
eurjchem-1002	160	28	)	)	PUNCT
eurjchem-1002	160	29	was	be	AUX
eurjchem-1002	160	30	stirred	stir	VERB
eurjchem-1002	160	31	at	at	ADP
eurjchem-1002	160	32	room	room	NOUN
eurjchem-1002	160	33	temperature	temperature	NOUN
eurjchem-1002	160	34	for	for	ADP
eurjchem-1002	160	35	12	12	NUM
eurjchem-1002	160	36	h.	h.	NOUN
eurjchem-1002	160	37	after	after	ADP
eurjchem-1002	160	38	completion	completion	NOUN
eurjchem-1002	160	39	of	of	ADP
eurjchem-1002	160	40	reaction	reaction	NOUN
eurjchem-1002	160	41	,	,	PUNCT
eurjchem-1002	160	42	it	it	PRON
eurjchem-1002	160	43	was	be	AUX
eurjchem-1002	160	44	quenched	quench	VERB
eurjchem-1002	160	45	with	with	ADP
eurjchem-1002	160	46	nahco3	nahco3	ADJ
eurjchem-1002	160	47	and	and	CCONJ
eurjchem-1002	160	48	adjusted	adjust	VERB
eurjchem-1002	160	49	to	to	ADP
eurjchem-1002	160	50	ph	ph	ADJ
eurjchem-1002	160	51	=	=	NOUN
eurjchem-1002	160	52	2‐3	2‐3	NUM
eurjchem-1002	160	53	.	.	PUNCT
eurjchem-1002	161	1	the	the	DET
eurjchem-1002	161	2	reaction	reaction	NOUN
eurjchem-1002	161	3	mixture	mixture	NOUN
eurjchem-1002	161	4	was	be	AUX
eurjchem-1002	161	5	extracted	extract	VERB
eurjchem-1002	161	6	with	with	ADP
eurjchem-1002	161	7	ethyl	ethyl	PROPN
eurjchem-1002	161	8	acetate	acetate	NOUN
eurjchem-1002	161	9	(	(	PUNCT
eurjchem-1002	161	10	3	3	NUM
eurjchem-1002	161	11	x×	x×	SYM
eurjchem-1002	161	12	10	10	NUM
eurjchem-1002	161	13	ml	ml	NOUN
eurjchem-1002	161	14	)	)	PUNCT
eurjchem-1002	161	15	and	and	CCONJ
eurjchem-1002	161	16	dried	dry	VERB
eurjchem-1002	161	17	(	(	PUNCT
eurjchem-1002	161	18	na2so4	na2so4	NOUN
eurjchem-1002	161	19	)	)	PUNCT
eurjchem-1002	161	20	.	.	PUNCT
eurjchem-1002	162	1	evaporation	evaporation	NOUN
eurjchem-1002	162	2	of	of	ADP
eurjchem-1002	162	3	solvent	solvent	NOUN
eurjchem-1002	162	4	under	under	ADP
eurjchem-1002	162	5	reduced	reduced	ADJ
eurjchem-1002	162	6	pressure	pressure	NOUN
eurjchem-1002	162	7	and	and	CCONJ
eurjchem-1002	162	8	purification	purification	NOUN
eurjchem-1002	162	9	of	of	ADP
eurjchem-1002	162	10	the	the	DET
eurjchem-1002	162	11	residue	residue	NOUN
eurjchem-1002	162	12	by	by	ADP
eurjchem-1002	162	13	column	column	NOUN
eurjchem-1002	162	14	chromatography	chromatography	NOUN
eurjchem-1002	162	15	(	(	PUNCT
eurjchem-1002	162	16	silica	silica	NOUN
eurjchem-1002	162	17	gel	gel	NOUN
eurjchem-1002	162	18	,	,	PUNCT
eurjchem-1002	162	19	60‐120	60‐120	NUM
eurjchem-1002	162	20	mesh	mesh	NOUN
eurjchem-1002	162	21	,	,	PUNCT
eurjchem-1002	162	22	40	40	NUM
eurjchem-1002	162	23	%	%	NOUN
eurjchem-1002	162	24	etoac	etoac	ADJ
eurjchem-1002	162	25	in	in	ADP
eurjchem-1002	162	26	petroleum	petroleum	NOUN
eurjchem-1002	162	27	ether	ether	NOUN
eurjchem-1002	162	28	)	)	PUNCT
eurjchem-1002	162	29	to	to	PART
eurjchem-1002	162	30	afford	afford	VERB
eurjchem-1002	162	31	compound	compound	NOUN
eurjchem-1002	162	32	18	18	NUM
eurjchem-1002	162	33	(	(	PUNCT
eurjchem-1002	162	34	scheme	scheme	NOUN
eurjchem-1002	162	35	1	1	NUM
eurjchem-1002	162	36	)	)	PUNCT
eurjchem-1002	162	37	.	.	PUNCT
eurjchem-1002	163	1	(	(	PUNCT
eurjchem-1002	163	2	2s,4s,8r)‐4‐(benzyloxy)nonane‐1,2,8‐triol	2s,4s,8r)‐4‐(benzyloxy)nonane‐1,2,8‐triol	NUM
eurjchem-1002	163	3	(	(	PUNCT
eurjchem-1002	163	4	18	18	NUM
eurjchem-1002	163	5	):	):	PUNCT
eurjchem-1002	163	6	color	color	NOUN
eurjchem-1002	163	7	:	:	PUNCT
eurjchem-1002	163	8	colorless	colorless	ADJ
eurjchem-1002	163	9	syrup	syrup	NOUN
eurjchem-1002	163	10	.	.	PUNCT
eurjchem-1002	164	1	yield	yield	NOUN
eurjchem-1002	164	2	:	:	PUNCT
eurjchem-1002	164	3	88	88	NUM
eurjchem-1002	164	4	%	%	NOUN
eurjchem-1002	164	5	.	.	PUNCT
eurjchem-1002	165	1	ir	ir	INTJ
eurjchem-1002	165	2	(	(	PUNCT
eurjchem-1002	165	3	neat	neat	ADJ
eurjchem-1002	165	4	,	,	PUNCT
eurjchem-1002	165	5	ν	ν	NOUN
eurjchem-1002	165	6	,	,	PUNCT
eurjchem-1002	165	7	cm‐1	cm‐1	PROPN
eurjchem-1002	165	8	):	):	PUNCT
eurjchem-1002	165	9	3449	3449	NUM
eurjchem-1002	165	10	,	,	PUNCT
eurjchem-1002	165	11	3320	3320	NUM
eurjchem-1002	165	12	,	,	PUNCT
eurjchem-1002	165	13	3049	3049	NUM
eurjchem-1002	165	14	,	,	PUNCT
eurjchem-1002	165	15	2933	2933	NUM
eurjchem-1002	165	16	,	,	PUNCT
eurjchem-1002	165	17	1612	1612	NUM
eurjchem-1002	165	18	,	,	PUNCT
eurjchem-1002	165	19	1512	1512	NUM
eurjchem-1002	165	20	,	,	PUNCT
eurjchem-1002	165	21	1451	1451	NUM
eurjchem-1002	165	22	,	,	PUNCT
eurjchem-1002	165	23	1398	1398	NUM
eurjchem-1002	165	24	,	,	PUNCT
eurjchem-1002	165	25	1075	1075	NUM
eurjchem-1002	165	26	.	.	PUNCT
eurjchem-1002	166	1	1h	1h	NUM
eurjchem-1002	166	2	nmr	nmr	NOUN
eurjchem-1002	166	3	(	(	PUNCT
eurjchem-1002	166	4	300	300	NUM
eurjchem-1002	166	5	mhz	mhz	NOUN
eurjchem-1002	166	6	,	,	PUNCT
eurjchem-1002	166	7	cdcl3	cdcl3	PROPN
eurjchem-1002	166	8	,	,	PUNCT
eurjchem-1002	166	9	δ	δ	PROPN
eurjchem-1002	166	10	,	,	PUNCT
eurjchem-1002	166	11	ppm	ppm	NOUN
eurjchem-1002	166	12	):	):	PUNCT
eurjchem-1002	166	13	7.32‐7.26	7.32‐7.26	NUM
eurjchem-1002	166	14	(	(	PUNCT
eurjchem-1002	166	15	m	m	PROPN
eurjchem-1002	166	16	,	,	PUNCT
eurjchem-1002	166	17	5h	5h	NUM
eurjchem-1002	166	18	,	,	PUNCT
eurjchem-1002	166	19	‐c6h5	‐c6h5	PROPN
eurjchem-1002	166	20	)	)	PUNCT
eurjchem-1002	166	21	,	,	PUNCT
eurjchem-1002	166	22	4.47	4.47	NUM
eurjchem-1002	166	23	(	(	PUNCT
eurjchem-1002	166	24	s	s	PROPN
eurjchem-1002	166	25	,	,	PUNCT
eurjchem-1002	166	26	2h	2h	NUM
eurjchem-1002	166	27	,	,	PUNCT
eurjchem-1002	166	28	‐och2ph	‐och2ph	PROPN
eurjchem-1002	166	29	)	)	PUNCT
eurjchem-1002	166	30	,	,	PUNCT
eurjchem-1002	166	31	3.92‐3.84	3.92‐3.84	NUM
eurjchem-1002	166	32	(	(	PUNCT
eurjchem-1002	166	33	m	m	PROPN
eurjchem-1002	166	34	,	,	PUNCT
eurjchem-1002	166	35	2h	2h	NUM
eurjchem-1002	166	36	,	,	PUNCT
eurjchem-1002	166	37	‐och2	‐och2	ADJ
eurjchem-1002	166	38	)	)	PUNCT
eurjchem-1002	166	39	,	,	PUNCT
eurjchem-1002	166	40	3.79‐3.68	3.79‐3.68	NUM
eurjchem-1002	166	41	(	(	PUNCT
eurjchem-1002	166	42	m	m	PROPN
eurjchem-1002	166	43	,	,	PUNCT
eurjchem-1002	166	44	2h	2h	NUM
eurjchem-1002	166	45	,	,	PUNCT
eurjchem-1002	166	46	2	2	NUM
eurjchem-1002	166	47	x	x	SYM
eurjchem-1002	166	48	‐och	‐och	NOUN
eurjchem-1002	166	49	)	)	PUNCT
eurjchem-1002	166	50	,	,	PUNCT
eurjchem-1002	166	51	3.49‐3.38	3.49‐3.38	NUM
eurjchem-1002	166	52	(	(	PUNCT
eurjchem-1002	166	53	m	m	PROPN
eurjchem-1002	166	54	,	,	PUNCT
eurjchem-1002	166	55	1h	1h	NUM
eurjchem-1002	166	56	,	,	PUNCT
eurjchem-1002	166	57	‐och	‐och	PROPN
eurjchem-1002	166	58	)	)	PUNCT
eurjchem-1002	166	59	,	,	PUNCT
eurjchem-1002	166	60	2.95	2.95	NUM
eurjchem-1002	166	61	(	(	PUNCT
eurjchem-1002	166	62	br.s	br.s	PROPN
eurjchem-1002	166	63	,	,	PUNCT
eurjchem-1002	166	64	2h	2h	NUM
eurjchem-1002	166	65	,	,	PUNCT
eurjchem-1002	166	66	2	2	NUM
eurjchem-1002	166	67	x	x	SYM
eurjchem-1002	166	68	‐oh	‐oh	NOUN
eurjchem-1002	166	69	)	)	PUNCT
eurjchem-1002	166	70	,	,	PUNCT
eurjchem-1002	166	71	1.68‐1.49	1.68‐1.49	NUM
eurjchem-1002	166	72	(	(	PUNCT
eurjchem-1002	166	73	m	m	PROPN
eurjchem-1002	166	74	,	,	PUNCT
eurjchem-1002	166	75	7h	7h	PROPN
eurjchem-1002	166	76	,	,	PUNCT
eurjchem-1002	166	77	3	3	NUM
eurjchem-1002	166	78	x	x	SYM
eurjchem-1002	166	79	‐	‐	ADJ
eurjchem-1002	166	80	ch2	ch2	PROPN
eurjchem-1002	166	81	,	,	PUNCT
eurjchem-1002	166	82	oh	oh	INTJ
eurjchem-1002	166	83	)	)	PUNCT
eurjchem-1002	166	84	,	,	PUNCT
eurjchem-1002	166	85	1.19‐1.13	1.19‐1.13	NUM
eurjchem-1002	166	86	(	(	PUNCT
eurjchem-1002	166	87	m	m	PROPN
eurjchem-1002	166	88	,	,	PUNCT
eurjchem-1002	166	89	2h	2h	NUM
eurjchem-1002	166	90	,	,	PUNCT
eurjchem-1002	166	91	‐ch2	‐ch2	NUM
eurjchem-1002	166	92	)	)	PUNCT
eurjchem-1002	166	93	,	,	PUNCT
eurjchem-1002	166	94	1.12	1.12	NUM
eurjchem-1002	166	95	(	(	PUNCT
eurjchem-1002	166	96	d	d	PROPN
eurjchem-1002	166	97	,	,	PUNCT
eurjchem-1002	166	98	3h	3h	NUM
eurjchem-1002	166	99	,	,	PUNCT
eurjchem-1002	166	100	j	j	PROPN
eurjchem-1002	166	101	=	=	SYM
eurjchem-1002	166	102	6.1	6.1	NUM
eurjchem-1002	166	103	hz	hz	NOUN
eurjchem-1002	166	104	,	,	PUNCT
eurjchem-1002	166	105	‐ch3	‐ch3	ADJ
eurjchem-1002	166	106	)	)	PUNCT
eurjchem-1002	166	107	.	.	PUNCT
eurjchem-1002	167	1	13c	13c	NOUN
eurjchem-1002	167	2	nmr	nmr	NOUN
eurjchem-1002	167	3	(	(	PUNCT
eurjchem-1002	167	4	75	75	NUM
eurjchem-1002	167	5	mhz	mhz	NOUN
eurjchem-1002	167	6	,	,	PUNCT
eurjchem-1002	167	7	cdcl3	cdcl3	PROPN
eurjchem-1002	167	8	,	,	PUNCT
eurjchem-1002	167	9	δ	δ	PROPN
eurjchem-1002	167	10	,	,	PUNCT
eurjchem-1002	167	11	ppm	ppm	NUM
eurjchem-1002	167	12	):	):	PUNCT
eurjchem-1002	167	13	139.3	139.3	NUM
eurjchem-1002	167	14	(	(	PUNCT
eurjchem-1002	167	15	1c	1c	NUM
eurjchem-1002	167	16	,	,	PUNCT
eurjchem-1002	167	17	ar‐c	ar‐c	PROPN
eurjchem-1002	167	18	)	)	PUNCT
eurjchem-1002	167	19	,	,	PUNCT
eurjchem-1002	167	20	127.9	127.9	NUM
eurjchem-1002	167	21	(	(	PUNCT
eurjchem-1002	167	22	2c	2c	NUM
eurjchem-1002	167	23	,	,	PUNCT
eurjchem-1002	167	24	ar‐c	ar‐c	PROPN
eurjchem-1002	167	25	)	)	PUNCT
eurjchem-1002	167	26	,	,	PUNCT
eurjchem-1002	167	27	128.4	128.4	NUM
eurjchem-1002	167	28	(	(	PUNCT
eurjchem-1002	167	29	1c	1c	NOUN
eurjchem-1002	167	30	,	,	PUNCT
eurjchem-1002	167	31	ar‐c	ar‐c	PROPN
eurjchem-1002	167	32	)	)	PUNCT
eurjchem-1002	167	33	,	,	PUNCT
eurjchem-1002	167	34	128.1	128.1	NUM
eurjchem-1002	167	35	(	(	PUNCT
eurjchem-1002	167	36	2c	2c	NUM
eurjchem-1002	167	37	,	,	PUNCT
eurjchem-1002	167	38	ar‐c	ar‐c	PROPN
eurjchem-1002	167	39	)	)	PUNCT
eurjchem-1002	167	40	,	,	PUNCT
eurjchem-1002	167	41	76.8	76.8	NUM
eurjchem-1002	167	42	(	(	PUNCT
eurjchem-1002	167	43	1c	1c	NOUN
eurjchem-1002	167	44	,	,	PUNCT
eurjchem-1002	167	45	‐o‐ch‐	‐o‐ch‐	NUM
eurjchem-1002	167	46	)	)	PUNCT
eurjchem-1002	167	47	,	,	PUNCT
eurjchem-1002	167	48	72.2	72.2	NUM
eurjchem-1002	167	49	(	(	PUNCT
eurjchem-1002	167	50	1c	1c	NOUN
eurjchem-1002	167	51	,	,	PUNCT
eurjchem-1002	167	52	‐o‐ch2‐	‐o‐ch2‐	NOUN
eurjchem-1002	167	53	)	)	PUNCT
eurjchem-1002	167	54	,	,	PUNCT
eurjchem-1002	167	55	69.8	69.8	NUM
eurjchem-1002	167	56	(	(	PUNCT
eurjchem-1002	167	57	1c	1c	NOUN
eurjchem-1002	167	58	,	,	PUNCT
eurjchem-1002	167	59	‐ch‐oh	‐ch‐oh	NOUN
eurjchem-1002	167	60	)	)	PUNCT
eurjchem-1002	167	61	,	,	PUNCT
eurjchem-1002	167	62	68.3	68.3	NUM
eurjchem-1002	167	63	(	(	PUNCT
eurjchem-1002	167	64	1c	1c	NOUN
eurjchem-1002	167	65	,	,	PUNCT
eurjchem-1002	167	66	‐ch2‐oh	‐ch2‐oh	NUM
eurjchem-1002	167	67	)	)	PUNCT
eurjchem-1002	167	68	,	,	PUNCT
eurjchem-1002	167	69	67.2	67.2	NUM
eurjchem-1002	167	70	(	(	PUNCT
eurjchem-1002	167	71	1c	1c	NOUN
eurjchem-1002	167	72	,	,	PUNCT
eurjchem-1002	167	73	‐	‐	NOUN
eurjchem-1002	167	74	ch2‐oh	ch2‐oh	ADP
eurjchem-1002	167	75	,	,	PUNCT
eurjchem-1002	167	76	40.3	40.3	NUM
eurjchem-1002	167	77	(	(	PUNCT
eurjchem-1002	167	78	1c	1c	NOUN
eurjchem-1002	167	79	,	,	PUNCT
eurjchem-1002	167	80	‐ch2‐	‐ch2‐	PROPN
eurjchem-1002	167	81	)	)	PUNCT
eurjchem-1002	167	82	,	,	PUNCT
eurjchem-1002	167	83	38.3	38.3	NUM
eurjchem-1002	167	84	(	(	PUNCT
eurjchem-1002	167	85	1c	1c	NOUN
eurjchem-1002	167	86	,	,	PUNCT
eurjchem-1002	167	87	‐ch2‐	‐ch2‐	PROPN
eurjchem-1002	167	88	)	)	PUNCT
eurjchem-1002	167	89	,	,	PUNCT
eurjchem-1002	167	90	33.4	33.4	NUM
eurjchem-1002	167	91	(	(	PUNCT
eurjchem-1002	167	92	1c	1c	NOUN
eurjchem-1002	167	93	,	,	PUNCT
eurjchem-1002	167	94	‐ch2‐	‐ch2‐	PROPN
eurjchem-1002	167	95	)	)	PUNCT
eurjchem-1002	167	96	,	,	PUNCT
eurjchem-1002	167	97	23.5(1c	23.5(1c	NUM
eurjchem-1002	167	98	,	,	PUNCT
eurjchem-1002	167	99	‐ch3	‐ch3	ADJ
eurjchem-1002	167	100	)	)	PUNCT
eurjchem-1002	167	101	,	,	PUNCT
eurjchem-1002	167	102	22.4	22.4	NUM
eurjchem-1002	167	103	(	(	PUNCT
eurjchem-1002	167	104	1c	1c	NOUN
eurjchem-1002	167	105	,	,	PUNCT
eurjchem-1002	167	106	‐ch2‐	‐ch2‐	PROPN
eurjchem-1002	167	107	)	)	PUNCT
eurjchem-1002	167	108	.	.	PUNCT
eurjchem-1002	168	1	esi‐ms	esi‐ms	PROPN
eurjchem-1002	168	2	(	(	PUNCT
eurjchem-1002	168	3	m	m	PROPN
eurjchem-1002	168	4	/	/	SYM
eurjchem-1002	168	5	z	z	NOUN
eurjchem-1002	168	6	):	):	PUNCT
eurjchem-1002	168	7	305	305	NUM
eurjchem-1002	168	8	(	(	PUNCT
eurjchem-1002	168	9	m+na)+	m+na)+	NOUN
eurjchem-1002	168	10	.	.	PUNCT
eurjchem-1002	169	1	[	[	X
eurjchem-1002	169	2	α]d25	α]d25	NOUN
eurjchem-1002	169	3	:	:	PUNCT
eurjchem-1002	169	4	+41.3	+41.3	PROPN
eurjchem-1002	169	5	(	(	PUNCT
eurjchem-1002	169	6	c	c	NOUN
eurjchem-1002	169	7	0.65	0.65	NUM
eurjchem-1002	169	8	,	,	PUNCT
eurjchem-1002	169	9	chcl3	chcl3	PROPN
eurjchem-1002	169	10	)	)	PUNCT
eurjchem-1002	169	11	.	.	PUNCT
eurjchem-1002	170	1	2.2.11	2.2.11	NUM
eurjchem-1002	170	2	.	.	PUNCT
eurjchem-1002	171	1	(	(	PUNCT
eurjchem-1002	171	2	3s,7r)‐3‐(benzyloxy)‐7‐hydroxyoctanoic	3s,7r)‐3‐(benzyloxy)‐7‐hydroxyoctanoic	NUM
eurjchem-1002	171	3	acid	acid	NOUN
eurjchem-1002	171	4	(	(	PUNCT
eurjchem-1002	171	5	7	7	NUM
eurjchem-1002	171	6	)	)	PUNCT
eurjchem-1002	171	7	to	to	ADP
eurjchem-1002	171	8	a	a	DET
eurjchem-1002	171	9	cooled	cooled	ADJ
eurjchem-1002	171	10	(	(	PUNCT
eurjchem-1002	171	11	0	0	NUM
eurjchem-1002	171	12	°	°	NUM
eurjchem-1002	171	13	c	c	NOUN
eurjchem-1002	171	14	)	)	PUNCT
eurjchem-1002	171	15	solution	solution	NOUN
eurjchem-1002	171	16	of	of	ADP
eurjchem-1002	171	17	compound	compound	NOUN
eurjchem-1002	171	18	18	18	NUM
eurjchem-1002	171	19	(	(	PUNCT
eurjchem-1002	171	20	10.0	10.0	NUM
eurjchem-1002	171	21	g	g	NOUN
eurjchem-1002	171	22	,	,	PUNCT
eurjchem-1002	171	23	37.59	37.59	NUM
eurjchem-1002	171	24	mmol	mmol	NOUN
eurjchem-1002	171	25	)	)	PUNCT
eurjchem-1002	171	26	in	in	ADP
eurjchem-1002	171	27	ch2cl2	ch2cl2	X
eurjchem-1002	171	28	(	(	PUNCT
eurjchem-1002	171	29	100	100	NUM
eurjchem-1002	171	30	ml	ml	NOUN
eurjchem-1002	171	31	)	)	PUNCT
eurjchem-1002	171	32	,	,	PUNCT
eurjchem-1002	171	33	naio4	naio4	NOUN
eurjchem-1002	171	34	(	(	PUNCT
eurjchem-1002	171	35	12.06	12.06	NUM
eurjchem-1002	171	36	g	g	NOUN
eurjchem-1002	171	37	,	,	PUNCT
eurjchem-1002	171	38	56.39	56.39	NUM
eurjchem-1002	171	39	mmol	mmol	NOUN
eurjchem-1002	171	40	)	)	PUNCT
eurjchem-1002	171	41	followed	follow	VERB
eurjchem-1002	171	42	by	by	ADP
eurjchem-1002	171	43	sat	sit	VERB
eurjchem-1002	171	44	.	.	PUNCT
eurjchem-1002	172	1	nahco3	nahco3	NOUN
eurjchem-1002	172	2	(	(	PUNCT
eurjchem-1002	172	3	4	4	NUM
eurjchem-1002	172	4	ml	ml	NOUN
eurjchem-1002	172	5	)	)	PUNCT
eurjchem-1002	172	6	were	be	AUX
eurjchem-1002	172	7	added	add	VERB
eurjchem-1002	172	8	and	and	CCONJ
eurjchem-1002	172	9	stirred	stir	VERB
eurjchem-1002	172	10	it	it	PRON
eurjchem-1002	172	11	at	at	ADP
eurjchem-1002	172	12	room	room	NOUN
eurjchem-1002	172	13	temperature	temperature	NOUN
eurjchem-1002	172	14	for	for	ADP
eurjchem-1002	172	15	5	5	NUM
eurjchem-1002	172	16	h.	h.	NOUN
eurjchem-1002	172	17	after	after	ADP
eurjchem-1002	172	18	completion	completion	NOUN
eurjchem-1002	172	19	of	of	ADP
eurjchem-1002	172	20	reaction	reaction	NOUN
eurjchem-1002	172	21	,	,	PUNCT
eurjchem-1002	172	22	it	it	PRON
eurjchem-1002	172	23	was	be	AUX
eurjchem-1002	172	24	dried	dry	VERB
eurjchem-1002	172	25	over	over	ADP
eurjchem-1002	172	26	na2so4	na2so4	NOUN
eurjchem-1002	172	27	,	,	PUNCT
eurjchem-1002	172	28	washed	wash	VERB
eurjchem-1002	172	29	with	with	ADP
eurjchem-1002	172	30	ch2cl2	ch2cl2	PUNCT
eurjchem-1002	172	31	(	(	PUNCT
eurjchem-1002	172	32	2	2	NUM
eurjchem-1002	172	33	×	×	NOUN
eurjchem-1002	172	34	50	50	NUM
eurjchem-1002	172	35	ml	ml	NOUN
eurjchem-1002	172	36	)	)	PUNCT
eurjchem-1002	172	37	filtered	filter	VERB
eurjchem-1002	172	38	and	and	CCONJ
eurjchem-1002	172	39	evaporated	evaporate	VERB
eurjchem-1002	172	40	under	under	ADP
eurjchem-1002	172	41	reduced	reduce	VERB
eurjchem-1002	172	42	pressure	pressure	NOUN
eurjchem-1002	172	43	to	to	PART
eurjchem-1002	172	44	give	give	VERB
eurjchem-1002	172	45	aldehyde	aldehyde	NOUN
eurjchem-1002	172	46	quantitatively	quantitatively	ADV
eurjchem-1002	172	47	.	.	PUNCT
eurjchem-1002	173	1	to	to	ADP
eurjchem-1002	173	2	a	a	DET
eurjchem-1002	173	3	cooled	cooled	ADJ
eurjchem-1002	173	4	(	(	PUNCT
eurjchem-1002	173	5	0	0	NUM
eurjchem-1002	173	6	°	°	NUM
eurjchem-1002	173	7	c	c	NOUN
eurjchem-1002	173	8	)	)	PUNCT
eurjchem-1002	173	9	solution	solution	NOUN
eurjchem-1002	173	10	of	of	ADP
eurjchem-1002	173	11	the	the	DET
eurjchem-1002	173	12	above	above	ADJ
eurjchem-1002	173	13	obtained	obtain	VERB
eurjchem-1002	173	14	aldehyde	aldehyde	NOUN
eurjchem-1002	173	15	in	in	ADP
eurjchem-1002	173	16	t‐butanol	t‐butanol	PROPN
eurjchem-1002	173	17	(	(	PUNCT
eurjchem-1002	173	18	4	4	NUM
eurjchem-1002	173	19	ml	ml	NOUN
eurjchem-1002	173	20	)	)	PUNCT
eurjchem-1002	173	21	,	,	PUNCT
eurjchem-1002	173	22	2‐methyl‐2‐butene	2‐methyl‐2‐butene	NUM
eurjchem-1002	173	23	(	(	PUNCT
eurjchem-1002	173	24	2	2	NUM
eurjchem-1002	173	25	ml	ml	NOUN
eurjchem-1002	173	26	)	)	PUNCT
eurjchem-1002	173	27	was	be	AUX
eurjchem-1002	173	28	added	add	VERB
eurjchem-1002	173	29	,	,	PUNCT
eurjchem-1002	173	30	followed	follow	VERB
eurjchem-1002	173	31	by	by	ADP
eurjchem-1002	173	32	a	a	DET
eurjchem-1002	173	33	solution	solution	NOUN
eurjchem-1002	173	34	of	of	ADP
eurjchem-1002	173	35	naclo2	naclo2	NOUN
eurjchem-1002	173	36	(	(	PUNCT
eurjchem-1002	173	37	0.26	0.26	NUM
eurjchem-1002	173	38	g	g	NOUN
eurjchem-1002	173	39	,	,	PUNCT
eurjchem-1002	173	40	2.95	2.95	NUM
eurjchem-1002	173	41	mmol	mmol	NOUN
eurjchem-1002	173	42	)	)	PUNCT
eurjchem-1002	173	43	and	and	CCONJ
eurjchem-1002	173	44	nah2po4	nah2po4	PROPN
eurjchem-1002	173	45	(	(	PUNCT
eurjchem-1002	173	46	0.46	0.46	NUM
eurjchem-1002	173	47	g	g	NOUN
eurjchem-1002	173	48	,	,	PUNCT
eurjchem-1002	173	49	2.95	2.95	NUM
eurjchem-1002	173	50	mmol	mmol	NOUN
eurjchem-1002	173	51	)	)	PUNCT
eurjchem-1002	173	52	in	in	ADP
eurjchem-1002	173	53	water	water	NOUN
eurjchem-1002	173	54	(	(	PUNCT
eurjchem-1002	173	55	2	2	NUM
eurjchem-1002	173	56	ml	ml	NOUN
eurjchem-1002	173	57	)	)	PUNCT
eurjchem-1002	173	58	and	and	CCONJ
eurjchem-1002	173	59	stirred	stir	VERB
eurjchem-1002	173	60	at	at	ADP
eurjchem-1002	173	61	room	room	NOUN
eurjchem-1002	173	62	temperature	temperature	NOUN
eurjchem-1002	173	63	for	for	ADP
eurjchem-1002	173	64	3	3	NUM
eurjchem-1002	173	65	h.	h.	NOUN
eurjchem-1002	173	66	t‐butanol	t‐butanol	PUNCT
eurjchem-1002	173	67	was	be	AUX
eurjchem-1002	173	68	evaporated	evaporate	VERB
eurjchem-1002	173	69	and	and	CCONJ
eurjchem-1002	173	70	extracted	extract	VERB
eurjchem-1002	173	71	with	with	ADP
eurjchem-1002	173	72	ethyl	ethyl	PROPN
eurjchem-1002	173	73	acetate	acetate	NOUN
eurjchem-1002	173	74	(	(	PUNCT
eurjchem-1002	173	75	2	2	NUM
eurjchem-1002	173	76	×	×	NOUN
eurjchem-1002	173	77	10	10	NUM
eurjchem-1002	173	78	ml	ml	NOUN
eurjchem-1002	173	79	)	)	PUNCT
eurjchem-1002	173	80	.	.	PUNCT
eurjchem-1002	174	1	the	the	DET
eurjchem-1002	174	2	organic	organic	ADJ
eurjchem-1002	174	3	layers	layer	NOUN
eurjchem-1002	174	4	were	be	AUX
eurjchem-1002	174	5	washed	wash	VERB
eurjchem-1002	174	6	with	with	ADP
eurjchem-1002	174	7	water	water	NOUN
eurjchem-1002	174	8	(	(	PUNCT
eurjchem-1002	174	9	2	2	NUM
eurjchem-1002	174	10	×	×	NOUN
eurjchem-1002	174	11	5	5	NUM
eurjchem-1002	174	12	ml	ml	NOUN
eurjchem-1002	174	13	)	)	PUNCT
eurjchem-1002	174	14	,	,	PUNCT
eurjchem-1002	174	15	brine	brine	NOUN
eurjchem-1002	174	16	(	(	PUNCT
eurjchem-1002	174	17	10	10	NUM
eurjchem-1002	174	18	ml	ml	NOUN
eurjchem-1002	174	19	)	)	PUNCT
eurjchem-1002	174	20	,	,	PUNCT
eurjchem-1002	174	21	dried	dry	VERB
eurjchem-1002	174	22	(	(	PUNCT
eurjchem-1002	174	23	na2so4	na2so4	NOUN
eurjchem-1002	174	24	)	)	PUNCT
eurjchem-1002	174	25	,	,	PUNCT
eurjchem-1002	174	26	evaporated	evaporate	VERB
eurjchem-1002	174	27	and	and	CCONJ
eurjchem-1002	174	28	purified	purify	VERB
eurjchem-1002	174	29	the	the	DET
eurjchem-1002	174	30	residue	residue	NOUN
eurjchem-1002	174	31	by	by	ADP
eurjchem-1002	174	32	column	column	NOUN
eurjchem-1002	174	33	chromatography	chromatography	NOUN
eurjchem-1002	174	34	(	(	PUNCT
eurjchem-1002	174	35	60‐120	60‐120	NUM
eurjchem-1002	174	36	silica	silica	NOUN
eurjchem-1002	174	37	gel	gel	NOUN
eurjchem-1002	174	38	,	,	PUNCT
eurjchem-1002	174	39	40	40	NUM
eurjchem-1002	174	40	%	%	NOUN
eurjchem-1002	174	41	etoac	etoac	ADJ
eurjchem-1002	174	42	in	in	ADP
eurjchem-1002	174	43	petroleum	petroleum	NOUN
eurjchem-1002	174	44	ether	ether	NOUN
eurjchem-1002	174	45	)	)	PUNCT
eurjchem-1002	174	46	to	to	PART
eurjchem-1002	174	47	furnish	furnish	VERB
eurjchem-1002	174	48	compound	compound	NOUN
eurjchem-1002	174	49	7	7	NUM
eurjchem-1002	174	50	(	(	PUNCT
eurjchem-1002	174	51	scheme	scheme	NOUN
eurjchem-1002	174	52	1	1	NUM
eurjchem-1002	174	53	)	)	PUNCT
eurjchem-1002	174	54	.	.	PUNCT
eurjchem-1002	175	1	(	(	PUNCT
eurjchem-1002	175	2	3s,7r)‐3‐(benzyloxy)‐7‐hydroxyoctanoic	3s,7r)‐3‐(benzyloxy)‐7‐hydroxyoctanoic	NUM
eurjchem-1002	175	3	acid	acid	NOUN
eurjchem-1002	175	4	(	(	PUNCT
eurjchem-1002	175	5	7	7	NUM
eurjchem-1002	175	6	):	):	PUNCT
eurjchem-1002	175	7	color	color	NOUN
eurjchem-1002	175	8	:	:	PUNCT
eurjchem-1002	175	9	colorless	colorless	ADJ
eurjchem-1002	175	10	syrup	syrup	NOUN
eurjchem-1002	175	11	.	.	PUNCT
eurjchem-1002	176	1	yield	yield	NOUN
eurjchem-1002	176	2	:	:	PUNCT
eurjchem-1002	176	3	78	78	NUM
eurjchem-1002	176	4	%	%	NOUN
eurjchem-1002	176	5	.	.	PUNCT
eurjchem-1002	177	1	ir	ir	INTJ
eurjchem-1002	177	2	(	(	PUNCT
eurjchem-1002	177	3	neat	neat	ADJ
eurjchem-1002	177	4	,	,	PUNCT
eurjchem-1002	177	5	ν	ν	NOUN
eurjchem-1002	177	6	,	,	PUNCT
eurjchem-1002	177	7	cm‐1	cm‐1	PROPN
eurjchem-1002	177	8	):	):	PUNCT
eurjchem-1002	177	9	3402	3402	NUM
eurjchem-1002	177	10	,	,	PUNCT
eurjchem-1002	177	11	3048	3048	NUM
eurjchem-1002	177	12	,	,	PUNCT
eurjchem-1002	177	13	2984	2984	NUM
eurjchem-1002	177	14	,	,	PUNCT
eurjchem-1002	177	15	1710	1710	NUM
eurjchem-1002	177	16	,	,	PUNCT
eurjchem-1002	177	17	1436	1436	NUM
eurjchem-1002	177	18	,	,	PUNCT
eurjchem-1002	177	19	1258	1258	NUM
eurjchem-1002	177	20	,	,	PUNCT
eurjchem-1002	177	21	1092	1092	NUM
eurjchem-1002	177	22	,	,	PUNCT
eurjchem-1002	177	23	777	777	NUM
eurjchem-1002	177	24	.	.	PUNCT
eurjchem-1002	178	1	1h	1h	NUM
eurjchem-1002	178	2	nmr	nmr	NOUN
eurjchem-1002	178	3	(	(	PUNCT
eurjchem-1002	178	4	300	300	NUM
eurjchem-1002	178	5	mhz	mhz	NOUN
eurjchem-1002	178	6	,	,	PUNCT
eurjchem-1002	178	7	cdcl3	cdcl3	PROPN
eurjchem-1002	178	8	,	,	PUNCT
eurjchem-1002	178	9	δ	δ	PROPN
eurjchem-1002	178	10	,	,	PUNCT
eurjchem-1002	178	11	ppm	ppm	NUM
eurjchem-1002	178	12	):	):	PUNCT
eurjchem-1002	178	13	10.52	10.52	NUM
eurjchem-1002	178	14	(	(	PUNCT
eurjchem-1002	178	15	brs	brs	PROPN
eurjchem-1002	178	16	,	,	PUNCT
eurjchem-1002	178	17	1h	1h	NUM
eurjchem-1002	178	18	,	,	PUNCT
eurjchem-1002	178	19	‐cooh	‐cooh	NUM
eurjchem-1002	178	20	)	)	PUNCT
eurjchem-1002	178	21	,	,	PUNCT
eurjchem-1002	178	22	7.39‐7.21	7.39‐7.21	NUM
eurjchem-1002	178	23	(	(	PUNCT
eurjchem-1002	178	24	m	m	PROPN
eurjchem-1002	178	25	,	,	PUNCT
eurjchem-1002	178	26	5h	5h	NUM
eurjchem-1002	178	27	,	,	PUNCT
eurjchem-1002	178	28	‐c6h5	‐c6h5	PROPN
eurjchem-1002	178	29	)	)	PUNCT
eurjchem-1002	178	30	,	,	PUNCT
eurjchem-1002	178	31	4.58	4.58	NUM
eurjchem-1002	178	32	(	(	PUNCT
eurjchem-1002	178	33	d	d	PROPN
eurjchem-1002	178	34	,	,	PUNCT
eurjchem-1002	178	35	1h	1h	NUM
eurjchem-1002	178	36	,	,	PUNCT
eurjchem-1002	178	37	j	j	PROPN
eurjchem-1002	178	38	=	=	PROPN
eurjchem-1002	178	39	11.6	11.6	NUM
eurjchem-1002	178	40	hz	hz	NOUN
eurjchem-1002	178	41	,	,	PUNCT
eurjchem-1002	178	42	‐och2ph	‐och2ph	PROPN
eurjchem-1002	178	43	)	)	PUNCT
eurjchem-1002	178	44	,	,	PUNCT
eurjchem-1002	178	45	4.51	4.51	NUM
eurjchem-1002	178	46	(	(	PUNCT
eurjchem-1002	178	47	d	d	PROPN
eurjchem-1002	178	48	,	,	PUNCT
eurjchem-1002	178	49	1h	1h	NUM
eurjchem-1002	178	50	,	,	PUNCT
eurjchem-1002	178	51	j	j	PROPN
eurjchem-1002	178	52	=	=	PROPN
eurjchem-1002	178	53	11.6	11.6	NUM
eurjchem-1002	178	54	hz	hz	NOUN
eurjchem-1002	178	55	,	,	PUNCT
eurjchem-1002	178	56	‐och2ph	‐och2ph	ADJ
eurjchem-1002	178	57	)	)	PUNCT
eurjchem-1002	178	58	,	,	PUNCT
eurjchem-1002	178	59	3.94‐3.85	3.94‐3.85	NUM
eurjchem-1002	178	60	(	(	PUNCT
eurjchem-1002	178	61	m	m	PROPN
eurjchem-1002	178	62	,	,	PUNCT
eurjchem-1002	178	63	2h	2h	NUM
eurjchem-1002	178	64	,	,	PUNCT
eurjchem-1002	178	65	ch	ch	NOUN
eurjchem-1002	178	66	)	)	PUNCT
eurjchem-1002	178	67	,	,	PUNCT
eurjchem-1002	178	68	2.67‐2.49	2.67‐2.49	PROPN
eurjchem-1002	178	69	(	(	PUNCT
eurjchem-1002	178	70	m	m	PROPN
eurjchem-1002	178	71	,	,	PUNCT
eurjchem-1002	178	72	2h	2h	NUM
eurjchem-1002	178	73	,	,	PUNCT
eurjchem-1002	178	74	‐ch2	‐ch2	NUM
eurjchem-1002	178	75	)	)	PUNCT
eurjchem-1002	178	76	,	,	PUNCT
eurjchem-1002	178	77	1.73‐1.34	1.73‐1.34	NUM
eurjchem-1002	178	78	(	(	PUNCT
eurjchem-1002	178	79	m	m	PROPN
eurjchem-1002	178	80	,	,	PUNCT
eurjchem-1002	178	81	7h	7h	PROPN
eurjchem-1002	178	82	,	,	PUNCT
eurjchem-1002	178	83	3	3	NUM
eurjchem-1002	178	84	x	x	SYM
eurjchem-1002	178	85	‐ch2	‐ch2	PUNCT
eurjchem-1002	179	1	+	+	CCONJ
eurjchem-1002	180	1	oh	oh	INTJ
eurjchem-1002	180	2	)	)	PUNCT
eurjchem-1002	180	3	,	,	PUNCT
eurjchem-1002	180	4	1.16	1.16	NUM
eurjchem-1002	180	5	(	(	PUNCT
eurjchem-1002	180	6	d	d	PROPN
eurjchem-1002	180	7	,	,	PUNCT
eurjchem-1002	180	8	3h	3h	NUM
eurjchem-1002	180	9	,	,	PUNCT
eurjchem-1002	180	10	j	j	PROPN
eurjchem-1002	180	11	=	=	SYM
eurjchem-1002	180	12	6.3	6.3	NUM
eurjchem-1002	180	13	hz	hz	NOUN
eurjchem-1002	180	14	,	,	PUNCT
eurjchem-1002	180	15	‐ch3	‐ch3	ADJ
eurjchem-1002	180	16	)	)	PUNCT
eurjchem-1002	180	17	.	.	PUNCT
eurjchem-1002	181	1	13c	13c	NOUN
eurjchem-1002	181	2	nmr	nmr	NOUN
eurjchem-1002	181	3	(	(	PUNCT
eurjchem-1002	181	4	75	75	NUM
eurjchem-1002	181	5	mhz	mhz	NOUN
eurjchem-1002	181	6	,	,	PUNCT
eurjchem-1002	181	7	cdcl3	cdcl3	PROPN
eurjchem-1002	181	8	,	,	PUNCT
eurjchem-1002	181	9	δ	δ	PROPN
eurjchem-1002	181	10	,	,	PUNCT
eurjchem-1002	181	11	ppm	ppm	NUM
eurjchem-1002	181	12	):	):	PUNCT
eurjchem-1002	181	13	176.8	176.8	NUM
eurjchem-1002	181	14	(	(	PUNCT
eurjchem-1002	181	15	1c	1c	NOUN
eurjchem-1002	181	16	,	,	PUNCT
eurjchem-1002	181	17	‐cooh	‐cooh	NUM
eurjchem-1002	181	18	)	)	PUNCT
eurjchem-1002	181	19	,	,	PUNCT
eurjchem-1002	181	20	138.1	138.1	NUM
eurjchem-1002	181	21	(	(	PUNCT
eurjchem-1002	181	22	1c	1c	NUM
eurjchem-1002	181	23	,	,	PUNCT
eurjchem-1002	181	24	ar‐c	ar‐c	PROPN
eurjchem-1002	181	25	)	)	PUNCT
eurjchem-1002	181	26	,	,	PUNCT
eurjchem-1002	181	27	128.4	128.4	NUM
eurjchem-1002	181	28	(	(	PUNCT
eurjchem-1002	181	29	2c	2c	NUM
eurjchem-1002	181	30	,	,	PUNCT
eurjchem-1002	181	31	ar‐c	ar‐c	PROPN
eurjchem-1002	181	32	)	)	PUNCT
eurjchem-1002	181	33	,	,	PUNCT
eurjchem-1002	181	34	128.6	128.6	NUM
eurjchem-1002	181	35	(	(	PUNCT
eurjchem-1002	181	36	1c	1c	NOUN
eurjchem-1002	181	37	,	,	PUNCT
eurjchem-1002	181	38	ar‐c	ar‐c	PROPN
eurjchem-1002	181	39	)	)	PUNCT
eurjchem-1002	181	40	,	,	PUNCT
eurjchem-1002	181	41	127.9	127.9	NUM
eurjchem-1002	181	42	(	(	PUNCT
eurjchem-1002	181	43	2c	2c	NUM
eurjchem-1002	181	44	,	,	PUNCT
eurjchem-1002	181	45	ar‐c	ar‐c	PROPN
eurjchem-1002	181	46	)	)	PUNCT
eurjchem-1002	181	47	,	,	PUNCT
eurjchem-1002	181	48	75.6	75.6	NUM
eurjchem-1002	181	49	(	(	PUNCT
eurjchem-1002	181	50	1c	1c	NOUN
eurjchem-1002	181	51	,	,	PUNCT
eurjchem-1002	181	52	‐ch‐oh	‐ch‐oh	NOUN
eurjchem-1002	181	53	)	)	PUNCT
eurjchem-1002	181	54	,	,	PUNCT
eurjchem-1002	181	55	71.5	71.5	NUM
eurjchem-1002	181	56	(	(	PUNCT
eurjchem-1002	181	57	1c	1c	NOUN
eurjchem-1002	181	58	,	,	PUNCT
eurjchem-1002	181	59	‐ch2‐oh	‐ch2‐oh	NUM
eurjchem-1002	181	60	)	)	PUNCT
eurjchem-1002	181	61	,	,	PUNCT
eurjchem-1002	181	62	67.8	67.8	NUM
eurjchem-1002	181	63	(	(	PUNCT
eurjchem-1002	181	64	1c	1c	NOUN
eurjchem-1002	181	65	,	,	PUNCT
eurjchem-1002	181	66	‐ch‐oh	‐ch‐oh	NOUN
eurjchem-1002	181	67	)	)	PUNCT
eurjchem-1002	181	68	,	,	PUNCT
eurjchem-1002	181	69	39.5	39.5	NUM
eurjchem-1002	181	70	(	(	PUNCT
eurjchem-1002	181	71	1c	1c	NOUN
eurjchem-1002	181	72	,	,	PUNCT
eurjchem-1002	181	73	‐ch2‐	‐ch2‐	PROPN
eurjchem-1002	181	74	)	)	PUNCT
eurjchem-1002	181	75	,	,	PUNCT
eurjchem-1002	181	76	34.1	34.1	NUM
eurjchem-1002	181	77	(	(	PUNCT
eurjchem-1002	181	78	1c	1c	NOUN
eurjchem-1002	181	79	,	,	PUNCT
eurjchem-1002	181	80	‐ch2‐	‐ch2‐	PROPN
eurjchem-1002	181	81	)	)	PUNCT
eurjchem-1002	181	82	,	,	PUNCT
eurjchem-1002	181	83	23.5	23.5	NUM
eurjchem-1002	181	84	(	(	PUNCT
eurjchem-1002	181	85	1c	1c	NOUN
eurjchem-1002	181	86	,	,	PUNCT
eurjchem-1002	181	87	‐ch3	‐ch3	ADJ
eurjchem-1002	181	88	)	)	PUNCT
eurjchem-1002	181	89	,	,	PUNCT
eurjchem-1002	181	90	21.2	21.2	NUM
eurjchem-1002	181	91	(	(	PUNCT
eurjchem-1002	181	92	1c	1c	NOUN
eurjchem-1002	181	93	,	,	PUNCT
eurjchem-1002	181	94	‐ch2‐	‐ch2‐	PROPN
eurjchem-1002	181	95	)	)	PUNCT
eurjchem-1002	181	96	.	.	PUNCT
eurjchem-1002	182	1	esi‐ms	esi‐ms	PROPN
eurjchem-1002	182	2	(	(	PUNCT
eurjchem-1002	182	3	m	m	PROPN
eurjchem-1002	182	4	/	/	SYM
eurjchem-1002	182	5	z	z	NOUN
eurjchem-1002	182	6	):	):	PUNCT
eurjchem-1002	182	7	289	289	NUM
eurjchem-1002	182	8	(	(	PUNCT
eurjchem-1002	182	9	m+na)+	m+na)+	NOUN
eurjchem-1002	182	10	.	.	PUNCT
eurjchem-1002	183	1	[	[	X
eurjchem-1002	183	2	α]d25	α]d25	NOUN
eurjchem-1002	183	3	:	:	PUNCT
eurjchem-1002	183	4	‐8.1	‐8.1	X
eurjchem-1002	183	5	(	(	PUNCT
eurjchem-1002	183	6	c	c	NOUN
eurjchem-1002	183	7	0.8	0.8	NUM
eurjchem-1002	183	8	,	,	PUNCT
eurjchem-1002	183	9	chcl3	chcl3	PROPN
eurjchem-1002	183	10	)	)	PUNCT
eurjchem-1002	183	11	.	.	PUNCT
eurjchem-1002	184	1	2.2.12	2.2.12	NUM
eurjchem-1002	184	2	.	.	PUNCT
eurjchem-1002	185	1	(	(	PUNCT
eurjchem-1002	185	2	4s,8r)‐4‐(benzyloxy)‐8‐methyloxocan‐2‐one	4s,8r)‐4‐(benzyloxy)‐8‐methyloxocan‐2‐one	NUM
eurjchem-1002	185	3	(	(	PUNCT
eurjchem-1002	185	4	19	19	NUM
eurjchem-1002	185	5	)	)	PUNCT
eurjchem-1002	185	6	a	a	DET
eurjchem-1002	185	7	solution	solution	NOUN
eurjchem-1002	185	8	of	of	ADP
eurjchem-1002	185	9	hydroxy	hydroxy	PROPN
eurjchem-1002	185	10	acid	acid	NOUN
eurjchem-1002	185	11	7	7	NUM
eurjchem-1002	185	12	(	(	PUNCT
eurjchem-1002	185	13	0.19	0.19	NUM
eurjchem-1002	185	14	g	g	NOUN
eurjchem-1002	185	15	,	,	PUNCT
eurjchem-1002	185	16	0.64	0.64	NUM
eurjchem-1002	185	17	mmol	mmol	NOUN
eurjchem-1002	185	18	)	)	PUNCT
eurjchem-1002	185	19	in	in	ADP
eurjchem-1002	185	20	dry	dry	ADJ
eurjchem-1002	185	21	thf	thf	NOUN
eurjchem-1002	185	22	(	(	PUNCT
eurjchem-1002	185	23	1	1	NUM
eurjchem-1002	185	24	ml	ml	NOUN
eurjchem-1002	185	25	)	)	PUNCT
eurjchem-1002	185	26	was	be	AUX
eurjchem-1002	185	27	cooled	cool	VERB
eurjchem-1002	185	28	to	to	ADP
eurjchem-1002	185	29	0	0	NUM
eurjchem-1002	185	30	°	°	ADP
eurjchem-1002	185	31	c	c	NOUN
eurjchem-1002	185	32	under	under	ADP
eurjchem-1002	185	33	n2	n2	ADJ
eurjchem-1002	185	34	atmosphere	atmosphere	NOUN
eurjchem-1002	185	35	.	.	PUNCT
eurjchem-1002	186	1	then	then	ADV
eurjchem-1002	186	2	,	,	PUNCT
eurjchem-1002	186	3	triethylamine	triethylamine	NOUN
eurjchem-1002	186	4	(	(	PUNCT
eurjchem-1002	186	5	0.3	0.3	NUM
eurjchem-1002	186	6	ml	ml	NOUN
eurjchem-1002	186	7	,	,	PUNCT
eurjchem-1002	186	8	1.92	1.92	NUM
eurjchem-1002	186	9	mmol	mmol	NOUN
eurjchem-1002	186	10	)	)	PUNCT
eurjchem-1002	186	11	and	and	CCONJ
eurjchem-1002	186	12	2,4,6‐trichlorobenzoyl	2,4,6‐trichlorobenzoyl	NUM
eurjchem-1002	186	13	chloride	chloride	NOUN
eurjchem-1002	186	14	(	(	PUNCT
eurjchem-1002	186	15	0.16	0.16	NUM
eurjchem-1002	186	16	ml	ml	NOUN
eurjchem-1002	186	17	,	,	PUNCT
eurjchem-1002	186	18	0.96	0.96	NUM
eurjchem-1002	186	19	mmol	mmol	NOUN
eurjchem-1002	186	20	)	)	PUNCT
eurjchem-1002	186	21	were	be	AUX
eurjchem-1002	186	22	added	add	VERB
eurjchem-1002	186	23	dropwise	dropwise	NOUN
eurjchem-1002	186	24	and	and	CCONJ
eurjchem-1002	186	25	allowed	allow	VERB
eurjchem-1002	186	26	to	to	PART
eurjchem-1002	186	27	stirr	stirr	VERB
eurjchem-1002	186	28	at	at	ADP
eurjchem-1002	186	29	room	room	NOUN
eurjchem-1002	186	30	temperature	temperature	NOUN
eurjchem-1002	186	31	for	for	ADP
eurjchem-1002	186	32	2	2	NUM
eurjchem-1002	186	33	h.	h.	NOUN
eurjchem-1002	186	34	the	the	DET
eurjchem-1002	186	35	mixture	mixture	NOUN
eurjchem-1002	186	36	was	be	AUX
eurjchem-1002	186	37	then	then	ADV
eurjchem-1002	186	38	diluted	dilute	VERB
eurjchem-1002	186	39	with	with	ADP
eurjchem-1002	186	40	toluene	toluene	NOUN
eurjchem-1002	186	41	(	(	PUNCT
eurjchem-1002	186	42	10	10	NUM
eurjchem-1002	186	43	ml	ml	NOUN
eurjchem-1002	186	44	)	)	PUNCT
eurjchem-1002	186	45	and	and	CCONJ
eurjchem-1002	186	46	stirred	stir	VERB
eurjchem-1002	186	47	at	at	ADP
eurjchem-1002	186	48	room	room	NOUN
eurjchem-1002	186	49	temperature	temperature	NOUN
eurjchem-1002	186	50	for	for	ADP
eurjchem-1002	186	51	further	further	ADJ
eurjchem-1002	186	52	1.5	1.5	NUM
eurjchem-1002	186	53	h.	h.	NOUN
eurjchem-1002	186	54	subsequently	subsequently	ADV
eurjchem-1002	186	55	,	,	PUNCT
eurjchem-1002	186	56	this	this	DET
eurjchem-1002	186	57	mixture	mixture	NOUN
eurjchem-1002	186	58	was	be	AUX
eurjchem-1002	186	59	added	add	VERB
eurjchem-1002	186	60	dropwise	dropwise	NOUN
eurjchem-1002	186	61	over	over	ADP
eurjchem-1002	186	62	8	8	NUM
eurjchem-1002	186	63	h	h	NOUN
eurjchem-1002	186	64	to	to	ADP
eurjchem-1002	186	65	a	a	DET
eurjchem-1002	186	66	stirred	stir	VERB
eurjchem-1002	186	67	solution	solution	NOUN
eurjchem-1002	186	68	of	of	ADP
eurjchem-1002	186	69	dmap	dmap	NOUN
eurjchem-1002	186	70	(	(	PUNCT
eurjchem-1002	186	71	0.15	0.15	NUM
eurjchem-1002	186	72	g	g	NOUN
eurjchem-1002	186	73	,	,	PUNCT
eurjchem-1002	186	74	1.28	1.28	NUM
eurjchem-1002	186	75	mmol	mmol	NOUN
eurjchem-1002	186	76	)	)	PUNCT
eurjchem-1002	186	77	in	in	ADP
eurjchem-1002	186	78	toluene	toluene	NOUN
eurjchem-1002	186	79	(	(	PUNCT
eurjchem-1002	186	80	350	350	NUM
eurjchem-1002	186	81	ml	ml	NOUN
eurjchem-1002	186	82	)	)	PUNCT
eurjchem-1002	186	83	at	at	ADP
eurjchem-1002	186	84	90	90	NUM
eurjchem-1002	186	85	°	°	NOUN
eurjchem-1002	186	86	c	c	NOUN
eurjchem-1002	186	87	.	.	PUNCT
eurjchem-1002	187	1	after	after	ADP
eurjchem-1002	187	2	the	the	DET
eurjchem-1002	187	3	complete	complete	ADJ
eurjchem-1002	187	4	addition	addition	NOUN
eurjchem-1002	187	5	,	,	PUNCT
eurjchem-1002	187	6	the	the	DET
eurjchem-1002	187	7	reaction	reaction	NOUN
eurjchem-1002	187	8	mixture	mixture	NOUN
eurjchem-1002	187	9	was	be	AUX
eurjchem-1002	187	10	further	far	ADV
eurjchem-1002	187	11	stirred	stir	VERB
eurjchem-1002	187	12	at	at	ADP
eurjchem-1002	187	13	100	100	NUM
eurjchem-1002	187	14	°	°	ADP
eurjchem-1002	187	15	c	c	NOUN
eurjchem-1002	187	16	for	for	ADP
eurjchem-1002	187	17	1	1	NUM
eurjchem-1002	187	18	h.	h.	NOUN
eurjchem-1002	187	19	it	it	PRON
eurjchem-1002	187	20	was	be	AUX
eurjchem-1002	187	21	cooled	cool	VERB
eurjchem-1002	187	22	to	to	ADP
eurjchem-1002	187	23	room	room	NOUN
eurjchem-1002	187	24	temperature	temperature	NOUN
eurjchem-1002	187	25	and	and	CCONJ
eurjchem-1002	187	26	concentrated	concentrate	VERB
eurjchem-1002	187	27	under	under	ADP
eurjchem-1002	187	28	reduced	reduced	ADJ
eurjchem-1002	187	29	pressure	pressure	NOUN
eurjchem-1002	187	30	.	.	PUNCT
eurjchem-1002	188	1	purification	purification	NOUN
eurjchem-1002	188	2	of	of	ADP
eurjchem-1002	188	3	the	the	DET
eurjchem-1002	188	4	residue	residue	NOUN
eurjchem-1002	188	5	by	by	ADP
eurjchem-1002	188	6	column	column	NOUN
eurjchem-1002	188	7	chromatography	chromatography	NOUN
eurjchem-1002	188	8	(	(	PUNCT
eurjchem-1002	188	9	60‐120	60‐120	NUM
eurjchem-1002	188	10	silica	silica	NOUN
eurjchem-1002	188	11	gel	gel	NOUN
eurjchem-1002	188	12	,	,	PUNCT
eurjchem-1002	188	13	6	6	NUM
eurjchem-1002	188	14	%	%	NOUN
eurjchem-1002	188	15	etoac	etoac	ADJ
eurjchem-1002	188	16	in	in	ADP
eurjchem-1002	188	17	petroleum	petroleum	NOUN
eurjchem-1002	188	18	ether	ether	NOUN
eurjchem-1002	188	19	)	)	PUNCT
eurjchem-1002	188	20	to	to	PART
eurjchem-1002	188	21	give	give	VERB
eurjchem-1002	188	22	compound	compound	NOUN
eurjchem-1002	188	23	19	19	NUM
eurjchem-1002	188	24	(	(	PUNCT
eurjchem-1002	188	25	scheme	scheme	NOUN
eurjchem-1002	188	26	1	1	NUM
eurjchem-1002	188	27	)	)	PUNCT
eurjchem-1002	188	28	.	.	PUNCT
eurjchem-1002	189	1	(	(	PUNCT
eurjchem-1002	189	2	4s,8r)‐4‐(benzyloxy)‐8‐methyloxocan‐2‐one	4s,8r)‐4‐(benzyloxy)‐8‐methyloxocan‐2‐one	NUM
eurjchem-1002	189	3	(	(	PUNCT
eurjchem-1002	189	4	19	19	NUM
eurjchem-1002	189	5	):	):	PUNCT
eurjchem-1002	189	6	color	color	NOUN
eurjchem-1002	189	7	:	:	PUNCT
eurjchem-1002	189	8	yellow	yellow	ADJ
eurjchem-1002	189	9	syrup	syrup	NOUN
eurjchem-1002	189	10	.	.	PUNCT
eurjchem-1002	190	1	yield	yield	NOUN
eurjchem-1002	190	2	:	:	PUNCT
eurjchem-1002	190	3	64	64	NUM
eurjchem-1002	190	4	%	%	NOUN
eurjchem-1002	190	5	.	.	PUNCT
eurjchem-1002	191	1	ir	ir	INTJ
eurjchem-1002	191	2	(	(	PUNCT
eurjchem-1002	191	3	neat	neat	ADJ
eurjchem-1002	191	4	,	,	PUNCT
eurjchem-1002	191	5	ν	ν	NOUN
eurjchem-1002	191	6	,	,	PUNCT
eurjchem-1002	191	7	cm‐1	cm‐1	PROPN
eurjchem-1002	191	8	):	):	PUNCT
eurjchem-1002	191	9	2924	2924	NUM
eurjchem-1002	191	10	,	,	PUNCT
eurjchem-1002	191	11	2854	2854	NUM
eurjchem-1002	191	12	,	,	PUNCT
eurjchem-1002	191	13	1719	1719	NUM
eurjchem-1002	191	14	,	,	PUNCT
eurjchem-1002	191	15	1611	1611	NUM
eurjchem-1002	191	16	,	,	PUNCT
eurjchem-1002	191	17	1513	1513	NUM
eurjchem-1002	191	18	,	,	PUNCT
eurjchem-1002	191	19	1458	1458	NUM
eurjchem-1002	191	20	,	,	PUNCT
eurjchem-1002	191	21	1170	1170	NUM
eurjchem-1002	191	22	,	,	PUNCT
eurjchem-1002	191	23	1063	1063	NUM
eurjchem-1002	191	24	.	.	PUNCT
eurjchem-1002	192	1	1h	1h	NUM
eurjchem-1002	192	2	nmr	nmr	NOUN
eurjchem-1002	192	3	(	(	PUNCT
eurjchem-1002	192	4	300	300	NUM
eurjchem-1002	192	5	mhz	mhz	NOUN
eurjchem-1002	192	6	,	,	PUNCT
eurjchem-1002	192	7	cdcl3	cdcl3	PROPN
eurjchem-1002	192	8	,	,	PUNCT
eurjchem-1002	192	9	δ	δ	PROPN
eurjchem-1002	192	10	,	,	PUNCT
eurjchem-1002	192	11	ppm	ppm	NOUN
eurjchem-1002	192	12	):	):	PUNCT
eurjchem-1002	192	13	7.38‐7.21	7.38‐7.21	PROPN
eurjchem-1002	192	14	(	(	PUNCT
eurjchem-1002	192	15	m	m	PROPN
eurjchem-1002	192	16	,	,	PUNCT
eurjchem-1002	192	17	5h	5h	NUM
eurjchem-1002	192	18	,	,	PUNCT
eurjchem-1002	192	19	‐c6h5	‐c6h5	PROPN
eurjchem-1002	192	20	)	)	PUNCT
eurjchem-1002	192	21	,	,	PUNCT
eurjchem-1002	192	22	4.77‐4.69	4.77‐4.69	PROPN
eurjchem-1002	192	23	(	(	PUNCT
eurjchem-1002	192	24	m	m	PROPN
eurjchem-1002	192	25	,	,	PUNCT
eurjchem-1002	192	26	1h	1h	NUM
eurjchem-1002	192	27	,	,	PUNCT
eurjchem-1002	192	28	‐och	‐och	PROPN
eurjchem-1002	192	29	)	)	PUNCT
eurjchem-1002	192	30	,	,	PUNCT
eurjchem-1002	192	31	4.60	4.60	NUM
eurjchem-1002	192	32	(	(	PUNCT
eurjchem-1002	192	33	d	d	PROPN
eurjchem-1002	192	34	,	,	PUNCT
eurjchem-1002	192	35	1h	1h	NUM
eurjchem-1002	192	36	,	,	PUNCT
eurjchem-1002	192	37	j	j	PROPN
eurjchem-1002	192	38	=	=	PROPN
eurjchem-1002	192	39	11.6	11.6	NUM
eurjchem-1002	192	40	hz	hz	NOUN
eurjchem-1002	192	41	,	,	PUNCT
eurjchem-1002	192	42	‐och2ph	‐och2ph	PROPN
eurjchem-1002	192	43	)	)	PUNCT
eurjchem-1002	192	44	,	,	PUNCT
eurjchem-1002	192	45	4.45	4.45	NUM
eurjchem-1002	192	46	(	(	PUNCT
eurjchem-1002	192	47	d	d	PROPN
eurjchem-1002	192	48	,	,	PUNCT
eurjchem-1002	192	49	1h	1h	NUM
eurjchem-1002	192	50	,	,	PUNCT
eurjchem-1002	192	51	j	j	PROPN
eurjchem-1002	192	52	=	=	PROPN
eurjchem-1002	192	53	11.6	11.6	NUM
eurjchem-1002	192	54	hz	hz	NOUN
eurjchem-1002	192	55	,	,	PUNCT
eurjchem-1002	192	56	‐och2ph	‐och2ph	PROPN
eurjchem-1002	192	57	)	)	PUNCT
eurjchem-1002	192	58	,	,	PUNCT
eurjchem-1002	192	59	3.76‐3.66	3.76‐3.66	NUM
eurjchem-1002	192	60	(	(	PUNCT
eurjchem-1002	192	61	m	m	PROPN
eurjchem-1002	192	62	,	,	PUNCT
eurjchem-1002	192	63	1h	1h	NUM
eurjchem-1002	192	64	,	,	PUNCT
eurjchem-1002	192	65	‐och	‐och	PROPN
eurjchem-1002	192	66	)	)	PUNCT
eurjchem-1002	192	67	,	,	PUNCT
eurjchem-1002	192	68	2.77‐2.68	2.77‐2.68	NUM
eurjchem-1002	192	69	(	(	PUNCT
eurjchem-1002	192	70	m	m	PROPN
eurjchem-1002	192	71	,	,	PUNCT
eurjchem-1002	192	72	2h	2h	NUM
eurjchem-1002	192	73	,	,	PUNCT
eurjchem-1002	192	74	‐ch2	‐ch2	NUM
eurjchem-1002	192	75	)	)	PUNCT
eurjchem-1002	192	76	,	,	PUNCT
eurjchem-1002	192	77	1.88‐1.79	1.88‐1.79	NUM
eurjchem-1002	192	78	(	(	PUNCT
eurjchem-1002	192	79	br	br	PROPN
eurjchem-1002	192	80	.	.	PROPN
eurjchem-1002	193	1	m	m	PROPN
eurjchem-1002	193	2	,	,	PUNCT
eurjchem-1002	193	3	4h	4h	NUM
eurjchem-1002	193	4	,	,	PUNCT
eurjchem-1002	193	5	2	2	NUM
eurjchem-1002	193	6	x	x	NOUN
eurjchem-1002	193	7	‐ch2	‐ch2	NUM
eurjchem-1002	193	8	)	)	PUNCT
eurjchem-1002	193	9	,	,	PUNCT
eurjchem-1002	193	10	1.71‐1.62	1.71‐1.62	NUM
eurjchem-1002	193	11	(	(	PUNCT
eurjchem-1002	193	12	m	m	PROPN
eurjchem-1002	193	13	,	,	PUNCT
eurjchem-1002	193	14	2h	2h	NUM
eurjchem-1002	193	15	,	,	PUNCT
eurjchem-1002	193	16	‐ch2	‐ch2	NUM
eurjchem-1002	193	17	)	)	PUNCT
eurjchem-1002	193	18	,	,	PUNCT
eurjchem-1002	193	19	1.31	1.31	NUM
eurjchem-1002	193	20	(	(	PUNCT
eurjchem-1002	193	21	d	d	NOUN
eurjchem-1002	193	22	,	,	PUNCT
eurjchem-1002	193	23	3h	3h	NUM
eurjchem-1002	193	24	,	,	PUNCT
eurjchem-1002	193	25	j	j	PROPN
eurjchem-1002	193	26	=	=	SYM
eurjchem-1002	193	27	6.0	6.0	NUM
eurjchem-1002	193	28	hz	hz	NOUN
eurjchem-1002	193	29	,	,	PUNCT
eurjchem-1002	193	30	‐ch3	‐ch3	ADJ
eurjchem-1002	193	31	)	)	PUNCT
eurjchem-1002	193	32	.	.	PUNCT
eurjchem-1002	194	1	13c	13c	NOUN
eurjchem-1002	194	2	nmr	nmr	NOUN
eurjchem-1002	194	3	(	(	PUNCT
eurjchem-1002	194	4	75	75	NUM
eurjchem-1002	194	5	mhz	mhz	NOUN
eurjchem-1002	194	6	,	,	PUNCT
eurjchem-1002	194	7	cdcl3	cdcl3	PROPN
eurjchem-1002	194	8	,	,	PUNCT
eurjchem-1002	194	9	δ	δ	PROPN
eurjchem-1002	194	10	,	,	PUNCT
eurjchem-1002	194	11	ppm	ppm	NUM
eurjchem-1002	194	12	):	):	PUNCT
eurjchem-1002	194	13	172.8	172.8	NUM
eurjchem-1002	194	14	(	(	PUNCT
eurjchem-1002	194	15	1c	1c	NOUN
eurjchem-1002	194	16	,	,	PUNCT
eurjchem-1002	194	17	‐o‐c	‐o‐c	NOUN
eurjchem-1002	194	18	=	=	SYM
eurjchem-1002	194	19	o	o	NOUN
eurjchem-1002	194	20	)	)	PUNCT
eurjchem-1002	194	21	,	,	PUNCT
eurjchem-1002	194	22	139.4	139.4	NUM
eurjchem-1002	194	23	(	(	PUNCT
eurjchem-1002	194	24	1c	1c	NUM
eurjchem-1002	194	25	,	,	PUNCT
eurjchem-1002	194	26	ar‐c	ar‐c	PROPN
eurjchem-1002	194	27	)	)	PUNCT
eurjchem-1002	194	28	,	,	PUNCT
eurjchem-1002	194	29	130.5	130.5	NUM
eurjchem-1002	194	30	(	(	PUNCT
eurjchem-1002	194	31	2c	2c	NUM
eurjchem-1002	194	32	,	,	PUNCT
eurjchem-1002	194	33	ar‐c	ar‐c	PROPN
eurjchem-1002	194	34	)	)	PUNCT
eurjchem-1002	194	35	,	,	PUNCT
eurjchem-1002	194	36	129.5	129.5	NUM
eurjchem-1002	194	37	(	(	PUNCT
eurjchem-1002	194	38	1c	1c	NOUN
eurjchem-1002	194	39	,	,	PUNCT
eurjchem-1002	194	40	ar‐c	ar‐c	PROPN
eurjchem-1002	194	41	)	)	PUNCT
eurjchem-1002	194	42	,	,	PUNCT
eurjchem-1002	194	43	128.1	128.1	NUM
eurjchem-1002	194	44	(	(	PUNCT
eurjchem-1002	194	45	2c	2c	NUM
eurjchem-1002	194	46	,	,	PUNCT
eurjchem-1002	194	47	ar‐c	ar‐c	PROPN
eurjchem-1002	194	48	)	)	PUNCT
eurjchem-1002	194	49	,	,	PUNCT
eurjchem-1002	194	50	75.7	75.7	NUM
eurjchem-1002	194	51	(	(	PUNCT
eurjchem-1002	194	52	1c	1c	NOUN
eurjchem-1002	194	53	,	,	PUNCT
eurjchem-1002	194	54	‐o‐ch‐	‐o‐ch‐	NUM
eurjchem-1002	194	55	)	)	PUNCT
eurjchem-1002	194	56	,	,	PUNCT
eurjchem-1002	194	57	72.3	72.3	NUM
eurjchem-1002	194	58	(	(	PUNCT
eurjchem-1002	194	59	1c	1c	NOUN
eurjchem-1002	194	60	,	,	PUNCT
eurjchem-1002	194	61	‐o‐ch2‐	‐o‐ch2‐	NOUN
eurjchem-1002	194	62	)	)	PUNCT
eurjchem-1002	194	63	,	,	PUNCT
eurjchem-1002	194	64	70.1	70.1	NUM
eurjchem-1002	194	65	(	(	PUNCT
eurjchem-1002	194	66	1c	1c	NOUN
eurjchem-1002	194	67	,	,	PUNCT
eurjchem-1002	194	68	‐o‐ch‐	‐o‐ch‐	NUM
eurjchem-1002	194	69	)	)	PUNCT
eurjchem-1002	194	70	,	,	PUNCT
eurjchem-1002	194	71	38.7	38.7	NUM
eurjchem-1002	194	72	(	(	PUNCT
eurjchem-1002	194	73	1c	1c	NOUN
eurjchem-1002	194	74	,	,	PUNCT
eurjchem-1002	194	75	‐ch2‐	‐ch2‐	PROPN
eurjchem-1002	194	76	)	)	PUNCT
eurjchem-1002	194	77	,	,	PUNCT
eurjchem-1002	194	78	38.2	38.2	NUM
eurjchem-1002	194	79	(	(	PUNCT
eurjchem-1002	194	80	1c	1c	NOUN
eurjchem-1002	194	81	,	,	PUNCT
eurjchem-1002	194	82	‐ch2‐	‐ch2‐	PROPN
eurjchem-1002	194	83	)	)	PUNCT
eurjchem-1002	194	84	,	,	PUNCT
eurjchem-1002	194	85	33.3	33.3	NUM
eurjchem-1002	194	86	(	(	PUNCT
eurjchem-1002	194	87	1c	1c	NOUN
eurjchem-1002	194	88	,	,	PUNCT
eurjchem-1002	194	89	‐ch2‐	‐ch2‐	PROPN
eurjchem-1002	194	90	)	)	PUNCT
eurjchem-1002	194	91	,	,	PUNCT
eurjchem-1002	194	92	21.6	21.6	NUM
eurjchem-1002	194	93	(	(	PUNCT
eurjchem-1002	194	94	1c	1c	NOUN
eurjchem-1002	194	95	,	,	PUNCT
eurjchem-1002	194	96	‐	‐	PROPN
eurjchem-1002	194	97	ch3	ch3	PROPN
eurjchem-1002	194	98	,	,	PUNCT
eurjchem-1002	194	99	19.4	19.4	NUM
eurjchem-1002	194	100	(	(	PUNCT
eurjchem-1002	194	101	1c	1c	NOUN
eurjchem-1002	194	102	,	,	PUNCT
eurjchem-1002	194	103	‐ch2‐	‐ch2‐	PROPN
eurjchem-1002	194	104	)	)	PUNCT
eurjchem-1002	194	105	.	.	PUNCT
eurjchem-1002	195	1	esi‐ms	esi‐ms	PROPN
eurjchem-1002	195	2	(	(	PUNCT
eurjchem-1002	195	3	m	m	PROPN
eurjchem-1002	195	4	/	/	SYM
eurjchem-1002	195	5	z	z	NOUN
eurjchem-1002	195	6	):	):	PUNCT
eurjchem-1002	195	7	271	271	NUM
eurjchem-1002	195	8	(	(	PUNCT
eurjchem-1002	195	9	m+na)+	m+na)+	NOUN
eurjchem-1002	195	10	.	.	PUNCT
eurjchem-1002	196	1	[	[	X
eurjchem-1002	196	2	α]d25	α]d25	NOUN
eurjchem-1002	196	3	:	:	PUNCT
eurjchem-1002	196	4	‐75.4	‐75.4	NUM
eurjchem-1002	196	5	(	(	PUNCT
eurjchem-1002	196	6	c	c	NOUN
eurjchem-1002	196	7	0.16	0.16	NUM
eurjchem-1002	196	8	,	,	PUNCT
eurjchem-1002	196	9	chcl3	chcl3	PROPN
eurjchem-1002	196	10	)	)	PUNCT
eurjchem-1002	196	11	.	.	PUNCT
eurjchem-1002	197	1	harkala	harkala	INTJ
eurjchem-1002	197	2	et	et	PROPN
eurjchem-1002	197	3	al	al	PROPN
eurjchem-1002	197	4	.	.	PUNCT
eurjchem-1002	197	5	/	/	SYM
eurjchem-1002	197	6	european	european	PROPN
eurjchem-1002	197	7	journal	journal	PROPN
eurjchem-1002	197	8	of	of	ADP
eurjchem-1002	197	9	chemistry	chemistry	NOUN
eurjchem-1002	197	10	5	5	NUM
eurjchem-1002	197	11	(	(	PUNCT
eurjchem-1002	197	12	1	1	NUM
eurjchem-1002	197	13	)	)	PUNCT
eurjchem-1002	197	14	(	(	PUNCT
eurjchem-1002	197	15	2014	2014	NUM
eurjchem-1002	197	16	)	)	PUNCT
eurjchem-1002	197	17	127‐132	127‐132	PROPN
eurjchem-1002	198	1	131	131	NUM
eurjchem-1002	198	2	scheme	scheme	NOUN
eurjchem-1002	198	3	2	2	NUM
eurjchem-1002	198	4	2.2.13	2.2.13	NUM
eurjchem-1002	198	5	.	.	PUNCT
eurjchem-1002	199	1	(	(	PUNCT
eurjchem-1002	199	2	‐)cephalosporolide	‐)cephalosporolide	NOUN
eurjchem-1002	199	3	d	d	X
eurjchem-1002	199	4	(	(	PUNCT
eurjchem-1002	199	5	3	3	NUM
eurjchem-1002	199	6	)	)	PUNCT
eurjchem-1002	199	7	to	to	ADP
eurjchem-1002	199	8	a	a	DET
eurjchem-1002	199	9	solution	solution	NOUN
eurjchem-1002	199	10	of	of	ADP
eurjchem-1002	199	11	compound	compound	NOUN
eurjchem-1002	199	12	19	19	NUM
eurjchem-1002	199	13	(	(	PUNCT
eurjchem-1002	199	14	90	90	NUM
eurjchem-1002	199	15	mg	mg	PROPN
eurjchem-1002	199	16	,	,	PUNCT
eurjchem-1002	199	17	0.32	0.32	NUM
eurjchem-1002	199	18	mmol	mmol	NOUN
eurjchem-1002	199	19	)	)	PUNCT
eurjchem-1002	199	20	in	in	ADP
eurjchem-1002	199	21	ch2cl2	ch2cl2	PUNCT
eurjchem-1002	199	22	(	(	PUNCT
eurjchem-1002	199	23	2	2	NUM
eurjchem-1002	199	24	ml	ml	NOUN
eurjchem-1002	199	25	)	)	PUNCT
eurjchem-1002	199	26	,	,	PUNCT
eurjchem-1002	199	27	ticl4	ticl4	PROPN
eurjchem-1002	199	28	(	(	PUNCT
eurjchem-1002	199	29	0.02	0.02	NUM
eurjchem-1002	199	30	g	g	NOUN
eurjchem-1002	199	31	,	,	PUNCT
eurjchem-1002	199	32	0.08	0.08	NUM
eurjchem-1002	199	33	mmol	mmol	NOUN
eurjchem-1002	199	34	)	)	PUNCT
eurjchem-1002	199	35	in	in	ADP
eurjchem-1002	199	36	ch2cl2	ch2cl2	PUNCT
eurjchem-1002	199	37	(	(	PUNCT
eurjchem-1002	199	38	1	1	NUM
eurjchem-1002	199	39	ml	ml	NOUN
eurjchem-1002	199	40	)	)	PUNCT
eurjchem-1002	199	41	was	be	AUX
eurjchem-1002	199	42	added	add	VERB
eurjchem-1002	199	43	and	and	CCONJ
eurjchem-1002	199	44	it	it	PRON
eurjchem-1002	199	45	was	be	AUX
eurjchem-1002	199	46	allowed	allow	VERB
eurjchem-1002	199	47	to	to	PART
eurjchem-1002	199	48	stir	stir	VERB
eurjchem-1002	199	49	at	at	ADP
eurjchem-1002	199	50	room	room	NOUN
eurjchem-1002	199	51	temperature	temperature	NOUN
eurjchem-1002	199	52	for	for	ADP
eurjchem-1002	199	53	3	3	NUM
eurjchem-1002	199	54	h.	h.	NOUN
eurjchem-1002	199	55	after	after	ADP
eurjchem-1002	199	56	completion	completion	NOUN
eurjchem-1002	199	57	of	of	ADP
eurjchem-1002	199	58	the	the	DET
eurjchem-1002	199	59	reaction	reaction	NOUN
eurjchem-1002	199	60	,	,	PUNCT
eurjchem-1002	199	61	it	it	PRON
eurjchem-1002	199	62	was	be	AUX
eurjchem-1002	199	63	quenched	quench	VERB
eurjchem-1002	199	64	with	with	ADP
eurjchem-1002	199	65	sat	sit	VERB
eurjchem-1002	199	66	.	.	PUNCT
eurjchem-1002	200	1	nahco3	nahco3	ADJ
eurjchem-1002	200	2	solution	solution	NOUN
eurjchem-1002	200	3	(	(	PUNCT
eurjchem-1002	200	4	10	10	NUM
eurjchem-1002	200	5	ml	ml	NOUN
eurjchem-1002	200	6	)	)	PUNCT
eurjchem-1002	200	7	,	,	PUNCT
eurjchem-1002	200	8	filtered	filter	VERB
eurjchem-1002	200	9	and	and	CCONJ
eurjchem-1002	200	10	washed	wash	VERB
eurjchem-1002	200	11	with	with	ADP
eurjchem-1002	200	12	ch2cl2	ch2cl2	PUNCT
eurjchem-1002	200	13	(	(	PUNCT
eurjchem-1002	200	14	2	2	NUM
eurjchem-1002	200	15	×	×	NOUN
eurjchem-1002	200	16	10	10	NUM
eurjchem-1002	200	17	ml	ml	NOUN
eurjchem-1002	200	18	)	)	PUNCT
eurjchem-1002	200	19	.	.	PUNCT
eurjchem-1002	201	1	the	the	DET
eurjchem-1002	201	2	organic	organic	ADJ
eurjchem-1002	201	3	layer	layer	NOUN
eurjchem-1002	201	4	was	be	AUX
eurjchem-1002	201	5	dried	dry	VERB
eurjchem-1002	201	6	over	over	ADP
eurjchem-1002	201	7	anhydrous	anhydrous	ADJ
eurjchem-1002	201	8	na2so4	na2so4	NOUN
eurjchem-1002	201	9	and	and	CCONJ
eurjchem-1002	201	10	evaporated	evaporate	VERB
eurjchem-1002	201	11	under	under	ADP
eurjchem-1002	201	12	reduced	reduced	ADJ
eurjchem-1002	201	13	pressure	pressure	NOUN
eurjchem-1002	201	14	.	.	PUNCT
eurjchem-1002	202	1	purification	purification	NOUN
eurjchem-1002	202	2	of	of	ADP
eurjchem-1002	202	3	the	the	DET
eurjchem-1002	202	4	residue	residue	NOUN
eurjchem-1002	202	5	by	by	ADP
eurjchem-1002	202	6	column	column	NOUN
eurjchem-1002	202	7	chromatography	chromatography	NOUN
eurjchem-1002	202	8	(	(	PUNCT
eurjchem-1002	202	9	60‐120	60‐120	NUM
eurjchem-1002	202	10	silica	silica	NOUN
eurjchem-1002	202	11	gel	gel	NOUN
eurjchem-1002	202	12	,	,	PUNCT
eurjchem-1002	202	13	20	20	NUM
eurjchem-1002	202	14	%	%	NOUN
eurjchem-1002	202	15	etoac	etoac	ADJ
eurjchem-1002	202	16	in	in	ADP
eurjchem-1002	202	17	petroleum	petroleum	NOUN
eurjchem-1002	202	18	ether	ether	NOUN
eurjchem-1002	202	19	)	)	PUNCT
eurjchem-1002	202	20	furnished	furnish	VERB
eurjchem-1002	202	21	compound	compound	NOUN
eurjchem-1002	202	22	3	3	NUM
eurjchem-1002	202	23	(	(	PUNCT
eurjchem-1002	202	24	scheme	scheme	NOUN
eurjchem-1002	202	25	1	1	NUM
eurjchem-1002	202	26	)	)	PUNCT
eurjchem-1002	202	27	.	.	PUNCT
eurjchem-1002	203	1	(	(	PUNCT
eurjchem-1002	203	2	‐	‐	NOUN
eurjchem-1002	203	3	)	)	PUNCT
eurjchem-1002	203	4	cephalosporolide	cephalosporolide	PROPN
eurjchem-1002	204	1	d	d	X
eurjchem-1002	204	2	(	(	PUNCT
eurjchem-1002	204	3	3	3	NUM
eurjchem-1002	204	4	):	):	PUNCT
eurjchem-1002	204	5	color	color	NOUN
eurjchem-1002	204	6	:	:	PUNCT
eurjchem-1002	204	7	colorless	colorless	ADJ
eurjchem-1002	204	8	syrup	syrup	NOUN
eurjchem-1002	204	9	.	.	PUNCT
eurjchem-1002	205	1	yield	yield	NOUN
eurjchem-1002	205	2	:	:	PUNCT
eurjchem-1002	205	3	88	88	NUM
eurjchem-1002	205	4	%	%	NOUN
eurjchem-1002	205	5	.	.	PUNCT
eurjchem-1002	206	1	ir	ir	INTJ
eurjchem-1002	206	2	(	(	PUNCT
eurjchem-1002	206	3	neat	neat	ADJ
eurjchem-1002	206	4	,	,	PUNCT
eurjchem-1002	206	5	ν	ν	NOUN
eurjchem-1002	206	6	,	,	PUNCT
eurjchem-1002	206	7	cm‐1	cm‐1	PROPN
eurjchem-1002	206	8	):	):	PUNCT
eurjchem-1002	206	9	3422	3422	NUM
eurjchem-1002	206	10	,	,	PUNCT
eurjchem-1002	206	11	2931	2931	NUM
eurjchem-1002	206	12	,	,	PUNCT
eurjchem-1002	206	13	1721	1721	NUM
eurjchem-1002	206	14	,	,	PUNCT
eurjchem-1002	206	15	1646	1646	NUM
eurjchem-1002	206	16	,	,	PUNCT
eurjchem-1002	206	17	1439	1439	NUM
eurjchem-1002	206	18	,	,	PUNCT
eurjchem-1002	206	19	1283	1283	NUM
eurjchem-1002	206	20	,	,	PUNCT
eurjchem-1002	206	21	1159	1159	NUM
eurjchem-1002	206	22	,	,	PUNCT
eurjchem-1002	206	23	1118	1118	NUM
eurjchem-1002	206	24	.	.	PUNCT
eurjchem-1002	207	1	1h	1h	NUM
eurjchem-1002	207	2	nmr	nmr	NOUN
eurjchem-1002	207	3	(	(	PUNCT
eurjchem-1002	207	4	300	300	NUM
eurjchem-1002	207	5	mhz	mhz	NOUN
eurjchem-1002	207	6	,	,	PUNCT
eurjchem-1002	207	7	cdcl3	cdcl3	PROPN
eurjchem-1002	207	8	,	,	PUNCT
eurjchem-1002	207	9	δ	δ	PROPN
eurjchem-1002	207	10	,	,	PUNCT
eurjchem-1002	207	11	ppm	ppm	NOUN
eurjchem-1002	207	12	):	):	PUNCT
eurjchem-1002	207	13	4.67‐4.60	4.67‐4.60	NUM
eurjchem-1002	207	14	(	(	PUNCT
eurjchem-1002	207	15	m	m	PROPN
eurjchem-1002	207	16	,	,	PUNCT
eurjchem-1002	207	17	1h	1h	NUM
eurjchem-1002	207	18	,	,	PUNCT
eurjchem-1002	207	19	‐och	‐och	PROPN
eurjchem-1002	207	20	)	)	PUNCT
eurjchem-1002	207	21	,	,	PUNCT
eurjchem-1002	207	22	4.16‐3.95	4.16‐3.95	PROPN
eurjchem-1002	207	23	(	(	PUNCT
eurjchem-1002	207	24	m	m	PROPN
eurjchem-1002	207	25	,	,	PUNCT
eurjchem-1002	207	26	1h	1h	NUM
eurjchem-1002	207	27	,	,	PUNCT
eurjchem-1002	207	28	‐ch	‐ch	NOUN
eurjchem-1002	207	29	)	)	PUNCT
eurjchem-1002	207	30	,	,	PUNCT
eurjchem-1002	207	31	2.92‐2.61	2.92‐2.61	NOUN
eurjchem-1002	207	32	(	(	PUNCT
eurjchem-1002	207	33	dd	dd	NOUN
eurjchem-1002	207	34	,	,	PUNCT
eurjchem-1002	207	35	2h	2h	NUM
eurjchem-1002	207	36	,	,	PUNCT
eurjchem-1002	207	37	j	j	X
eurjchem-1002	207	38	=	=	SYM
eurjchem-1002	207	39	5.8	5.8	NUM
eurjchem-1002	207	40	,	,	PUNCT
eurjchem-1002	207	41	11.9	11.9	NUM
eurjchem-1002	207	42	hz	hz	NOUN
eurjchem-1002	207	43	,	,	PUNCT
eurjchem-1002	207	44	2	2	NUM
eurjchem-1002	207	45	x	x	NOUN
eurjchem-1002	207	46	‐ch	‐ch	X
eurjchem-1002	207	47	=	=	SYM
eurjchem-1002	207	48	co	co	NOUN
eurjchem-1002	207	49	)	)	PUNCT
eurjchem-1002	207	50	,	,	PUNCT
eurjchem-1002	207	51	1.89‐1.50	1.89‐1.50	NUM
eurjchem-1002	207	52	(	(	PUNCT
eurjchem-1002	207	53	m	m	PROPN
eurjchem-1002	207	54	,	,	PUNCT
eurjchem-1002	207	55	8h	8h	PROPN
eurjchem-1002	207	56	,	,	PUNCT
eurjchem-1002	207	57	oh	oh	INTJ
eurjchem-1002	207	58	,	,	PUNCT
eurjchem-1002	207	59	ch	ch	NOUN
eurjchem-1002	207	60	,	,	PUNCT
eurjchem-1002	207	61	3	3	NUM
eurjchem-1002	207	62	×	×	PROPN
eurjchem-1002	207	63	ch2	ch2	PROPN
eurjchem-1002	207	64	)	)	PUNCT
eurjchem-1002	207	65	,	,	PUNCT
eurjchem-1002	207	66	1.33	1.33	NUM
eurjchem-1002	207	67	(	(	PUNCT
eurjchem-1002	207	68	d	d	PROPN
eurjchem-1002	207	69	,	,	PUNCT
eurjchem-1002	207	70	j	j	PROPN
eurjchem-1002	207	71	=	=	SYM
eurjchem-1002	207	72	5.9	5.9	NUM
eurjchem-1002	207	73	hz	hz	NOUN
eurjchem-1002	207	74	,	,	PUNCT
eurjchem-1002	207	75	3h	3h	NUM
eurjchem-1002	207	76	,	,	PUNCT
eurjchem-1002	207	77	ch3	ch3	PROPN
eurjchem-1002	207	78	)	)	PUNCT
eurjchem-1002	207	79	.	.	PUNCT
eurjchem-1002	208	1	13c	13c	NOUN
eurjchem-1002	208	2	nmr	nmr	NOUN
eurjchem-1002	208	3	(	(	PUNCT
eurjchem-1002	208	4	75	75	NUM
eurjchem-1002	208	5	mhz	mhz	NOUN
eurjchem-1002	208	6	,	,	PUNCT
eurjchem-1002	208	7	cdcl3	cdcl3	PROPN
eurjchem-1002	208	8	,	,	PUNCT
eurjchem-1002	208	9	δ	δ	PROPN
eurjchem-1002	208	10	,	,	PUNCT
eurjchem-1002	208	11	ppm	ppm	NUM
eurjchem-1002	208	12	):	):	PUNCT
eurjchem-1002	208	13	172.1	172.1	NUM
eurjchem-1002	208	14	(	(	PUNCT
eurjchem-1002	208	15	1c	1c	NOUN
eurjchem-1002	208	16	,	,	PUNCT
eurjchem-1002	208	17	‐o‐c	‐o‐c	NOUN
eurjchem-1002	208	18	=	=	SYM
eurjchem-1002	208	19	o	o	NOUN
eurjchem-1002	208	20	)	)	PUNCT
eurjchem-1002	208	21	,	,	PUNCT
eurjchem-1002	208	22	75.1	75.1	NUM
eurjchem-1002	208	23	(	(	PUNCT
eurjchem-1002	208	24	1c	1c	NOUN
eurjchem-1002	208	25	,	,	PUNCT
eurjchem-1002	208	26	‐o‐ch‐	‐o‐ch‐	NUM
eurjchem-1002	208	27	)	)	PUNCT
eurjchem-1002	208	28	,	,	PUNCT
eurjchem-1002	208	29	71.4	71.4	NUM
eurjchem-1002	208	30	(	(	PUNCT
eurjchem-1002	208	31	1c	1c	NOUN
eurjchem-1002	208	32	,	,	PUNCT
eurjchem-1002	208	33	‐ch‐oh	‐ch‐oh	NOUN
eurjchem-1002	208	34	)	)	PUNCT
eurjchem-1002	208	35	,	,	PUNCT
eurjchem-1002	208	36	43.3	43.3	NUM
eurjchem-1002	208	37	(	(	PUNCT
eurjchem-1002	208	38	1c	1c	NOUN
eurjchem-1002	208	39	,	,	PUNCT
eurjchem-1002	208	40	‐	‐	ADJ
eurjchem-1002	208	41	ch2‐	ch2‐	NOUN
eurjchem-1002	208	42	)	)	PUNCT
eurjchem-1002	208	43	,	,	PUNCT
eurjchem-1002	208	44	38.5	38.5	NUM
eurjchem-1002	208	45	(	(	PUNCT
eurjchem-1002	208	46	1c	1c	NOUN
eurjchem-1002	208	47	,	,	PUNCT
eurjchem-1002	208	48	‐ch2‐	‐ch2‐	PROPN
eurjchem-1002	208	49	)	)	PUNCT
eurjchem-1002	208	50	,	,	PUNCT
eurjchem-1002	208	51	36.6	36.6	NUM
eurjchem-1002	208	52	(	(	PUNCT
eurjchem-1002	208	53	1c	1c	NOUN
eurjchem-1002	208	54	,	,	PUNCT
eurjchem-1002	208	55	‐ch2‐	‐ch2‐	PROPN
eurjchem-1002	208	56	)	)	PUNCT
eurjchem-1002	208	57	,	,	PUNCT
eurjchem-1002	208	58	25.7	25.7	NUM
eurjchem-1002	208	59	(	(	PUNCT
eurjchem-1002	208	60	1c	1c	NOUN
eurjchem-1002	208	61	,	,	PUNCT
eurjchem-1002	208	62	‐ch3	‐ch3	ADJ
eurjchem-1002	208	63	,	,	PUNCT
eurjchem-1002	208	64	19.1	19.1	NUM
eurjchem-1002	208	65	(	(	PUNCT
eurjchem-1002	208	66	1c	1c	NOUN
eurjchem-1002	208	67	,	,	PUNCT
eurjchem-1002	208	68	‐ch2‐	‐ch2‐	PROPN
eurjchem-1002	208	69	)	)	PUNCT
eurjchem-1002	208	70	.	.	PUNCT
eurjchem-1002	209	1	esi‐ms	esi‐ms	PROPN
eurjchem-1002	209	2	(	(	PUNCT
eurjchem-1002	209	3	m	m	PROPN
eurjchem-1002	209	4	/	/	SYM
eurjchem-1002	209	5	z	z	NOUN
eurjchem-1002	209	6	):	):	PUNCT
eurjchem-1002	209	7	181	181	NUM
eurjchem-1002	210	1	[	[	X
eurjchem-1002	210	2	m	m	X
eurjchem-1002	210	3	+	+	NOUN
eurjchem-1002	210	4	na]+	na]+	NOUN
eurjchem-1002	210	5	.	.	PUNCT
eurjchem-1002	211	1	[	[	X
eurjchem-1002	211	2	α]d25	α]d25	NOUN
eurjchem-1002	211	3	:	:	PUNCT
eurjchem-1002	211	4	‐40.1	‐40.1	X
eurjchem-1002	211	5	(	(	PUNCT
eurjchem-1002	211	6	c	c	NOUN
eurjchem-1002	211	7	0.9	0.9	NUM
eurjchem-1002	211	8	,	,	PUNCT
eurjchem-1002	211	9	chcl3	chcl3	PROPN
eurjchem-1002	211	10	)	)	PUNCT
eurjchem-1002	211	11	.	.	PUNCT
eurjchem-1002	212	1	3	3	X
eurjchem-1002	212	2	.	.	NOUN
eurjchem-1002	212	3	results	result	NOUN
eurjchem-1002	212	4	and	and	CCONJ
eurjchem-1002	212	5	discussion	discussion	VERB
eurjchem-1002	212	6	our	our	PRON
eurjchem-1002	212	7	retrosynthetic	retrosynthetic	ADJ
eurjchem-1002	212	8	analysis	analysis	NOUN
eurjchem-1002	212	9	is	be	AUX
eurjchem-1002	212	10	outlined	outline	VERB
eurjchem-1002	212	11	in	in	ADP
eurjchem-1002	212	12	scheme	scheme	NOUN
eurjchem-1002	212	13	2	2	NUM
eurjchem-1002	212	14	.	.	PUNCT
eurjchem-1002	213	1	the	the	DET
eurjchem-1002	213	2	macrolide	macrolide	NOUN
eurjchem-1002	213	3	3	3	NUM
eurjchem-1002	213	4	could	could	AUX
eurjchem-1002	213	5	be	be	AUX
eurjchem-1002	213	6	obtained	obtain	VERB
eurjchem-1002	213	7	by	by	ADP
eurjchem-1002	213	8	yamaguchi	yamaguchi	PROPN
eurjchem-1002	213	9	lactonization	lactonization	PROPN
eurjchem-1002	213	10	followed	follow	VERB
eurjchem-1002	213	11	by	by	ADP
eurjchem-1002	213	12	deprotection	deprotection	NOUN
eurjchem-1002	213	13	of	of	ADP
eurjchem-1002	213	14	benzyl	benzyl	NOUN
eurjchem-1002	213	15	ether	ether	NOUN
eurjchem-1002	213	16	of	of	ADP
eurjchem-1002	213	17	hydroxy	hydroxy	PROPN
eurjchem-1002	213	18	acid	acid	PROPN
eurjchem-1002	213	19	7	7	NUM
eurjchem-1002	213	20	.	.	PUNCT
eurjchem-1002	214	1	compound	compound	NOUN
eurjchem-1002	214	2	7	7	NUM
eurjchem-1002	214	3	,	,	PUNCT
eurjchem-1002	214	4	in	in	ADP
eurjchem-1002	214	5	turn	turn	NOUN
eurjchem-1002	214	6	,	,	PUNCT
eurjchem-1002	214	7	could	could	AUX
eurjchem-1002	214	8	be	be	AUX
eurjchem-1002	214	9	obtained	obtain	VERB
eurjchem-1002	214	10	from	from	ADP
eurjchem-1002	214	11	ester	ester	NOUN
eurjchem-1002	214	12	8	8	NUM
eurjchem-1002	214	13	.	.	PUNCT
eurjchem-1002	215	1	the	the	DET
eurjchem-1002	215	2	ester	ester	NOUN
eurjchem-1002	215	3	8	8	NUM
eurjchem-1002	215	4	could	could	AUX
eurjchem-1002	215	5	be	be	AUX
eurjchem-1002	215	6	prepared	prepare	VERB
eurjchem-1002	215	7	from	from	ADP
eurjchem-1002	215	8	(	(	PUNCT
eurjchem-1002	215	9	r)‐glyceraldehyde	r)‐glyceraldehyde	PROPN
eurjchem-1002	215	10	derivative	derivative	NOUN
eurjchem-1002	215	11	9	9	NUM
eurjchem-1002	215	12	by	by	ADP
eurjchem-1002	215	13	simple	simple	ADJ
eurjchem-1002	215	14	chemical	chemical	ADJ
eurjchem-1002	215	15	transformations	transformation	NOUN
eurjchem-1002	215	16	.	.	PUNCT
eurjchem-1002	216	1	accordingly	accordingly	ADV
eurjchem-1002	216	2	,	,	PUNCT
eurjchem-1002	216	3	the	the	DET
eurjchem-1002	216	4	known	know	VERB
eurjchem-1002	216	5	d‐glyceraldehyde	d‐glyceraldehyde	X
eurjchem-1002	216	6	derivative	derivative	ADJ
eurjchem-1002	216	7	9	9	NUM
eurjchem-1002	216	8	,	,	PUNCT
eurjchem-1002	216	9	prepared	prepare	VERB
eurjchem-1002	216	10	from	from	ADP
eurjchem-1002	216	11	a	a	DET
eurjchem-1002	216	12	literature	literature	NOUN
eurjchem-1002	216	13	procedure	procedure	NOUN
eurjchem-1002	216	14	from	from	ADP
eurjchem-1002	216	15	d‐mannitol	d‐mannitol	ADV
eurjchem-1002	216	16	[	[	X
eurjchem-1002	216	17	13	13	NUM
eurjchem-1002	216	18	]	]	PUNCT
eurjchem-1002	216	19	was	be	AUX
eurjchem-1002	216	20	subjected	subject	VERB
eurjchem-1002	216	21	to	to	ADP
eurjchem-1002	216	22	wittig	wittig	NOUN
eurjchem-1002	216	23	olefination	olefination	NOUN
eurjchem-1002	216	24	afforded	afford	VERB
eurjchem-1002	216	25	ester	ester	NOUN
eurjchem-1002	216	26	8	8	NUM
eurjchem-1002	216	27	in	in	ADP
eurjchem-1002	216	28	81	81	NUM
eurjchem-1002	216	29	%	%	NOUN
eurjchem-1002	216	30	yield	yield	NOUN
eurjchem-1002	216	31	.	.	PUNCT
eurjchem-1002	217	1	ester	ester	NOUN
eurjchem-1002	217	2	8	8	NUM
eurjchem-1002	217	3	was	be	AUX
eurjchem-1002	217	4	subjected	subject	VERB
eurjchem-1002	217	5	to	to	ADP
eurjchem-1002	217	6	catalytic	catalytic	ADJ
eurjchem-1002	217	7	hydrogenation	hydrogenation	NOUN
eurjchem-1002	217	8	in	in	ADP
eurjchem-1002	217	9	the	the	DET
eurjchem-1002	217	10	presence	presence	NOUN
eurjchem-1002	217	11	of	of	ADP
eurjchem-1002	217	12	10	10	NUM
eurjchem-1002	217	13	%	%	NOUN
eurjchem-1002	217	14	pd‐c	pd‐c	PROPN
eurjchem-1002	217	15	in	in	ADP
eurjchem-1002	217	16	methanol	methanol	NOUN
eurjchem-1002	217	17	under	under	ADP
eurjchem-1002	217	18	hydrogen	hydrogen	NOUN
eurjchem-1002	217	19	atmosphere	atmosphere	NOUN
eurjchem-1002	217	20	to	to	PART
eurjchem-1002	217	21	give	give	VERB
eurjchem-1002	217	22	saturated	saturated	ADJ
eurjchem-1002	217	23	ester	ester	NOUN
eurjchem-1002	217	24	10	10	NUM
eurjchem-1002	217	25	in	in	ADP
eurjchem-1002	217	26	84	84	NUM
eurjchem-1002	217	27	%	%	NOUN
eurjchem-1002	217	28	.	.	PUNCT
eurjchem-1002	218	1	later	later	ADV
eurjchem-1002	218	2	,	,	PUNCT
eurjchem-1002	218	3	ester	ester	NOUN
eurjchem-1002	218	4	10	10	NUM
eurjchem-1002	218	5	on	on	ADP
eurjchem-1002	218	6	further	further	ADJ
eurjchem-1002	218	7	treatment	treatment	NOUN
eurjchem-1002	218	8	with	with	ADP
eurjchem-1002	218	9	diisobutylaluminium	diisobutylaluminium	NOUN
eurjchem-1002	218	10	hydride	hydride	NOUN
eurjchem-1002	218	11	(	(	PUNCT
eurjchem-1002	218	12	dibal‐h	dibal‐h	PROPN
eurjchem-1002	218	13	)	)	PUNCT
eurjchem-1002	218	14	in	in	ADP
eurjchem-1002	218	15	dry	dry	ADJ
eurjchem-1002	218	16	ch2cl2	ch2cl2	NOUN
eurjchem-1002	218	17	at	at	ADP
eurjchem-1002	218	18	0	0	NUM
eurjchem-1002	218	19	c	c	VERB
eurjchem-1002	218	20	for	for	ADP
eurjchem-1002	218	21	3	3	NUM
eurjchem-1002	218	22	h	h	NOUN
eurjchem-1002	218	23	gave	give	VERB
eurjchem-1002	218	24	corresponding	corresponding	ADJ
eurjchem-1002	218	25	aldehyde	aldehyde	NOUN
eurjchem-1002	218	26	,	,	PUNCT
eurjchem-1002	218	27	which	which	PRON
eurjchem-1002	218	28	was	be	AUX
eurjchem-1002	218	29	subjected	subject	VERB
eurjchem-1002	218	30	to	to	ADP
eurjchem-1002	218	31	α‐aminoxylation	α‐aminoxylation	NUM
eurjchem-1002	218	32	[	[	X
eurjchem-1002	218	33	14	14	NUM
eurjchem-1002	218	34	]	]	PUNCT
eurjchem-1002	218	35	catalyzed	catalyze	VERB
eurjchem-1002	218	36	by	by	ADP
eurjchem-1002	218	37	l‐proline	l‐proline	PROPN
eurjchem-1002	218	38	,	,	PUNCT
eurjchem-1002	218	39	followed	follow	VERB
eurjchem-1002	218	40	by	by	ADP
eurjchem-1002	218	41	in	in	ADP
eurjchem-1002	218	42	situ	situ	ADJ
eurjchem-1002	218	43	reduction	reduction	NOUN
eurjchem-1002	218	44	using	use	VERB
eurjchem-1002	218	45	nabh4	nabh4	NOUN
eurjchem-1002	218	46	to	to	PART
eurjchem-1002	218	47	furnish	furnish	VERB
eurjchem-1002	218	48	the	the	DET
eurjchem-1002	218	49	required	require	VERB
eurjchem-1002	218	50	α‐amino‐substituted	α‐amino‐substitute	VERB
eurjchem-1002	218	51	diol	diol	NOUN
eurjchem-1002	218	52	,	,	PUNCT
eurjchem-1002	218	53	which	which	PRON
eurjchem-1002	218	54	upon	upon	SCONJ
eurjchem-1002	218	55	reductive	reductive	ADJ
eurjchem-1002	218	56	hydrogenation	hydrogenation	NOUN
eurjchem-1002	218	57	using	use	VERB
eurjchem-1002	218	58	10	10	NUM
eurjchem-1002	218	59	%	%	NOUN
eurjchem-1002	218	60	pd	pd	PROPN
eurjchem-1002	218	61	/	/	SYM
eurjchem-1002	218	62	c	c	PROPN
eurjchem-1002	218	63	in	in	ADP
eurjchem-1002	218	64	methanol	methanol	NOUN
eurjchem-1002	218	65	afforded	afford	VERB
eurjchem-1002	218	66	chiral	chiral	ADJ
eurjchem-1002	218	67	diol	diol	NOUN
eurjchem-1002	218	68	11	11	NUM
eurjchem-1002	218	69	in	in	ADP
eurjchem-1002	218	70	72	72	NUM
eurjchem-1002	218	71	%	%	NOUN
eurjchem-1002	218	72	yield	yield	NOUN
eurjchem-1002	218	73	(	(	PUNCT
eurjchem-1002	218	74	>	>	SYM
eurjchem-1002	218	75	97	97	NUM
eurjchem-1002	218	76	%	%	NOUN
eurjchem-1002	218	77	diastereomeric	diastereomeric	ADJ
eurjchem-1002	218	78	excess	excess	NOUN
eurjchem-1002	218	79	)	)	PUNCT
eurjchem-1002	218	80	.	.	PUNCT
eurjchem-1002	219	1	diol	diol	PROPN
eurjchem-1002	219	2	11	11	NUM
eurjchem-1002	219	3	was	be	AUX
eurjchem-1002	219	4	treated	treat	VERB
eurjchem-1002	219	5	with	with	ADP
eurjchem-1002	219	6	benzaldehyde	benzaldehyde	NOUN
eurjchem-1002	219	7	dimethyl	dimethyl	NOUN
eurjchem-1002	219	8	acetal	acetal	NOUN
eurjchem-1002	219	9	in	in	ADP
eurjchem-1002	219	10	the	the	DET
eurjchem-1002	219	11	presence	presence	NOUN
eurjchem-1002	219	12	of	of	ADP
eurjchem-1002	219	13	p‐	p‐	NOUN
eurjchem-1002	219	14	toluedine	toluedine	NOUN
eurjchem-1002	219	15	sulphonic	sulphonic	ADJ
eurjchem-1002	219	16	acid	acid	NOUN
eurjchem-1002	219	17	(	(	PUNCT
eurjchem-1002	219	18	cat	cat	NOUN
eurjchem-1002	219	19	.	.	PUNCT
eurjchem-1002	219	20	)	)	PUNCT
eurjchem-1002	220	1	in	in	ADP
eurjchem-1002	220	2	dry	dry	ADJ
eurjchem-1002	220	3	ch2cl2	ch2cl2	NOUN
eurjchem-1002	220	4	at	at	ADP
eurjchem-1002	220	5	room	room	NOUN
eurjchem-1002	220	6	temperature	temperature	NOUN
eurjchem-1002	220	7	for	for	ADP
eurjchem-1002	220	8	6	6	NUM
eurjchem-1002	220	9	h	h	NOUN
eurjchem-1002	220	10	to	to	PART
eurjchem-1002	220	11	afford	afford	VERB
eurjchem-1002	220	12	12	12	NUM
eurjchem-1002	220	13	in	in	ADP
eurjchem-1002	220	14	83	83	NUM
eurjchem-1002	220	15	%	%	NOUN
eurjchem-1002	220	16	yield	yield	NOUN
eurjchem-1002	220	17	.	.	PUNCT
eurjchem-1002	221	1	regioselective	regioselective	ADJ
eurjchem-1002	221	2	ring	ring	NOUN
eurjchem-1002	221	3	opening	opening	NOUN
eurjchem-1002	221	4	of	of	ADP
eurjchem-1002	221	5	12	12	NUM
eurjchem-1002	221	6	with	with	ADP
eurjchem-1002	221	7	dibal‐h	dibal‐h	PROPN
eurjchem-1002	221	8	(	(	PUNCT
eurjchem-1002	221	9	2	2	NUM
eurjchem-1002	221	10	m	m	NOUN
eurjchem-1002	221	11	solution	solution	NOUN
eurjchem-1002	221	12	in	in	ADP
eurjchem-1002	221	13	toluene	toluene	NOUN
eurjchem-1002	221	14	)	)	PUNCT
eurjchem-1002	221	15	at	at	ADP
eurjchem-1002	221	16	0	0	NUM
eurjchem-1002	221	17	°	°	ADP
eurjchem-1002	221	18	c	c	NOUN
eurjchem-1002	221	19	to	to	PART
eurjchem-1002	221	20	room	room	VERB
eurjchem-1002	221	21	temperature	temperature	NOUN
eurjchem-1002	221	22	for	for	ADP
eurjchem-1002	221	23	4	4	NUM
eurjchem-1002	221	24	h	h	NOUN
eurjchem-1002	221	25	afforded	afford	VERB
eurjchem-1002	221	26	primary	primary	ADJ
eurjchem-1002	221	27	alcohol	alcohol	NOUN
eurjchem-1002	221	28	13	13	NUM
eurjchem-1002	221	29	in	in	ADP
eurjchem-1002	221	30	79	79	NUM
eurjchem-1002	221	31	%	%	NOUN
eurjchem-1002	221	32	yield	yield	NOUN
eurjchem-1002	221	33	.	.	PUNCT
eurjchem-1002	222	1	the	the	DET
eurjchem-1002	222	2	alcohol	alcohol	NOUN
eurjchem-1002	222	3	13	13	NUM
eurjchem-1002	222	4	on	on	ADP
eurjchem-1002	222	5	treatment	treatment	NOUN
eurjchem-1002	222	6	with	with	ADP
eurjchem-1002	222	7	i2	i2	PROPN
eurjchem-1002	222	8	in	in	ADP
eurjchem-1002	222	9	the	the	DET
eurjchem-1002	222	10	presence	presence	NOUN
eurjchem-1002	222	11	of	of	ADP
eurjchem-1002	222	12	pph3	pph3	NOUN
eurjchem-1002	222	13	and	and	CCONJ
eurjchem-1002	222	14	imidazole	imidazole	NOUN
eurjchem-1002	222	15	in	in	ADP
eurjchem-1002	222	16	dry	dry	ADJ
eurjchem-1002	222	17	thf	thf	NOUN
eurjchem-1002	222	18	afforded	afford	VERB
eurjchem-1002	222	19	iodo‐derivative	iodo‐derivative	ADJ
eurjchem-1002	222	20	13a	13a	NOUN
eurjchem-1002	222	21	,	,	PUNCT
eurjchem-1002	222	22	which	which	PRON
eurjchem-1002	222	23	on	on	ADP
eurjchem-1002	222	24	subsequent	subsequent	ADJ
eurjchem-1002	222	25	treatment	treatment	NOUN
eurjchem-1002	222	26	with	with	ADP
eurjchem-1002	222	27	homoallyl	homoallyl	ADJ
eurjchem-1002	222	28	bromide	bromide	NOUN
eurjchem-1002	222	29	and	and	CCONJ
eurjchem-1002	222	30	magnesium	magnesium	NOUN
eurjchem-1002	222	31	in	in	ADP
eurjchem-1002	222	32	thf	thf	NOUN
eurjchem-1002	222	33	at	at	ADP
eurjchem-1002	222	34	0	0	NUM
eurjchem-1002	222	35	°	°	ADP
eurjchem-1002	222	36	c	c	NOUN
eurjchem-1002	222	37	for	for	ADP
eurjchem-1002	222	38	8	8	NUM
eurjchem-1002	222	39	h	h	NOUN
eurjchem-1002	222	40	gave	give	VERB
eurjchem-1002	222	41	14	14	NUM
eurjchem-1002	222	42	in	in	ADP
eurjchem-1002	222	43	83	83	NUM
eurjchem-1002	222	44	%	%	NOUN
eurjchem-1002	222	45	yield	yield	NOUN
eurjchem-1002	222	46	,	,	PUNCT
eurjchem-1002	222	47	which	which	PRON
eurjchem-1002	222	48	was	be	AUX
eurjchem-1002	222	49	then	then	ADV
eurjchem-1002	222	50	subjected	subject	VERB
eurjchem-1002	222	51	to	to	ADP
eurjchem-1002	222	52	epoxidation	epoxidation	NOUN
eurjchem-1002	222	53	using	use	VERB
eurjchem-1002	222	54	m‐chloroperbenzoic	m‐chloroperbenzoic	PUNCT
eurjchem-1002	222	55	acid	acid	NOUN
eurjchem-1002	222	56	(	(	PUNCT
eurjchem-1002	222	57	m‐cpba	m‐cpba	NOUN
eurjchem-1002	222	58	)	)	PUNCT
eurjchem-1002	222	59	in	in	ADP
eurjchem-1002	222	60	dry	dry	ADJ
eurjchem-1002	222	61	ch2cl2	ch2cl2	NOUN
eurjchem-1002	222	62	at	at	ADP
eurjchem-1002	222	63	room	room	NOUN
eurjchem-1002	222	64	temperature	temperature	NOUN
eurjchem-1002	222	65	for	for	ADP
eurjchem-1002	222	66	6	6	NUM
eurjchem-1002	222	67	h	h	NOUN
eurjchem-1002	222	68	to	to	PART
eurjchem-1002	222	69	afford	afford	VERB
eurjchem-1002	222	70	the	the	DET
eurjchem-1002	222	71	racemic	racemic	ADJ
eurjchem-1002	222	72	epoxide	epoxide	NOUN
eurjchem-1002	222	73	15	15	NUM
eurjchem-1002	222	74	in	in	ADP
eurjchem-1002	222	75	70	70	NUM
eurjchem-1002	222	76	%	%	NOUN
eurjchem-1002	222	77	yield	yield	NOUN
eurjchem-1002	222	78	.	.	PUNCT
eurjchem-1002	223	1	hydrolytic	hydrolytic	ADJ
eurjchem-1002	223	2	kinetic	kinetic	ADJ
eurjchem-1002	223	3	resolution	resolution	NOUN
eurjchem-1002	223	4	of	of	ADP
eurjchem-1002	223	5	epoxide	epoxide	NOUN
eurjchem-1002	223	6	15	15	NUM
eurjchem-1002	223	7	using	use	VERB
eurjchem-1002	223	8	catalyst	catalyst	NOUN
eurjchem-1002	223	9	(	(	PUNCT
eurjchem-1002	223	10	s	s	X
eurjchem-1002	223	11	,	,	PUNCT
eurjchem-1002	223	12	s)‐salen‐co‐oac	s)‐salen‐co‐oac	PUNCT
eurjchem-1002	223	13	catalyst	catalyst	NOUN
eurjchem-1002	223	14	in	in	ADP
eurjchem-1002	223	15	the	the	DET
eurjchem-1002	223	16	presence	presence	NOUN
eurjchem-1002	223	17	of	of	ADP
eurjchem-1002	223	18	acoh	acoh	NOUN
eurjchem-1002	223	19	and	and	CCONJ
eurjchem-1002	223	20	h2o	h2o	NOUN
eurjchem-1002	223	21	at	at	ADP
eurjchem-1002	223	22	15	15	NUM
eurjchem-1002	223	23	°	°	ADP
eurjchem-1002	223	24	c	c	NOUN
eurjchem-1002	223	25	to	to	PART
eurjchem-1002	223	26	room	room	VERB
eurjchem-1002	223	27	temperature	temperature	NOUN
eurjchem-1002	223	28	for	for	ADP
eurjchem-1002	223	29	12	12	NUM
eurjchem-1002	223	30	h	h	NOUN
eurjchem-1002	223	31	afforded	afford	VERB
eurjchem-1002	223	32	s‐epoxide	s‐epoxide	NUM
eurjchem-1002	223	33	16	16	NUM
eurjchem-1002	223	34	in	in	ADP
eurjchem-1002	223	35	44	44	NUM
eurjchem-1002	223	36	%	%	NOUN
eurjchem-1002	223	37	yield	yield	NOUN
eurjchem-1002	223	38	[	[	X
eurjchem-1002	223	39	15	15	NUM
eurjchem-1002	223	40	]	]	PUNCT
eurjchem-1002	223	41	.	.	PUNCT
eurjchem-1002	224	1	regioselective	regioselective	ADJ
eurjchem-1002	224	2	opening	opening	NOUN
eurjchem-1002	224	3	of	of	ADP
eurjchem-1002	224	4	epoxide	epoxide	NOUN
eurjchem-1002	224	5	16	16	NUM
eurjchem-1002	224	6	with	with	ADP
eurjchem-1002	224	7	lithium	lithium	NOUN
eurjchem-1002	224	8	aluminium	aluminium	NOUN
eurjchem-1002	224	9	hydride	hydride	NOUN
eurjchem-1002	224	10	in	in	ADP
eurjchem-1002	224	11	dry	dry	ADJ
eurjchem-1002	224	12	thf	thf	NOUN
eurjchem-1002	224	13	furnished	furnish	VERB
eurjchem-1002	224	14	alcohol	alcohol	NOUN
eurjchem-1002	224	15	17	17	NUM
eurjchem-1002	224	16	in	in	ADP
eurjchem-1002	224	17	95	95	NUM
eurjchem-1002	224	18	%	%	NOUN
eurjchem-1002	224	19	yield	yield	NOUN
eurjchem-1002	224	20	.	.	PUNCT
eurjchem-1002	225	1	hydrolysis	hydrolysis	NOUN
eurjchem-1002	225	2	of	of	ADP
eurjchem-1002	225	3	17	17	NUM
eurjchem-1002	225	4	with	with	ADP
eurjchem-1002	225	5	60	60	NUM
eurjchem-1002	225	6	%	%	NOUN
eurjchem-1002	225	7	aq	aq	NOUN
eurjchem-1002	225	8	.	.	NOUN
eurjchem-1002	225	9	acetic	acetic	ADJ
eurjchem-1002	225	10	acid	acid	NOUN
eurjchem-1002	225	11	at	at	ADP
eurjchem-1002	225	12	room	room	NOUN
eurjchem-1002	225	13	temperature	temperature	NOUN
eurjchem-1002	225	14	for	for	ADP
eurjchem-1002	225	15	12	12	NUM
eurjchem-1002	225	16	h	h	NOUN
eurjchem-1002	225	17	gave	give	VERB
eurjchem-1002	225	18	diol	diol	PROPN
eurjchem-1002	225	19	18	18	NUM
eurjchem-1002	225	20	,	,	PUNCT
eurjchem-1002	225	21	which	which	PRON
eurjchem-1002	225	22	on	on	ADP
eurjchem-1002	225	23	oxidative	oxidative	ADJ
eurjchem-1002	225	24	cleavage	cleavage	NOUN
eurjchem-1002	225	25	followed	follow	VERB
eurjchem-1002	225	26	by	by	ADP
eurjchem-1002	225	27	oxidation	oxidation	NOUN
eurjchem-1002	225	28	with	with	ADP
eurjchem-1002	225	29	naclo2	naclo2	NOUN
eurjchem-1002	225	30	and	and	CCONJ
eurjchem-1002	225	31	nah2po4	nah2po4	PROPN
eurjchem-1002	225	32	,	,	PUNCT
eurjchem-1002	225	33	2‐methyl‐2‐butene	2‐methyl‐2‐butene	NUM
eurjchem-1002	225	34	in	in	ADP
eurjchem-1002	225	35	aq	aq	NOUN
eurjchem-1002	225	36	.	.	PUNCT
eurjchem-1002	226	1	t‐	t‐	ADJ
eurjchem-1002	226	2	butanol	butanol	NOUN
eurjchem-1002	226	3	afforded	afford	VERB
eurjchem-1002	226	4	hydroxy	hydroxy	NOUN
eurjchem-1002	226	5	acid	acid	NOUN
eurjchem-1002	226	6	7	7	NUM
eurjchem-1002	226	7	in	in	ADP
eurjchem-1002	226	8	78	78	NUM
eurjchem-1002	226	9	%	%	NOUN
eurjchem-1002	226	10	yield	yield	NOUN
eurjchem-1002	226	11	.	.	PUNCT
eurjchem-1002	227	1	hydroxy‐acid	hydroxy‐acid	NOUN
eurjchem-1002	227	2	7	7	NUM
eurjchem-1002	227	3	was	be	AUX
eurjchem-1002	227	4	subjected	subject	VERB
eurjchem-1002	227	5	to	to	ADP
eurjchem-1002	227	6	macrolactonisation	macrolactonisation	NOUN
eurjchem-1002	227	7	under	under	ADP
eurjchem-1002	227	8	yamaguchi	yamaguchi	PROPN
eurjchem-1002	227	9	high	high	ADJ
eurjchem-1002	227	10	dilution	dilution	NOUN
eurjchem-1002	227	11	conditions	condition	NOUN
eurjchem-1002	227	12	using	use	VERB
eurjchem-1002	227	13	2,4,6‐trichlorobenzoyl	2,4,6‐trichlorobenzoyl	NUM
eurjchem-1002	227	14	chloride	chloride	NOUN
eurjchem-1002	227	15	and	and	CCONJ
eurjchem-1002	227	16	et3n	et3n	PROPN
eurjchem-1002	227	17	in	in	ADP
eurjchem-1002	227	18	dry	dry	ADJ
eurjchem-1002	227	19	thf	thf	NOUN
eurjchem-1002	227	20	to	to	PART
eurjchem-1002	227	21	afford	afford	VERB
eurjchem-1002	227	22	the	the	DET
eurjchem-1002	227	23	lactone	lactone	NOUN
eurjchem-1002	227	24	19	19	NUM
eurjchem-1002	227	25	in	in	ADP
eurjchem-1002	227	26	64	64	NUM
eurjchem-1002	227	27	%	%	NOUN
eurjchem-1002	227	28	yield	yield	NOUN
eurjchem-1002	227	29	[	[	X
eurjchem-1002	227	30	16	16	NUM
eurjchem-1002	227	31	]	]	PUNCT
eurjchem-1002	227	32	.	.	PUNCT
eurjchem-1002	228	1	finally	finally	ADV
eurjchem-1002	228	2	,	,	PUNCT
eurjchem-1002	228	3	19	19	NUM
eurjchem-1002	228	4	on	on	ADP
eurjchem-1002	228	5	debenzylation	debenzylation	NOUN
eurjchem-1002	228	6	with	with	ADP
eurjchem-1002	228	7	ticl4	ticl4	PROPN
eurjchem-1002	228	8	in	in	ADP
eurjchem-1002	228	9	ch2cl2	ch2cl2	PROPN
eurjchem-1002	228	10	at	at	ADP
eurjchem-1002	228	11	room	room	NOUN
eurjchem-1002	228	12	temperature	temperature	NOUN
eurjchem-1002	228	13	for	for	ADP
eurjchem-1002	228	14	3	3	NUM
eurjchem-1002	228	15	h	h	NOUN
eurjchem-1002	228	16	gave	give	VERB
eurjchem-1002	228	17	3	3	NUM
eurjchem-1002	228	18	in	in	ADP
eurjchem-1002	228	19	88	88	NUM
eurjchem-1002	228	20	%	%	NOUN
eurjchem-1002	228	21	yield	yield	NOUN
eurjchem-1002	228	22	.	.	PUNCT
eurjchem-1002	229	1	the	the	DET
eurjchem-1002	229	2	1h	1h	NUM
eurjchem-1002	229	3	nmr	nmr	NOUN
eurjchem-1002	229	4	and	and	CCONJ
eurjchem-1002	229	5	13c	13c	NOUN
eurjchem-1002	229	6	nmr	nmr	NOUN
eurjchem-1002	229	7	spectral	spectral	ADJ
eurjchem-1002	229	8	data	datum	NOUN
eurjchem-1002	229	9	and	and	CCONJ
eurjchem-1002	229	10	optical	optical	ADJ
eurjchem-1002	229	11	rotation	rotation	NOUN
eurjchem-1002	229	12	value	value	NOUN
eurjchem-1002	229	13	of	of	ADP
eurjchem-1002	229	14	synthetic	synthetic	ADJ
eurjchem-1002	229	15	3	3	NUM
eurjchem-1002	229	16	were	be	AUX
eurjchem-1002	229	17	in	in	ADP
eurjchem-1002	229	18	good	good	ADJ
eurjchem-1002	229	19	accord	accord	NOUN
eurjchem-1002	229	20	with	with	ADP
eurjchem-1002	229	21	those	those	PRON
eurjchem-1002	229	22	of	of	ADP
eurjchem-1002	229	23	the	the	DET
eurjchem-1002	229	24	natural	natural	ADJ
eurjchem-1002	229	25	product	product	NOUN
eurjchem-1002	229	26	(	(	PUNCT
eurjchem-1002	229	27	scheme	scheme	NOUN
eurjchem-1002	229	28	1	1	NUM
eurjchem-1002	229	29	)	)	PUNCT
eurjchem-1002	229	30	.	.	PUNCT
eurjchem-1002	230	1	4	4	X
eurjchem-1002	230	2	.	.	X
eurjchem-1002	230	3	conclusion	conclusion	NOUN
eurjchem-1002	230	4	in	in	ADP
eurjchem-1002	230	5	conclusion	conclusion	NOUN
eurjchem-1002	230	6	,	,	PUNCT
eurjchem-1002	230	7	we	we	PRON
eurjchem-1002	230	8	have	have	AUX
eurjchem-1002	230	9	completed	complete	VERB
eurjchem-1002	230	10	the	the	DET
eurjchem-1002	230	11	total	total	ADJ
eurjchem-1002	230	12	synthesis	synthesis	NOUN
eurjchem-1002	230	13	of	of	ADP
eurjchem-1002	230	14	the	the	DET
eurjchem-1002	230	15	macrocyclic	macrocyclic	NOUN
eurjchem-1002	230	16	eight‐membered	eight‐membere	VERB
eurjchem-1002	230	17	ring	ring	NOUN
eurjchem-1002	230	18	lactone	lactone	NOUN
eurjchem-1002	230	19	,	,	PUNCT
eurjchem-1002	230	20	(	(	PUNCT
eurjchem-1002	230	21	‐)‐cephalosporolide	‐)‐cephalosporolide	PROPN
eurjchem-1002	230	22	d	d	NOUN
eurjchem-1002	230	23	in	in	ADP
eurjchem-1002	230	24	a	a	DET
eurjchem-1002	230	25	regioselective	regioselective	ADJ
eurjchem-1002	230	26	manner	manner	NOUN
eurjchem-1002	230	27	from	from	ADP
eurjchem-1002	230	28	d‐glyceraldehyde	d‐glyceraldehyde	PROPN
eurjchem-1002	230	29	derivative	derivative	NOUN
eurjchem-1002	230	30	.	.	PUNCT
eurjchem-1002	231	1	the	the	DET
eurjchem-1002	231	2	desired	desire	VERB
eurjchem-1002	231	3	stereochemistry	stereochemistry	NOUN
eurjchem-1002	231	4	was	be	AUX
eurjchem-1002	231	5	generated	generate	VERB
eurjchem-1002	231	6	by	by	ADP
eurjchem-1002	231	7	α‐amino	α‐amino	NUM
eurjchem-1002	231	8	xylation	xylation	NOUN
eurjchem-1002	231	9	catalyzed	catalyze	VERB
eurjchem-1002	231	10	by	by	ADP
eurjchem-1002	231	11	l‐proline	l‐proline	PUNCT
eurjchem-1002	231	12	reaction	reaction	NOUN
eurjchem-1002	231	13	,	,	PUNCT
eurjchem-1002	231	14	jacobsen	jacobsen	PROPN
eurjchem-1002	231	15	’s	’s	PART
eurjchem-1002	231	16	hydrolytic	hydrolytic	ADJ
eurjchem-1002	231	17	kinetic	kinetic	ADJ
eurjchem-1002	231	18	resolution	resolution	NOUN
eurjchem-1002	231	19	.	.	PUNCT
eurjchem-1002	232	1	references	reference	NOUN
eurjchem-1002	232	2	[	[	X
eurjchem-1002	232	3	1	1	NUM
eurjchem-1002	232	4	]	]	PUNCT
eurjchem-1002	232	5	.	.	PUNCT
eurjchem-1002	233	1	clemer	clemer	PROPN
eurjchem-1002	233	2	,	,	PUNCT
eurjchem-1002	233	3	c.f.w.d	c.f.w.d	PROPN
eurjchem-1002	233	4	.	.	PUNCT
eurjchem-1002	233	5	pure	pure	ADJ
eurjchem-1002	233	6	appl	appl	PROPN
eurjchem-1002	233	7	.	.	PUNCT
eurjchem-1002	234	1	chem	chem	PROPN
eurjchem-1002	234	2	.	.	PUNCT
eurjchem-1002	235	1	1971	1971	NUM
eurjchem-1002	235	2	,	,	PUNCT
eurjchem-1002	235	3	28	28	NUM
eurjchem-1002	235	4	,	,	PUNCT
eurjchem-1002	235	5	413‐454	413‐454	NUM
eurjchem-1002	235	6	.	.	PUNCT
eurjchem-1002	236	1	[	[	X
eurjchem-1002	236	2	2	2	NUM
eurjchem-1002	236	3	]	]	PUNCT
eurjchem-1002	236	4	.	.	PUNCT
eurjchem-1002	237	1	keller‐schierlein	keller‐schierlein	PROPN
eurjchem-1002	237	2	,	,	PUNCT
eurjchem-1002	237	3	w.	w.	PROPN
eurjchem-1002	237	4	fortschr	fortschr	PROPN
eurjchem-1002	237	5	.	.	PUNCT
eurjchem-1002	238	1	chem	chem	PROPN
eurjchem-1002	238	2	.	.	PUNCT
eurjchem-1002	239	1	org	org	PROPN
eurjchem-1002	239	2	.	.	PUNCT
eurjchem-1002	240	1	naturst	naturst	PROPN
eurjchem-1002	240	2	.	.	PUNCT
eurjchem-1002	241	1	1973	1973	NUM
eurjchem-1002	241	2	,	,	PUNCT
eurjchem-1002	241	3	30	30	NUM
eurjchem-1002	241	4	,	,	PUNCT
eurjchem-1002	241	5	313‐460	313‐460	NUM
eurjchem-1002	241	6	.	.	PUNCT
eurjchem-1002	242	1	[	[	X
eurjchem-1002	242	2	3	3	NUM
eurjchem-1002	242	3	]	]	PUNCT
eurjchem-1002	242	4	.	.	PUNCT
eurjchem-1002	243	1	boeckman	boeckman	PROPN
eurjchem-1002	243	2	,	,	PUNCT
eurjchem-1002	243	3	j.	j.	PROPN
eurjchem-1002	243	4	r.	r.	PROPN
eurjchem-1002	243	5	k.	k.	PROPN
eurjchem-1002	243	6	;	;	PUNCT
eurjchem-1002	243	7	fayos	fayos	PROPN
eurjchem-1002	243	8	,	,	PUNCT
eurjchem-1002	243	9	j.	j.	PROPN
eurjchem-1002	243	10	;	;	PUNCT
eurjchem-1002	243	11	clardy	clardy	PROPN
eurjchem-1002	243	12	,	,	PUNCT
eurjchem-1002	243	13	j.	j.	PROPN
eurjchem-1002	243	14	j.	j.	PROPN
eurjchem-1002	243	15	am	am	PROPN
eurjchem-1002	243	16	.	.	PUNCT
eurjchem-1002	244	1	chem	chem	PROPN
eurjchem-1002	244	2	.	.	PUNCT
eurjchem-1002	245	1	soc	soc	PROPN
eurjchem-1002	245	2	.	.	PUNCT
eurjchem-1002	246	1	1974	1974	NUM
eurjchem-1002	246	2	,	,	PUNCT
eurjchem-1002	246	3	96	96	NUM
eurjchem-1002	246	4	,	,	PUNCT
eurjchem-1002	246	5	5954‐	5954‐	NUM
eurjchem-1002	246	6	5956	5956	NUM
eurjchem-1002	246	7	.	.	PUNCT
eurjchem-1002	247	1	[	[	X
eurjchem-1002	247	2	4	4	NUM
eurjchem-1002	247	3	]	]	PUNCT
eurjchem-1002	247	4	.	.	PUNCT
eurjchem-1002	248	1	omura	omura	PROPN
eurjchem-1002	248	2	,	,	PUNCT
eurjchem-1002	248	3	o.	o.	PROPN
eurjchem-1002	248	4	;	;	PUNCT
eurjchem-1002	248	5	nakagawa	nakagawa	PROPN
eurjchem-1002	248	6	,	,	PUNCT
eurjchem-1002	248	7	a.	a.	NOUN
eurjchem-1002	248	8	j.	j.	PROPN
eurjchem-1002	248	9	antibiotics	antibiotics	PROPN
eurjchem-1002	248	10	1975	1975	NUM
eurjchem-1002	248	11	,	,	PUNCT
eurjchem-1002	248	12	28	28	NUM
eurjchem-1002	248	13	,	,	PUNCT
eurjchem-1002	248	14	401‐433	401‐433	NUM
eurjchem-1002	248	15	.	.	PUNCT
eurjchem-1002	249	1	[	[	X
eurjchem-1002	249	2	5	5	NUM
eurjchem-1002	249	3	]	]	PUNCT
eurjchem-1002	249	4	.	.	PUNCT
eurjchem-1002	250	1	ackland	ackland	PROPN
eurjchem-1002	250	2	,	,	PUNCT
eurjchem-1002	250	3	m.	m.	NOUN
eurjchem-1002	250	4	j.	j.	PROPN
eurjchem-1002	250	5	;	;	PUNCT
eurjchem-1002	250	6	hanson	hanson	PROPN
eurjchem-1002	250	7	,	,	PUNCT
eurjchem-1002	250	8	j.	j.	PROPN
eurjchem-1002	250	9	r.	r.	PROPN
eurjchem-1002	250	10	;	;	PUNCT
eurjchem-1002	250	11	hitchcock	hitchcock	PROPN
eurjchem-1002	250	12	,	,	PUNCT
eurjchem-1002	250	13	p.	p.	PROPN
eurjchem-1002	250	14	b.	b.	PROPN
eurjchem-1002	250	15	;	;	PUNCT
eurjchem-1002	250	16	ratcliffe	ratcliffe	PROPN
eurjchem-1002	250	17	,	,	PUNCT
eurjchem-1002	250	18	a.	a.	PROPN
eurjchem-1002	250	19	h.	h.	PROPN
eurjchem-1002	250	20	;	;	PUNCT
eurjchem-1002	250	21	j.	j.	PROPN
eurjchem-1002	250	22	chem	chem	PROPN
eurjchem-1002	250	23	.	.	PUNCT
eurjchem-1002	251	1	soc	soc	PROPN
eurjchem-1002	251	2	.	.	PUNCT
eurjchem-1002	251	3	,	,	PUNCT
eurjchem-1002	251	4	perkin	perkin	PROPN
eurjchem-1002	251	5	trans	trans	PROPN
eurjchem-1002	251	6	.	.	PUNCT
eurjchem-1002	252	1	i	i	PRON
eurjchem-1002	252	2	1985	1985	NUM
eurjchem-1002	252	3	,	,	PUNCT
eurjchem-1002	252	4	843‐847	843‐847	NUM
eurjchem-1002	252	5	.	.	PUNCT
eurjchem-1002	253	1	[	[	X
eurjchem-1002	253	2	6	6	NUM
eurjchem-1002	253	3	]	]	PUNCT
eurjchem-1002	253	4	.	.	PUNCT
eurjchem-1002	254	1	farooq	farooq	PROPN
eurjchem-1002	254	2	,	,	PUNCT
eurjchem-1002	254	3	a.	a.	PROPN
eurjchem-1002	254	4	;	;	PUNCT
eurjchem-1002	254	5	gordon	gordon	PROPN
eurjchem-1002	254	6	,	,	PUNCT
eurjchem-1002	254	7	j.	j.	PROPN
eurjchem-1002	254	8	;	;	PUNCT
eurjchem-1002	254	9	hanson	hanson	PROPN
eurjchem-1002	254	10	,	,	PUNCT
eurjchem-1002	254	11	j.	j.	PROPN
eurjchem-1002	254	12	r.	r.	PROPN
eurjchem-1002	254	13	;	;	PUNCT
eurjchem-1002	254	14	takahashi	takahashi	PROPN
eurjchem-1002	254	15	,	,	PUNCT
eurjchem-1002	254	16	j.	j.	PROPN
eurjchem-1002	254	17	a.	a.	PROPN
eurjchem-1002	254	18	;	;	PUNCT
eurjchem-1002	254	19	phytochemistry	phytochemistry	NOUN
eurjchem-1002	254	20	1995	1995	NUM
eurjchem-1002	254	21	,	,	PUNCT
eurjchem-1002	254	22	38	38	NUM
eurjchem-1002	254	23	,	,	PUNCT
eurjchem-1002	254	24	557‐558	557‐558	NUM
eurjchem-1002	254	25	.	.	PUNCT
eurjchem-1002	255	1	[	[	X
eurjchem-1002	255	2	7	7	NUM
eurjchem-1002	255	3	]	]	PUNCT
eurjchem-1002	255	4	.	.	PUNCT
eurjchem-1002	256	1	shiina	shiina	PROPN
eurjchem-1002	256	2	,	,	PUNCT
eurjchem-1002	256	3	i.	i.	PROPN
eurjchem-1002	256	4	;	;	PUNCT
eurjchem-1002	256	5	fukuda	fukuda	PROPN
eurjchem-1002	256	6	,	,	PUNCT
eurjchem-1002	256	7	y.	y.	PROPN
eurjchem-1002	256	8	;	;	PUNCT
eurjchem-1002	256	9	ishii	ishii	PROPN
eurjchem-1002	256	10	,	,	PUNCT
eurjchem-1002	256	11	t.	t.	PROPN
eurjchem-1002	256	12	;	;	PUNCT
eurjchem-1002	256	13	fujisawa	fujisawa	PROPN
eurjchem-1002	256	14	,	,	PUNCT
eurjchem-1002	256	15	h.	h.	PROPN
eurjchem-1002	256	16	;	;	PUNCT
eurjchem-1002	256	17	mukaiyama	mukaiyama	NOUN
eurjchem-1002	256	18	,	,	PUNCT
eurjchem-1002	256	19	t.	t.	NOUN
eurjchem-1002	256	20	chem	chem	NOUN
eurjchem-1002	256	21	.	.	PUNCT
eurjchem-1002	257	1	lett	lett	PROPN
eurjchem-1002	257	2	.	.	PUNCT
eurjchem-1002	258	1	1998	1998	NUM
eurjchem-1002	258	2	,	,	PUNCT
eurjchem-1002	258	3	8	8	NUM
eurjchem-1002	258	4	,	,	PUNCT
eurjchem-1002	258	5	831‐832	831‐832	NUM
eurjchem-1002	258	6	.	.	PUNCT
eurjchem-1002	259	1	[	[	X
eurjchem-1002	259	2	8	8	NUM
eurjchem-1002	259	3	]	]	PUNCT
eurjchem-1002	259	4	.	.	PUNCT
eurjchem-1002	260	1	shiina	shiina	PROPN
eurjchem-1002	260	2	,	,	PUNCT
eurjchem-1002	260	3	i.	i.	PROPN
eurjchem-1002	260	4	;	;	PUNCT
eurjchem-1002	260	5	fujisawa	fujisawa	PROPN
eurjchem-1002	260	6	,	,	PUNCT
eurjchem-1002	260	7	h	h	NOUN
eurjchem-1002	260	8	;	;	PUNCT
eurjchem-1002	260	9	ishii	ishii	PROPN
eurjchem-1002	260	10	,	,	PUNCT
eurjchem-1002	260	11	t	t	PROPN
eurjchem-1002	260	12	;	;	PUNCT
eurjchem-1002	260	13	fukuda	fukuda	PROPN
eurjchem-1002	260	14	,	,	PUNCT
eurjchem-1002	260	15	y.	y.	PROPN
eurjchem-1002	260	16	;	;	PUNCT
eurjchem-1002	260	17	heterocycles	heterocycle	NOUN
eurjchem-1002	260	18	2000	2000	NUM
eurjchem-1002	260	19	,	,	PUNCT
eurjchem-1002	260	20	52	52	NUM
eurjchem-1002	260	21	,	,	PUNCT
eurjchem-1002	260	22	1105‐1123	1105‐1123	NUM
eurjchem-1002	260	23	.	.	PUNCT
eurjchem-1002	261	1	[	[	X
eurjchem-1002	261	2	9	9	NUM
eurjchem-1002	261	3	]	]	PUNCT
eurjchem-1002	261	4	.	.	PUNCT
eurjchem-1002	262	1	buszek	buszek	NOUN
eurjchem-1002	262	2	,	,	PUNCT
eurjchem-1002	262	3	k.	k.	PROPN
eurjchem-1002	262	4	r.	r.	PROPN
eurjchem-1002	262	5	;	;	PUNCT
eurjchem-1002	262	6	jeong	jeong	PROPN
eurjchem-1002	262	7	,	,	PUNCT
eurjchem-1002	262	8	y.	y.	PROPN
eurjchem-1002	262	9	;	;	PUNCT
eurjchem-1002	262	10	sato	sato	PROPN
eurjchem-1002	262	11	,	,	PUNCT
eurjchem-1002	262	12	n	n	CCONJ
eurjchem-1002	262	13	;	;	PUNCT
eurjchem-1002	262	14	still	still	ADV
eurjchem-1002	262	15	,	,	PUNCT
eurjchem-1002	262	16	p.	p.	PROPN
eurjchem-1002	262	17	c.	c.	PROPN
eurjchem-1002	262	18	;	;	PUNCT
eurjchem-1002	262	19	muiño	muiño	ADJ
eurjchem-1002	262	20	,	,	PUNCT
eurjchem-1002	262	21	p.l	p.l	PROPN
eurjchem-1002	262	22	.	.	PROPN
eurjchem-1002	262	23	;	;	PUNCT
eurjchem-1002	263	1	ghosh	ghosh	PROPN
eurjchem-1002	263	2	,	,	PUNCT
eurjchem-1002	263	3	i.	i.	PROPN
eurjchem-1002	263	4	;	;	PUNCT
eurjchem-1002	263	5	synth	synth	NOUN
eurjchem-1002	263	6	.	.	PUNCT
eurjchem-1002	264	1	commun	commun	PROPN
eurjchem-1002	264	2	.	.	PUNCT
eurjchem-1002	265	1	2001	2001	NUM
eurjchem-1002	265	2	,	,	PUNCT
eurjchem-1002	265	3	31	31	NUM
eurjchem-1002	265	4	,	,	PUNCT
eurjchem-1002	265	5	1781‐1781	1781‐1781	NUM
eurjchem-1002	265	6	.	.	NOUN
eurjchem-1002	265	7	132	132	NUM
eurjchem-1002	265	8	harkala	harkala	NOUN
eurjchem-1002	265	9	et	et	PROPN
eurjchem-1002	265	10	al	al	PROPN
eurjchem-1002	265	11	.	.	PUNCT
eurjchem-1002	265	12	/	/	SYM
eurjchem-1002	265	13	european	european	PROPN
eurjchem-1002	265	14	journal	journal	PROPN
eurjchem-1002	265	15	of	of	ADP
eurjchem-1002	265	16	chemistry	chemistry	NOUN
eurjchem-1002	265	17	5	5	NUM
eurjchem-1002	265	18	(	(	PUNCT
eurjchem-1002	265	19	1	1	NUM
eurjchem-1002	265	20	)	)	PUNCT
eurjchem-1002	265	21	(	(	PUNCT
eurjchem-1002	265	22	2014	2014	NUM
eurjchem-1002	265	23	)	)	PUNCT
eurjchem-1002	265	24	127‐132	127‐132	NUM
eurjchem-1002	266	1	[	[	X
eurjchem-1002	266	2	10	10	NUM
eurjchem-1002	266	3	]	]	PUNCT
eurjchem-1002	266	4	.	.	PUNCT
eurjchem-1002	267	1	sabitha	sabitha	PROPN
eurjchem-1002	267	2	,	,	PUNCT
eurjchem-1002	267	3	g.	g.	PROPN
eurjchem-1002	267	4	;	;	PUNCT
eurjchem-1002	267	5	reddy	reddy	PROPN
eurjchem-1002	267	6	,	,	PUNCT
eurjchem-1002	267	7	t.	t.	PROPN
eurjchem-1002	267	8	r.	r.	PROPN
eurjchem-1002	267	9	;	;	PUNCT
eurjchem-1002	267	10	ramesh	ramesh	PROPN
eurjchem-1002	267	11	,	,	PUNCT
eurjchem-1002	267	12	m.	m.	NOUN
eurjchem-1002	267	13	;	;	PUNCT
eurjchem-1002	267	14	srinivas	srinivas	PROPN
eurjchem-1002	267	15	,	,	PUNCT
eurjchem-1002	267	16	c.	c.	PROPN
eurjchem-1002	267	17	;	;	PUNCT
eurjchem-1002	267	18	yadav	yadav	PROPN
eurjchem-1002	267	19	,	,	PUNCT
eurjchem-1002	267	20	j.	j.	PROPN
eurjchem-1002	267	21	s.	s.	PROPN
eurjchem-1002	267	22	bull	bull	PROPN
eurjchem-1002	267	23	.	.	PUNCT
eurjchem-1002	268	1	chem	chem	PROPN
eurjchem-1002	268	2	.	.	PUNCT
eurjchem-1002	269	1	soc	soc	PROPN
eurjchem-1002	269	2	.	.	PUNCT
eurjchem-1002	270	1	jpn	jpn	PROPN
eurjchem-1002	270	2	.	.	PROPN
eurjchem-1002	271	1	2011	2011	NUM
eurjchem-1002	271	2	,	,	PUNCT
eurjchem-1002	271	3	84	84	NUM
eurjchem-1002	271	4	(	(	PUNCT
eurjchem-1002	271	5	2	2	NUM
eurjchem-1002	271	6	)	)	PUNCT
eurjchem-1002	271	7	,	,	PUNCT
eurjchem-1002	271	8	229‐231	229‐231	NUM
eurjchem-1002	271	9	.	.	PUNCT
eurjchem-1002	272	1	[	[	X
eurjchem-1002	272	2	11	11	NUM
eurjchem-1002	272	3	]	]	PUNCT
eurjchem-1002	272	4	.	.	PUNCT
eurjchem-1002	273	1	reddy	reddy	PROPN
eurjchem-1002	273	2	,	,	PUNCT
eurjchem-1002	273	3	g.v	g.v	PROPN
eurjchem-1002	273	4	.	.	PROPN
eurjchem-1002	273	5	;	;	PUNCT
eurjchem-1002	273	6	sreedhar	sreedhar	PROPN
eurjchem-1002	273	7	,	,	PUNCT
eurjchem-1002	273	8	e.	e.	PROPN
eurjchem-1002	273	9	;	;	PUNCT
eurjchem-1002	273	10	babu	babu	PROPN
eurjchem-1002	273	11	,	,	PUNCT
eurjchem-1002	273	12	k.	k.	PROPN
eurjchem-1002	273	13	s.	s.	PROPN
eurjchem-1002	273	14	;	;	PUNCT
eurjchem-1002	273	15	rao	rao	PROPN
eurjchem-1002	273	16	,	,	PUNCT
eurjchem-1002	273	17	j.	j.	PROPN
eurjchem-1002	273	18	m.	m.	PROPN
eurjchem-1002	273	19	tetrahedron	tetrahedron	PROPN
eurjchem-1002	273	20	lett	lett	PROPN
eurjchem-1002	273	21	.	.	PUNCT
eurjchem-1002	274	1	2010	2010	NUM
eurjchem-1002	274	2	,	,	PUNCT
eurjchem-1002	274	3	51	51	NUM
eurjchem-1002	274	4	,	,	PUNCT
eurjchem-1002	274	5	1723‐1726	1723‐1726	NUM
eurjchem-1002	274	6	.	.	PUNCT
eurjchem-1002	275	1	[	[	X
eurjchem-1002	275	2	12	12	NUM
eurjchem-1002	275	3	]	]	PUNCT
eurjchem-1002	275	4	.	.	PUNCT
eurjchem-1002	276	1	shiina	shiina	PROPN
eurjchem-1002	276	2	,	,	PUNCT
eurjchem-1002	276	3	i.	i.	PROPN
eurjchem-1002	276	4	chem	chem	PROPN
eurjchem-1002	276	5	.	.	PUNCT
eurjchem-1002	277	1	rev	rev	PROPN
eurjchem-1002	277	2	.	.	PROPN
eurjchem-1002	277	3	2007	2007	NUM
eurjchem-1002	277	4	,	,	PUNCT
eurjchem-1002	277	5	107	107	NUM
eurjchem-1002	277	6	,	,	PUNCT
eurjchem-1002	277	7	239‐273	239‐273	NUM
eurjchem-1002	277	8	.	.	PUNCT
eurjchem-1002	278	1	[	[	X
eurjchem-1002	278	2	13	13	NUM
eurjchem-1002	278	3	]	]	PUNCT
eurjchem-1002	278	4	.	.	PUNCT
eurjchem-1002	278	5	bradshaw	bradshaw	PROPN
eurjchem-1002	278	6	,	,	PUNCT
eurjchem-1002	278	7	j.	j.	PROPN
eurjchem-1002	278	8	s.	s.	PROPN
eurjchem-1002	278	9	;	;	PUNCT
eurjchem-1002	278	10	huszthy	huszthy	PROPN
eurjchem-1002	278	11	,	,	PUNCT
eurjchem-1002	278	12	p.	p.	PROPN
eurjchem-1002	278	13	;	;	PUNCT
eurjchem-1002	278	14	mcdaniel	mcdaniel	PROPN
eurjchem-1002	278	15	,	,	PUNCT
eurjchem-1002	278	16	c.	c.	PROPN
eurjchem-1002	278	17	w.	w.	PROPN
eurjchem-1002	278	18	;	;	PUNCT
eurjchem-1002	278	19	zhu	zhu	PROPN
eurjchem-1002	278	20	,	,	PUNCT
eurjchem-1002	278	21	c.	c.	PROPN
eurjchem-1002	278	22	y.	y.	PROPN
eurjchem-1002	278	23	;	;	PUNCT
eurjchem-1002	278	24	dalley	dalley	NOUN
eurjchem-1002	278	25	,	,	PUNCT
eurjchem-1002	278	26	n.	n.	PROPN
eurjchem-1002	278	27	k.	k.	PROPN
eurjchem-1002	278	28	;	;	PUNCT
eurjchem-1002	278	29	izatt	izatt	PROPN
eurjchem-1002	278	30	,	,	PUNCT
eurjchem-1002	278	31	r.	r.	PROPN
eurjchem-1002	278	32	m.	m.	PROPN
eurjchem-1002	278	33	j.	j.	PROPN
eurjchem-1002	278	34	org	org	PROPN
eurjchem-1002	278	35	.	.	PUNCT
eurjchem-1002	278	36	chem	chem	PROPN
eurjchem-1002	278	37	.	.	PUNCT
eurjchem-1002	279	1	1990	1990	NUM
eurjchem-1002	279	2	,	,	PUNCT
eurjchem-1002	279	3	55	55	NUM
eurjchem-1002	279	4	,	,	PUNCT
eurjchem-1002	279	5	3129‐3137	3129‐3137	NUM
eurjchem-1002	279	6	.	.	PUNCT
eurjchem-1002	280	1	[	[	X
eurjchem-1002	280	2	14	14	NUM
eurjchem-1002	280	3	]	]	PUNCT
eurjchem-1002	280	4	.	.	PUNCT
eurjchem-1002	281	1	hayashi	hayashi	PROPN
eurjchem-1002	281	2	,	,	PUNCT
eurjchem-1002	281	3	y.	y.	PROPN
eurjchem-1002	281	4	;	;	PUNCT
eurjchem-1002	281	5	yamaguchi	yamaguchi	PROPN
eurjchem-1002	281	6	,	,	PUNCT
eurjchem-1002	281	7	j.	j.	PROPN
eurjchem-1002	281	8	;	;	PUNCT
eurjchem-1002	281	9	hibino	hibino	PROPN
eurjchem-1002	281	10	,	,	PUNCT
eurjchem-1002	281	11	k.	k.	PROPN
eurjchem-1002	281	12	;	;	PUNCT
eurjchem-1002	281	13	shoji	shoji	PROPN
eurjchem-1002	281	14	,	,	PUNCT
eurjchem-1002	281	15	m.	m.	NOUN
eurjchem-1002	281	16	tetrahedron	tetrahedron	PROPN
eurjchem-1002	281	17	lett	lett	PROPN
eurjchem-1002	281	18	.	.	PUNCT
eurjchem-1002	281	19	2003	2003	NUM
eurjchem-1002	281	20	,	,	PUNCT
eurjchem-1002	281	21	44	44	NUM
eurjchem-1002	281	22	,	,	PUNCT
eurjchem-1002	281	23	8293‐8296	8293‐8296	NUM
eurjchem-1002	281	24	.	.	PUNCT
eurjchem-1002	282	1	[	[	X
eurjchem-1002	282	2	15	15	NUM
eurjchem-1002	282	3	]	]	PUNCT
eurjchem-1002	282	4	.	.	PUNCT
eurjchem-1002	283	1	tokunaga	tokunaga	NOUN
eurjchem-1002	283	2	,	,	PUNCT
eurjchem-1002	283	3	m.	m.	NOUN
eurjchem-1002	283	4	;	;	PUNCT
eurjchem-1002	283	5	larrow	larrow	PROPN
eurjchem-1002	283	6	,	,	PUNCT
eurjchem-1002	283	7	j.	j.	PROPN
eurjchem-1002	283	8	f.	f.	PROPN
eurjchem-1002	283	9	;	;	PUNCT
eurjchem-1002	283	10	kakiuchi	kakiuchi	PROPN
eurjchem-1002	283	11	,	,	PUNCT
eurjchem-1002	283	12	f.	f.	PROPN
eurjchem-1002	283	13	;	;	PUNCT
eurjchem-1002	283	14	jacobsen	jacobsen	PROPN
eurjchem-1002	283	15	,	,	PUNCT
eurjchem-1002	283	16	e.	e.	PROPN
eurjchem-1002	283	17	n.	n.	PROPN
eurjchem-1002	283	18	science	science	PROPN
eurjchem-1002	283	19	,	,	PUNCT
eurjchem-1002	283	20	1997	1997	NUM
eurjchem-1002	283	21	,	,	PUNCT
eurjchem-1002	283	22	277	277	NUM
eurjchem-1002	283	23	,	,	PUNCT
eurjchem-1002	283	24	936‐938	936‐938	NUM
eurjchem-1002	283	25	.	.	PUNCT
eurjchem-1002	284	1	[	[	X
eurjchem-1002	284	2	16	16	NUM
eurjchem-1002	284	3	]	]	PUNCT
eurjchem-1002	284	4	.	.	PUNCT
eurjchem-1002	285	1	inanga	inanga	PROPN
eurjchem-1002	285	2	,	,	PUNCT
eurjchem-1002	285	3	j.	j.	PROPN
eurjchem-1002	285	4	;	;	PUNCT
eurjchem-1002	285	5	hirata	hirata	PROPN
eurjchem-1002	285	6	,	,	PUNCT
eurjchem-1002	285	7	k.	k.	PROPN
eurjchem-1002	285	8	;	;	PUNCT
eurjchem-1002	285	9	saeki	saeki	PROPN
eurjchem-1002	285	10	,	,	PUNCT
eurjchem-1002	285	11	h.	h.	PROPN
eurjchem-1002	285	12	;	;	PUNCT
eurjchem-1002	285	13	katsuki	katsuki	PROPN
eurjchem-1002	285	14	,	,	PUNCT
eurjchem-1002	285	15	t.	t.	PROPN
eurjchem-1002	285	16	;	;	PUNCT
eurjchem-1002	285	17	yamaguchi	yamaguchi	PROPN
eurjchem-1002	285	18	,	,	PUNCT
eurjchem-1002	285	19	m.	m.	NOUN
eurjchem-1002	285	20	bull	bull	PROPN
eurjchem-1002	285	21	.	.	PUNCT
eurjchem-1002	286	1	chem	chem	PROPN
eurjchem-1002	286	2	.	.	PUNCT
eurjchem-1002	287	1	soc	soc	PROPN
eurjchem-1002	287	2	.	.	PUNCT
eurjchem-1002	288	1	jpn	jpn	PROPN
eurjchem-1002	288	2	.	.	PROPN
eurjchem-1002	289	1	1979	1979	NUM
eurjchem-1002	289	2	,	,	PUNCT
eurjchem-1002	289	3	52	52	NUM
eurjchem-1002	289	4	,	,	PUNCT
eurjchem-1002	289	5	1989‐1993	1989‐1993	NUM
eurjchem-1002	289	6	.	.	PUNCT