id	sid	tid	token	lemma	pos
eurjchem-768	1	1	untitled	untitle	VERB
eurjchem-768	1	2	european	european	PROPN
eurjchem-768	1	3	journal	journal	PROPN
eurjchem-768	1	4	of	of	ADP
eurjchem-768	1	5	chemistry	chemistry	NOUN
eurjchem-768	1	6	4	4	NUM
eurjchem-768	1	7	(	(	PUNCT
eurjchem-768	1	8	3	3	NUM
eurjchem-768	1	9	)	)	PUNCT
eurjchem-768	1	10	(	(	PUNCT
eurjchem-768	1	11	2013	2013	NUM
eurjchem-768	1	12	)	)	PUNCT
eurjchem-768	1	13	191‐194	191‐194	PROPN
eurjchem-768	1	14	european	european	PROPN
eurjchem-768	1	15	journal	journal	PROPN
eurjchem-768	1	16	of	of	ADP
eurjchem-768	1	17	chemistry	chemistry	NOUN
eurjchem-768	1	18	issn	issn	PROPN
eurjchem-768	1	19	2153‐2249	2153‐2249	PROPN
eurjchem-768	1	20	(	(	PUNCT
eurjchem-768	1	21	print	print	NOUN
eurjchem-768	1	22	)	)	PUNCT
eurjchem-768	1	23	/	/	SYM
eurjchem-768	1	24	issn	issn	PROPN
eurjchem-768	1	25	2153‐2257	2153‐2257	NUM
eurjchem-768	1	26	(	(	PUNCT
eurjchem-768	1	27	online	online	ADJ
eurjchem-768	1	28	)	)	PUNCT
eurjchem-768	1	29			NOUN
eurjchem-768	1	30	2013	2013	NUM
eurjchem-768	1	31	eurjchem	eurjchem	PROPN
eurjchem-768	1	32	doi:10.5155	doi:10.5155	PROPN
eurjchem-768	1	33	/	/	SYM
eurjchem-768	1	34	eurjchem.4.3.191‐194.768	eurjchem.4.3.191‐194.768	NOUN
eurjchem-768	1	35	european	european	ADJ
eurjchem-768	1	36	journal	journal	PROPN
eurjchem-768	1	37	of	of	ADP
eurjchem-768	1	38	chemistry	chemistry	PROPN
eurjchem-768	1	39	journal	journal	PROPN
eurjchem-768	1	40	homepage	homepage	NOUN
eurjchem-768	1	41	:	:	PUNCT
eurjchem-768	1	42	www.eurjchem.com	www.eurjchem.com	X
eurjchem-768	1	43	a	a	DET
eurjchem-768	1	44	simple	simple	ADJ
eurjchem-768	1	45	stereoselective	stereoselective	ADJ
eurjchem-768	1	46	synthesis	synthesis	NOUN
eurjchem-768	1	47	of	of	ADP
eurjchem-768	1	48	(	(	PUNCT
eurjchem-768	1	49	+	+	ADJ
eurjchem-768	1	50	)	)	PUNCT
eurjchem-768	1	51	‐[6]‐gingerdiol	‐[6]‐gingerdiol	PROPN
eurjchem-768	1	52	rathod	rathod	PROPN
eurjchem-768	1	53	aravind	aravind	PROPN
eurjchem-768	1	54	kumar	kumar	PROPN
eurjchem-768	1	55	,	,	PUNCT
eurjchem-768	1	56	jajula	jajula	ADJ
eurjchem-768	1	57	kashanna	kashanna	NOUN
eurjchem-768	1	58	,	,	PUNCT
eurjchem-768	1	59	paramesh	paramesh	NOUN
eurjchem-768	1	60	jangili	jangili	NOUN
eurjchem-768	1	61	,	,	PUNCT
eurjchem-768	1	62	and	and	CCONJ
eurjchem-768	1	63	biswanath	biswanath	VERB
eurjchem-768	1	64	das	das	PROPN
eurjchem-768	1	65	*	*	PUNCT
eurjchem-768	1	66	organic	organic	ADJ
eurjchem-768	1	67	chemistry	chemistry	NOUN
eurjchem-768	1	68	division‐i	division‐i	NOUN
eurjchem-768	1	69	,	,	PUNCT
eurjchem-768	1	70	csir‐indian	csir‐indian	PROPN
eurjchem-768	1	71	institute	institute	PROPN
eurjchem-768	1	72	of	of	ADP
eurjchem-768	1	73	chemical	chemical	PROPN
eurjchem-768	1	74	technology	technology	NOUN
eurjchem-768	1	75	,	,	PUNCT
eurjchem-768	1	76	hyderabad‐500007	hyderabad‐500007	PROPN
eurjchem-768	1	77	,	,	PUNCT
eurjchem-768	1	78	india	india	PROPN
eurjchem-768	1	79	*	*	PUNCT
eurjchem-768	1	80	corresponding	correspond	VERB
eurjchem-768	1	81	author	author	NOUN
eurjchem-768	1	82	at	at	ADP
eurjchem-768	1	83	:	:	PUNCT
eurjchem-768	1	84	organic	organic	ADJ
eurjchem-768	1	85	chemistry	chemistry	NOUN
eurjchem-768	1	86	division‐i	division‐i	NOUN
eurjchem-768	1	87	,	,	PUNCT
eurjchem-768	1	88	csir‐indian	csir‐indian	PROPN
eurjchem-768	1	89	institute	institute	PROPN
eurjchem-768	1	90	of	of	ADP
eurjchem-768	1	91	chemical	chemical	PROPN
eurjchem-768	1	92	technology	technology	NOUN
eurjchem-768	1	93	,	,	PUNCT
eurjchem-768	1	94	hyderabad‐500007	hyderabad‐500007	PROPN
eurjchem-768	1	95	,	,	PUNCT
eurjchem-768	1	96	india	india	PROPN
eurjchem-768	1	97	.	.	PUNCT
eurjchem-768	2	1	tel	tel	PROPN
eurjchem-768	2	2	.	.	PUNCT
eurjchem-768	2	3	:	:	PUNCT
eurjchem-768	3	1	+91.40.27160512	+91.40.27160512	NUM
eurjchem-768	3	2	;	;	PUNCT
eurjchem-768	3	3	fax	fax	NOUN
eurjchem-768	3	4	:	:	PUNCT
eurjchem-768	3	5	+91.40.27193241	+91.40.27193241	NUM
eurjchem-768	3	6	.	.	PUNCT
eurjchem-768	3	7	e‐mail	e‐mail	PUNCT
eurjchem-768	3	8	address	address	NOUN
eurjchem-768	3	9	:	:	PUNCT
eurjchem-768	3	10	biswanathdas@yahoo.com	biswanathdas@yahoo.com	X
eurjchem-768	3	11	(	(	PUNCT
eurjchem-768	3	12	b.	b.	PROPN
eurjchem-768	3	13	das	das	PROPN
eurjchem-768	3	14	)	)	PUNCT
eurjchem-768	3	15	.	.	PUNCT
eurjchem-768	4	1	article	article	NOUN
eurjchem-768	4	2	information	information	PROPN
eurjchem-768	4	3	abstract	abstract	ADV
eurjchem-768	4	4	received	receive	VERB
eurjchem-768	4	5	:	:	PUNCT
eurjchem-768	4	6	11	11	NUM
eurjchem-768	4	7	march	march	NOUN
eurjchem-768	4	8	2013	2013	NUM
eurjchem-768	4	9	received	receive	VERB
eurjchem-768	4	10	in	in	ADP
eurjchem-768	4	11	revised	revise	VERB
eurjchem-768	4	12	form	form	NOUN
eurjchem-768	4	13	:	:	PUNCT
eurjchem-768	4	14	03	03	NUM
eurjchem-768	4	15	april	april	PROPN
eurjchem-768	4	16	2013	2013	NUM
eurjchem-768	4	17	accepted	accept	VERB
eurjchem-768	4	18	:	:	PUNCT
eurjchem-768	4	19	12	12	NUM
eurjchem-768	4	20	april	april	PROPN
eurjchem-768	4	21	2013	2013	NUM
eurjchem-768	4	22	online	online	NOUN
eurjchem-768	4	23	:	:	PUNCT
eurjchem-768	4	24	30	30	NUM
eurjchem-768	4	25	september	september	PROPN
eurjchem-768	4	26	2013	2013	NUM
eurjchem-768	4	27	keywords	keyword	VERB
eurjchem-768	4	28	a	a	DET
eurjchem-768	4	29	simple	simple	ADJ
eurjchem-768	4	30	stereoselective	stereoselective	ADJ
eurjchem-768	4	31	synthesis	synthesis	NOUN
eurjchem-768	4	32	of	of	ADP
eurjchem-768	4	33	(	(	PUNCT
eurjchem-768	4	34	+	+	ADJ
eurjchem-768	4	35	)	)	PUNCT
eurjchem-768	4	36	‐[6]‐gingerdiol	‐[6]‐gingerdiol	PROPN
eurjchem-768	4	37	has	have	AUX
eurjchem-768	4	38	been	be	AUX
eurjchem-768	4	39	accomplished	accomplish	VERB
eurjchem-768	4	40	starting	start	VERB
eurjchem-768	4	41	from	from	ADP
eurjchem-768	4	42	vanillin	vanillin	NOUN
eurjchem-768	4	43	.	.	PUNCT
eurjchem-768	5	1	the	the	DET
eurjchem-768	5	2	synthetic	synthetic	ADJ
eurjchem-768	5	3	sequence	sequence	NOUN
eurjchem-768	5	4	involves	involve	VERB
eurjchem-768	5	5	mouroka	mouroka	PROPN
eurjchem-768	5	6	allylation	allylation	NOUN
eurjchem-768	5	7	,	,	PUNCT
eurjchem-768	5	8	diasterioselective	diasterioselective	ADJ
eurjchem-768	5	9	iodine	iodine	NOUN
eurjchem-768	5	10	induced	induce	VERB
eurjchem-768	5	11	electrophilic	electrophilic	ADJ
eurjchem-768	5	12	cyclization	cyclization	NOUN
eurjchem-768	5	13	and	and	CCONJ
eurjchem-768	5	14	ring‐opening	ring‐opening	NOUN
eurjchem-768	5	15	of	of	ADP
eurjchem-768	5	16	an	an	DET
eurjchem-768	5	17	epoxide	epoxide	NOUN
eurjchem-768	5	18	as	as	ADP
eurjchem-768	5	19	the	the	DET
eurjchem-768	5	20	key	key	ADJ
eurjchem-768	5	21	steps	step	NOUN
eurjchem-768	5	22	.	.	PUNCT
eurjchem-768	6	1	vanilline	vanilline	PROPN
eurjchem-768	6	2	gingerdiol	gingerdiol	PROPN
eurjchem-768	6	3	syn‐epoxy	syn‐epoxy	PROPN
eurjchem-768	6	4	alcohol	alcohol	PROPN
eurjchem-768	6	5	maruoka	maruoka	NOUN
eurjchem-768	6	6	allylation	allylation	NOUN
eurjchem-768	6	7	electrophilic	electrophilic	ADJ
eurjchem-768	6	8	cyclization	cyclization	NOUN
eurjchem-768	6	9	stereoselective	stereoselective	NOUN
eurjchem-768	6	10	synthesis	synthesis	NOUN
eurjchem-768	6	11	1	1	NUM
eurjchem-768	6	12	.	.	PUNCT
eurjchem-768	7	1	introduction	introduction	NOUN
eurjchem-768	7	2	(	(	PUNCT
eurjchem-768	7	3	+	+	NOUN
eurjchem-768	7	4	)	)	PUNCT
eurjchem-768	7	5	‐[6]‐gingerdiol	‐[6]‐gingerdiol	NOUN
eurjchem-768	7	6	(	(	PUNCT
eurjchem-768	7	7	1	1	X
eurjchem-768	7	8	)	)	PUNCT
eurjchem-768	7	9	is	be	AUX
eurjchem-768	7	10	an	an	DET
eurjchem-768	7	11	important	important	ADJ
eurjchem-768	7	12	constituent	constituent	NOUN
eurjchem-768	7	13	of	of	ADP
eurjchem-768	7	14	the	the	DET
eurjchem-768	7	15	rhizomes	rhizome	NOUN
eurjchem-768	7	16	of	of	ADP
eurjchem-768	7	17	ginger	ginger	NOUN
eurjchem-768	7	18	(	(	PUNCT
eurjchem-768	7	19	zingiber	zingiber	NOUN
eurjchem-768	7	20	officinale	officinale	PROPN
eurjchem-768	7	21	)	)	PUNCT
eurjchem-768	8	1	[	[	X
eurjchem-768	8	2	1,2	1,2	NUM
eurjchem-768	8	3	]	]	PUNCT
eurjchem-768	8	4	.	.	PUNCT
eurjchem-768	9	1	the	the	DET
eurjchem-768	9	2	compound	compound	NOUN
eurjchem-768	9	3	possesses	possess	VERB
eurjchem-768	9	4	a	a	DET
eurjchem-768	9	5	trisubstituted	trisubstitute	VERB
eurjchem-768	9	6	aromatic	aromatic	ADJ
eurjchem-768	9	7	ring	ring	NOUN
eurjchem-768	9	8	bearing	bear	VERB
eurjchem-768	9	9	an	an	DET
eurjchem-768	9	10	aliphatic	aliphatic	ADJ
eurjchem-768	9	11	chain	chain	NOUN
eurjchem-768	9	12	.	.	PUNCT
eurjchem-768	10	1	the	the	DET
eurjchem-768	10	2	side	side	NOUN
eurjchem-768	10	3	chain	chain	NOUN
eurjchem-768	10	4	contains	contain	VERB
eurjchem-768	10	5	two	two	NUM
eurjchem-768	10	6	hydroxyl	hydroxyl	NOUN
eurjchem-768	10	7	groups	group	NOUN
eurjchem-768	10	8	with	with	ADP
eurjchem-768	10	9	β‐	β‐	ADJ
eurjchem-768	10	10	configuration	configuration	NOUN
eurjchem-768	10	11	.	.	PUNCT
eurjchem-768	11	1	the	the	DET
eurjchem-768	11	2	compound	compound	NOUN
eurjchem-768	11	3	exhibits	exhibit	VERB
eurjchem-768	11	4	various	various	ADJ
eurjchem-768	11	5	important	important	ADJ
eurjchem-768	11	6	medicinal	medicinal	ADJ
eurjchem-768	11	7	properties	property	NOUN
eurjchem-768	11	8	including	include	VERB
eurjchem-768	11	9	anti‐oxidant	anti‐oxidant	NOUN
eurjchem-768	11	10	,	,	PUNCT
eurjchem-768	11	11	anti‐inflammatory	anti‐inflammatory	NOUN
eurjchem-768	11	12	and	and	CCONJ
eurjchem-768	11	13	anti‐fungal	anti‐fungal	ADJ
eurjchem-768	11	14	activities	activity	NOUN
eurjchem-768	11	15	[	[	X
eurjchem-768	11	16	3‐5	3‐5	NUM
eurjchem-768	11	17	]	]	PUNCT
eurjchem-768	11	18	.	.	PUNCT
eurjchem-768	12	1	the	the	DET
eurjchem-768	12	2	synthesis	synthesis	NOUN
eurjchem-768	12	3	of	of	ADP
eurjchem-768	12	4	the	the	DET
eurjchem-768	12	5	compound	compound	NOUN
eurjchem-768	12	6	was	be	AUX
eurjchem-768	12	7	achieved	achieve	VERB
eurjchem-768	12	8	earlier	early	ADV
eurjchem-768	12	9	by	by	ADP
eurjchem-768	12	10	a	a	DET
eurjchem-768	12	11	french	french	ADJ
eurjchem-768	12	12	group	group	NOUN
eurjchem-768	12	13	applying	apply	VERB
eurjchem-768	12	14	the	the	DET
eurjchem-768	12	15	demetallation	demetallation	NOUN
eurjchem-768	12	16	of	of	ADP
eurjchem-768	12	17	tricarboxyliron	tricarboxyliron	NOUN
eurjchem-768	12	18	diene	diene	NOUN
eurjchem-768	12	19	complexes	complex	NOUN
eurjchem-768	12	20	[	[	X
eurjchem-768	12	21	6	6	NUM
eurjchem-768	12	22	]	]	PUNCT
eurjchem-768	12	23	.	.	PUNCT
eurjchem-768	13	1	in	in	ADP
eurjchem-768	13	2	continuation	continuation	NOUN
eurjchem-768	13	3	of	of	ADP
eurjchem-768	13	4	our	our	PRON
eurjchem-768	13	5	work	work	NOUN
eurjchem-768	13	6	on	on	ADP
eurjchem-768	13	7	the	the	DET
eurjchem-768	13	8	stereoselective	stereoselective	ADJ
eurjchem-768	13	9	construction	construction	NOUN
eurjchem-768	13	10	of	of	ADP
eurjchem-768	13	11	bioactive	bioactive	ADJ
eurjchem-768	13	12	natural	natural	ADJ
eurjchem-768	13	13	products	product	NOUN
eurjchem-768	13	14	here	here	ADV
eurjchem-768	13	15	we	we	PRON
eurjchem-768	13	16	report	report	VERB
eurjchem-768	13	17	a	a	DET
eurjchem-768	13	18	simple	simple	ADJ
eurjchem-768	13	19	synthesis	synthesis	NOUN
eurjchem-768	13	20	of	of	ADP
eurjchem-768	13	21	(	(	PUNCT
eurjchem-768	13	22	+	+	ADJ
eurjchem-768	13	23	)	)	PUNCT
eurjchem-768	13	24	‐[6]‐gingerdiol	‐[6]‐gingerdiol	NOUN
eurjchem-768	13	25	(	(	PUNCT
eurjchem-768	13	26	1	1	X
eurjchem-768	13	27	)	)	PUNCT
eurjchem-768	14	1	[	[	X
eurjchem-768	14	2	7‐12	7‐12	X
eurjchem-768	14	3	]	]	PUNCT
eurjchem-768	14	4	via	via	ADP
eurjchem-768	14	5	alternative	alternative	ADJ
eurjchem-768	14	6	route	route	NOUN
eurjchem-768	14	7	.	.	PUNCT
eurjchem-768	15	1	2	2	X
eurjchem-768	15	2	.	.	X
eurjchem-768	15	3	experimental	experimental	ADJ
eurjchem-768	15	4	all	all	DET
eurjchem-768	15	5	the	the	DET
eurjchem-768	15	6	chemicals	chemical	NOUN
eurjchem-768	15	7	were	be	AUX
eurjchem-768	15	8	purchased	purchase	VERB
eurjchem-768	15	9	from	from	ADP
eurjchem-768	15	10	sigma	sigma	PROPN
eurjchem-768	15	11	aldrich	aldrich	PROPN
eurjchem-768	15	12	with	with	ADP
eurjchem-768	15	13	purity	purity	NOUN
eurjchem-768	15	14	not	not	PART
eurjchem-768	15	15	less	less	ADJ
eurjchem-768	15	16	than	than	ADP
eurjchem-768	15	17	99.9	99.9	NUM
eurjchem-768	15	18	%	%	NOUN
eurjchem-768	15	19	.	.	PUNCT
eurjchem-768	16	1	all	all	DET
eurjchem-768	16	2	reactions	reaction	NOUN
eurjchem-768	16	3	were	be	AUX
eurjchem-768	16	4	carried	carry	VERB
eurjchem-768	16	5	out	out	ADP
eurjchem-768	16	6	under	under	ADP
eurjchem-768	16	7	an	an	DET
eurjchem-768	16	8	inert	inert	ADJ
eurjchem-768	16	9	atmosphere	atmosphere	NOUN
eurjchem-768	16	10	of	of	ADP
eurjchem-768	16	11	n2	n2	ADJ
eurjchem-768	16	12	.	.	PUNCT
eurjchem-768	17	1	analytical	analytical	ADJ
eurjchem-768	17	2	thin	thin	ADJ
eurjchem-768	17	3	layer	layer	NOUN
eurjchem-768	17	4	chromato‐	chromato‐	ADP
eurjchem-768	17	5	graphy	graphy	NOUN
eurjchem-768	17	6	(	(	PUNCT
eurjchem-768	17	7	tlc	tlc	NOUN
eurjchem-768	17	8	)	)	PUNCT
eurjchem-768	17	9	was	be	AUX
eurjchem-768	17	10	carried	carry	VERB
eurjchem-768	17	11	out	out	ADP
eurjchem-768	17	12	by	by	ADP
eurjchem-768	17	13	using	use	VERB
eurjchem-768	17	14	silica	silica	NOUN
eurjchem-768	17	15	gel	gel	NOUN
eurjchem-768	17	16	60	60	PROPN
eurjchem-768	17	17	f254	f254	PROPN
eurjchem-768	17	18	pre‐	pre‐	NUM
eurjchem-768	17	19	coated	coat	VERB
eurjchem-768	17	20	plates	plate	NOUN
eurjchem-768	17	21	.	.	PUNCT
eurjchem-768	18	1	visualization	visualization	NOUN
eurjchem-768	18	2	was	be	AUX
eurjchem-768	18	3	accomplished	accomplish	VERB
eurjchem-768	18	4	with	with	ADP
eurjchem-768	18	5	uv	uv	NOUN
eurjchem-768	18	6	lamp	lamp	NOUN
eurjchem-768	18	7	and	and	CCONJ
eurjchem-768	18	8	i2	i2	PROPN
eurjchem-768	18	9	stain	stain	NOUN
eurjchem-768	18	10	.	.	PUNCT
eurjchem-768	19	1	all	all	DET
eurjchem-768	19	2	products	product	NOUN
eurjchem-768	19	3	were	be	AUX
eurjchem-768	19	4	characterized	characterize	VERB
eurjchem-768	19	5	by	by	ADP
eurjchem-768	19	6	their	their	PRON
eurjchem-768	19	7	nmr	nmr	NOUN
eurjchem-768	19	8	and	and	CCONJ
eurjchem-768	19	9	mass	mass	ADJ
eurjchem-768	19	10	spectra	spectra	NOUN
eurjchem-768	19	11	.	.	PUNCT
eurjchem-768	20	1	2.1	2.1	NUM
eurjchem-768	20	2	.	.	PUNCT
eurjchem-768	21	1	instrumentation	instrumentation	NOUN
eurjchem-768	21	2	1h	1h	NUM
eurjchem-768	21	3	nmr	nmr	NOUN
eurjchem-768	21	4	and	and	CCONJ
eurjchem-768	21	5	13c	13c	NOUN
eurjchem-768	21	6	nmr	nmr	NOUN
eurjchem-768	21	7	were	be	AUX
eurjchem-768	21	8	recorded	record	VERB
eurjchem-768	21	9	on	on	ADP
eurjchem-768	21	10	varian	varian	PROPN
eurjchem-768	21	11	gemini	gemini	PROPN
eurjchem-768	21	12	200	200	NUM
eurjchem-768	21	13	mhz	mhz	NOUN
eurjchem-768	21	14	(	(	PUNCT
eurjchem-768	21	15	1h	1h	NUM
eurjchem-768	21	16	)	)	PUNCT
eurjchem-768	21	17	and	and	CCONJ
eurjchem-768	21	18	50	50	NUM
eurjchem-768	21	19	mhz	mhz	NOUN
eurjchem-768	21	20	(	(	PUNCT
eurjchem-768	21	21	13c	13c	NOUN
eurjchem-768	21	22	)	)	PUNCT
eurjchem-768	21	23	spectrometers	spectrometer	NOUN
eurjchem-768	21	24	in	in	ADP
eurjchem-768	21	25	cdcl3	cdcl3	NOUN
eurjchem-768	21	26	using	use	VERB
eurjchem-768	21	27	tms	tms	PROPN
eurjchem-768	21	28	as	as	SCONJ
eurjchem-768	21	29	the	the	DET
eurjchem-768	21	30	internal	internal	ADJ
eurjchem-768	21	31	standard	standard	ADJ
eurjchem-768	21	32	and	and	CCONJ
eurjchem-768	21	33	chemical	chemical	ADJ
eurjchem-768	21	34	shifts	shift	NOUN
eurjchem-768	21	35	were	be	AUX
eurjchem-768	21	36	reported	report	VERB
eurjchem-768	21	37	in	in	ADP
eurjchem-768	21	38	parts	part	NOUN
eurjchem-768	21	39	per	per	ADP
eurjchem-768	21	40	million	million	NUM
eurjchem-768	21	41	(	(	PUNCT
eurjchem-768	21	42	ppm	ppm	NOUN
eurjchem-768	21	43	,	,	PUNCT
eurjchem-768	21	44			NUM
eurjchem-768	21	45	)	)	PUNCT
eurjchem-768	21	46	downfield	downfield	VERB
eurjchem-768	21	47	from	from	ADP
eurjchem-768	21	48	the	the	DET
eurjchem-768	21	49	tetramethyl	tetramethyl	NOUN
eurjchem-768	21	50	silane	silane	NOUN
eurjchem-768	21	51	.	.	PUNCT
eurjchem-768	22	1	ft‐ir	ft‐ir	ADJ
eurjchem-768	22	2	spectra	spectra	PROPN
eurjchem-768	22	3	were	be	AUX
eurjchem-768	22	4	recorded	record	VERB
eurjchem-768	22	5	with	with	ADP
eurjchem-768	22	6	perkin	perkin	PROPN
eurjchem-768	22	7	elmer	elmer	PROPN
eurjchem-768	22	8	rx1	rx1	PROPN
eurjchem-768	22	9	ft‐	ft‐	PROPN
eurjchem-768	22	10	ir	ir	PROPN
eurjchem-768	22	11	spectrophotometer	spectrophotometer	PROPN
eurjchem-768	22	12	and	and	CCONJ
eurjchem-768	22	13	mass	mass	ADJ
eurjchem-768	22	14	spectra	spectra	NOUN
eurjchem-768	22	15	were	be	AUX
eurjchem-768	22	16	recorded	record	VERB
eurjchem-768	22	17	with	with	ADP
eurjchem-768	22	18	vg	vg	NOUN
eurjchem-768	22	19	autospec	autospec	NOUN
eurjchem-768	22	20	instrument	instrument	NOUN
eurjchem-768	22	21	in	in	ADP
eurjchem-768	22	22	m	m	PROPN
eurjchem-768	22	23	/	/	SYM
eurjchem-768	22	24	z	z	NOUN
eurjchem-768	22	25	ratio	ratio	NOUN
eurjchem-768	22	26	.	.	PUNCT
eurjchem-768	23	1	optical	optical	ADJ
eurjchem-768	23	2	rotations	rotation	NOUN
eurjchem-768	23	3	were	be	AUX
eurjchem-768	23	4	determined	determine	VERB
eurjchem-768	23	5	with	with	ADP
eurjchem-768	23	6	jasco	jasco	ADJ
eurjchem-768	23	7	dip	dip	NOUN
eurjchem-768	23	8	360	360	NUM
eurjchem-768	23	9	digital	digital	ADJ
eurjchem-768	23	10	polarimeter	polarimeter	NOUN
eurjchem-768	23	11	at	at	ADP
eurjchem-768	23	12	25	25	NUM
eurjchem-768	23	13	°	°	NOUN
eurjchem-768	23	14	c	c	NOUN
eurjchem-768	23	15	.	.	PUNCT
eurjchem-768	24	1	column	column	PROPN
eurjchem-768	24	2	chromatography	chromatography	NOUN
eurjchem-768	24	3	was	be	AUX
eurjchem-768	24	4	carried	carry	VERB
eurjchem-768	24	5	out	out	ADP
eurjchem-768	24	6	with	with	ADP
eurjchem-768	24	7	silica	silica	NOUN
eurjchem-768	24	8	gel	gel	NOUN
eurjchem-768	24	9	(	(	PUNCT
eurjchem-768	24	10	bdh	bdh	NOUN
eurjchem-768	24	11	100‐200	100‐200	NUM
eurjchem-768	24	12	mesh	mesh	NOUN
eurjchem-768	24	13	)	)	PUNCT
eurjchem-768	24	14	and	and	CCONJ
eurjchem-768	24	15	tlc	tlc	VERB
eurjchem-768	24	16	with	with	ADP
eurjchem-768	24	17	silica	silica	NOUN
eurjchem-768	24	18	gel	gel	NOUN
eurjchem-768	24	19	60	60	NUM
eurjchem-768	24	20	f254	f254	PROPN
eurjchem-768	24	21	precoated	precoate	VERB
eurjchem-768	24	22	plates	plate	NOUN
eurjchem-768	24	23	.	.	PUNCT
eurjchem-768	25	1	2.2	2.2	NUM
eurjchem-768	25	2	.	.	PUNCT
eurjchem-768	25	3	synthesis	synthesis	NOUN
eurjchem-768	25	4	2.2.1	2.2.1	NUM
eurjchem-768	25	5	.	.	PUNCT
eurjchem-768	26	1	4‐(tert‐butyl	4‐(tert‐butyl	NUM
eurjchem-768	26	2	dimethyl	dimethyl	NOUN
eurjchem-768	26	3	silyloxy)‐3‐methoxy	silyloxy)‐3‐methoxy	PROPN
eurjchem-768	26	4	benzaldehyde	benzaldehyde	NOUN
eurjchem-768	26	5	(	(	PUNCT
eurjchem-768	26	6	5	5	NUM
eurjchem-768	26	7	)	)	PUNCT
eurjchem-768	26	8	to	to	ADP
eurjchem-768	26	9	a	a	DET
eurjchem-768	26	10	stirred	stir	VERB
eurjchem-768	26	11	solution	solution	NOUN
eurjchem-768	26	12	of	of	ADP
eurjchem-768	26	13	compound	compound	NOUN
eurjchem-768	26	14	4	4	NUM
eurjchem-768	26	15	(	(	PUNCT
eurjchem-768	26	16	1.0	1.0	NUM
eurjchem-768	26	17	g	g	NOUN
eurjchem-768	26	18	,	,	PUNCT
eurjchem-768	26	19	6.57	6.57	NUM
eurjchem-768	26	20	mmol	mmol	NOUN
eurjchem-768	26	21	)	)	PUNCT
eurjchem-768	26	22	and	and	CCONJ
eurjchem-768	26	23	imidazole	imidazole	NOUN
eurjchem-768	26	24	(	(	PUNCT
eurjchem-768	26	25	1.78	1.78	NUM
eurjchem-768	26	26	g	g	NOUN
eurjchem-768	26	27	,	,	PUNCT
eurjchem-768	26	28	26.28	26.28	NUM
eurjchem-768	26	29	mmol	mmol	NOUN
eurjchem-768	26	30	)	)	PUNCT
eurjchem-768	26	31	in	in	ADP
eurjchem-768	26	32	dry	dry	ADJ
eurjchem-768	26	33	dcm	dcm	NOUN
eurjchem-768	26	34	(	(	PUNCT
eurjchem-768	26	35	15	15	NUM
eurjchem-768	26	36	ml	ml	NOUN
eurjchem-768	26	37	)	)	PUNCT
eurjchem-768	26	38	was	be	AUX
eurjchem-768	26	39	added	add	VERB
eurjchem-768	26	40	tert‐butyl	tert‐butyl	ADP
eurjchem-768	26	41	chloro	chloro	NOUN
eurjchem-768	26	42	(	(	PUNCT
eurjchem-768	26	43	dimethyl	dimethyl	NOUN
eurjchem-768	26	44	)	)	PUNCT
eurjchem-768	26	45	silane	silane	NOUN
eurjchem-768	26	46	(	(	PUNCT
eurjchem-768	26	47	tbs‐cl	tbs‐cl	PROPN
eurjchem-768	26	48	)	)	PUNCT
eurjchem-768	26	49	(	(	PUNCT
eurjchem-768	26	50	1.98	1.98	NUM
eurjchem-768	26	51	g	g	NOUN
eurjchem-768	26	52	,	,	PUNCT
eurjchem-768	26	53	13.15	13.15	NUM
eurjchem-768	26	54	mmol	mmol	NOUN
eurjchem-768	26	55	)	)	PUNCT
eurjchem-768	26	56	slowly	slowly	ADV
eurjchem-768	26	57	at	at	ADP
eurjchem-768	26	58	0	0	NUM
eurjchem-768	26	59	°	°	NUM
eurjchem-768	26	60	c	c	NOUN
eurjchem-768	26	61	.	.	PUNCT
eurjchem-768	27	1	the	the	DET
eurjchem-768	27	2	mixture	mixture	NOUN
eurjchem-768	27	3	was	be	AUX
eurjchem-768	27	4	then	then	ADV
eurjchem-768	27	5	kept	keep	VERB
eurjchem-768	27	6	at	at	ADP
eurjchem-768	27	7	room	room	NOUN
eurjchem-768	27	8	temperature	temperature	NOUN
eurjchem-768	27	9	for	for	ADP
eurjchem-768	27	10	5	5	NUM
eurjchem-768	27	11	h	h	NOUN
eurjchem-768	27	12	,	,	PUNCT
eurjchem-768	27	13	and	and	CCONJ
eurjchem-768	27	14	then	then	ADV
eurjchem-768	27	15	quenched	quench	VERB
eurjchem-768	27	16	with	with	ADP
eurjchem-768	27	17	h2o	h2o	PROPN
eurjchem-768	27	18	.	.	PUNCT
eurjchem-768	28	1	the	the	DET
eurjchem-768	28	2	dichloro	dichloro	PROPN
eurjchem-768	28	3	methane	methane	NOUN
eurjchem-768	28	4	(	(	PUNCT
eurjchem-768	28	5	dcm	dcm	PROPN
eurjchem-768	28	6	)	)	PUNCT
eurjchem-768	28	7	layer	layer	NOUN
eurjchem-768	28	8	was	be	AUX
eurjchem-768	28	9	separated	separate	VERB
eurjchem-768	28	10	and	and	CCONJ
eurjchem-768	28	11	the	the	DET
eurjchem-768	28	12	aqueous	aqueous	ADJ
eurjchem-768	28	13	layer	layer	NOUN
eurjchem-768	28	14	was	be	AUX
eurjchem-768	28	15	extracted	extract	VERB
eurjchem-768	28	16	with	with	ADP
eurjchem-768	28	17	dcm	dcm	PROPN
eurjchem-768	28	18	(	(	PUNCT
eurjchem-768	28	19	2	2	NUM
eurjchem-768	28	20	x	x	SYM
eurjchem-768	28	21	10	10	NUM
eurjchem-768	28	22	ml	ml	NOUN
eurjchem-768	28	23	)	)	PUNCT
eurjchem-768	28	24	.	.	PUNCT
eurjchem-768	29	1	the	the	DET
eurjchem-768	29	2	combined	combine	VERB
eurjchem-768	29	3	organic	organic	ADJ
eurjchem-768	29	4	layers	layer	NOUN
eurjchem-768	29	5	were	be	AUX
eurjchem-768	29	6	washed	wash	VERB
eurjchem-768	29	7	with	with	ADP
eurjchem-768	29	8	h2o	h2o	PROPN
eurjchem-768	29	9	,	,	PUNCT
eurjchem-768	29	10	brine	brine	NOUN
eurjchem-768	29	11	,	,	PUNCT
eurjchem-768	29	12	and	and	CCONJ
eurjchem-768	29	13	dried	dry	VERB
eurjchem-768	29	14	(	(	PUNCT
eurjchem-768	29	15	anhydrous	anhydrous	ADJ
eurjchem-768	29	16	na2so4	na2so4	NOUN
eurjchem-768	29	17	)	)	PUNCT
eurjchem-768	29	18	.	.	PUNCT
eurjchem-768	30	1	the	the	DET
eurjchem-768	30	2	solvent	solvent	NOUN
eurjchem-768	30	3	was	be	AUX
eurjchem-768	30	4	removed	remove	VERB
eurjchem-768	30	5	in	in	ADP
eurjchem-768	30	6	vacuo	vacuo	NOUN
eurjchem-768	30	7	,	,	PUNCT
eurjchem-768	30	8	and	and	CCONJ
eurjchem-768	30	9	the	the	DET
eurjchem-768	30	10	residue	residue	NOUN
eurjchem-768	30	11	was	be	AUX
eurjchem-768	30	12	purified	purify	VERB
eurjchem-768	30	13	by	by	ADP
eurjchem-768	30	14	column	column	NOUN
eurjchem-768	30	15	chromatography	chromatography	NOUN
eurjchem-768	30	16	on	on	ADP
eurjchem-768	30	17	silica	silica	NOUN
eurjchem-768	30	18	gel	gel	NOUN
eurjchem-768	30	19	(	(	PUNCT
eurjchem-768	30	20	2	2	NUM
eurjchem-768	30	21	%	%	NOUN
eurjchem-768	30	22	etoac	etoac	ADJ
eurjchem-768	30	23	/	/	SYM
eurjchem-768	30	24	hexane	hexane	NOUN
eurjchem-768	30	25	)	)	PUNCT
eurjchem-768	30	26	to	to	PART
eurjchem-768	30	27	form	form	VERB
eurjchem-768	30	28	5	5	NUM
eurjchem-768	30	29	as	as	ADP
eurjchem-768	30	30	a	a	DET
eurjchem-768	30	31	colorless	colorless	ADJ
eurjchem-768	30	32	oil	oil	NOUN
eurjchem-768	30	33	(	(	PUNCT
eurjchem-768	30	34	scheme	scheme	NOUN
eurjchem-768	30	35	1	1	NUM
eurjchem-768	30	36	)	)	PUNCT
eurjchem-768	30	37	.	.	PUNCT
eurjchem-768	31	1	yield	yield	NOUN
eurjchem-768	31	2	:	:	PUNCT
eurjchem-768	31	3	88	88	NUM
eurjchem-768	31	4	%	%	NOUN
eurjchem-768	31	5	,	,	PUNCT
eurjchem-768	31	6	1.54	1.54	NUM
eurjchem-768	31	7	g.	g.	NOUN
eurjchem-768	31	8	ir	ir	PROPN
eurjchem-768	31	9	(	(	PUNCT
eurjchem-768	31	10	kbr	kbr	PROPN
eurjchem-768	31	11	,	,	PUNCT
eurjchem-768	31	12	ν	ν	PROPN
eurjchem-768	31	13	,	,	PUNCT
eurjchem-768	31	14	cm‐1	cm‐1	PROPN
eurjchem-768	31	15	):	):	PUNCT
eurjchem-768	31	16	1728	1728	NUM
eurjchem-768	31	17	,	,	PUNCT
eurjchem-768	31	18	1636	1636	NUM
eurjchem-768	31	19	,	,	PUNCT
eurjchem-768	31	20	1512	1512	NUM
eurjchem-768	31	21	,	,	PUNCT
eurjchem-768	31	22	1462	1462	NUM
eurjchem-768	31	23	,	,	PUNCT
eurjchem-768	31	24	1282	1282	NUM
eurjchem-768	31	25	.	.	PUNCT
eurjchem-768	32	1	1h	1h	NUM
eurjchem-768	32	2	nmr	nmr	NOUN
eurjchem-768	32	3	(	(	PUNCT
eurjchem-768	32	4	200	200	NUM
eurjchem-768	32	5	mhz	mhz	NOUN
eurjchem-768	32	6	,	,	PUNCT
eurjchem-768	32	7	cdcl3	cdcl3	PROPN
eurjchem-768	32	8	,	,	PUNCT
eurjchem-768	32	9	δ	δ	PROPN
eurjchem-768	32	10	,	,	PUNCT
eurjchem-768	32	11	ppm	ppm	NOUN
eurjchem-768	32	12	):	):	PUNCT
eurjchem-768	32	13	9.80	9.80	NUM
eurjchem-768	32	14	(	(	PUNCT
eurjchem-768	32	15	s	s	PROPN
eurjchem-768	32	16	,	,	PUNCT
eurjchem-768	32	17	1h	1h	NUM
eurjchem-768	32	18	,	,	PUNCT
eurjchem-768	32	19	ar‐cho	ar‐cho	PROPN
eurjchem-768	32	20	)	)	PUNCT
eurjchem-768	32	21	,	,	PUNCT
eurjchem-768	32	22	7.38	7.38	NUM
eurjchem-768	32	23	(	(	PUNCT
eurjchem-768	32	24	d	d	PROPN
eurjchem-768	32	25	,	,	PUNCT
eurjchem-768	32	26	1h	1h	NUM
eurjchem-768	32	27	,	,	PUNCT
eurjchem-768	32	28	j	j	PROPN
eurjchem-768	32	29	=	=	PROPN
eurjchem-768	32	30	2.0	2.0	NUM
eurjchem-768	32	31	hz	hz	VERB
eurjchem-768	32	32	,	,	PUNCT
eurjchem-768	32	33	o‐ar‐h	o‐ar‐h	PROPN
eurjchem-768	32	34	)	)	PUNCT
eurjchem-768	32	35	,	,	PUNCT
eurjchem-768	32	36	7.30	7.30	NUM
eurjchem-768	32	37	(	(	PUNCT
eurjchem-768	32	38	dd	dd	PROPN
eurjchem-768	32	39	,	,	PUNCT
eurjchem-768	32	40	1h	1h	NUM
eurjchem-768	32	41	,	,	PUNCT
eurjchem-768	32	42	j	j	PROPN
eurjchem-768	32	43	=	=	SYM
eurjchem-768	32	44	8.0	8.0	NUM
eurjchem-768	32	45	,	,	PUNCT
eurjchem-768	32	46	2.0	2.0	NUM
eurjchem-768	32	47	hz	hz	ADJ
eurjchem-768	32	48	,	,	PUNCT
eurjchem-768	32	49	o‐ar‐h	o‐ar‐h	PROPN
eurjchem-768	32	50	)	)	PUNCT
eurjchem-768	32	51	,	,	PUNCT
eurjchem-768	32	52	6.91	6.91	NUM
eurjchem-768	32	53	(	(	PUNCT
eurjchem-768	32	54	d	d	PROPN
eurjchem-768	32	55	,	,	PUNCT
eurjchem-768	32	56	1h	1h	NUM
eurjchem-768	32	57	,	,	PUNCT
eurjchem-768	32	58	j	j	PROPN
eurjchem-768	32	59	=	=	SYM
eurjchem-768	32	60	8.0	8.0	NUM
eurjchem-768	32	61	hz	hz	NOUN
eurjchem-768	32	62	,	,	PUNCT
eurjchem-768	32	63	m‐ar‐h	m‐ar‐h	PROPN
eurjchem-768	32	64	)	)	PUNCT
eurjchem-768	32	65	,	,	PUNCT
eurjchem-768	32	66	3.85	3.85	NUM
eurjchem-768	32	67	(	(	PUNCT
eurjchem-768	32	68	s	s	PROPN
eurjchem-768	32	69	,	,	PUNCT
eurjchem-768	32	70	3h	3h	NUM
eurjchem-768	32	71	,	,	PUNCT
eurjchem-768	32	72	ar‐o‐ch3	ar‐o‐ch3	ADJ
eurjchem-768	32	73	)	)	PUNCT
eurjchem-768	32	74	,	,	PUNCT
eurjchem-768	32	75	1.00	1.00	NUM
eurjchem-768	32	76	(	(	PUNCT
eurjchem-768	32	77	s	s	PROPN
eurjchem-768	32	78	,	,	PUNCT
eurjchem-768	32	79	9h	9h	NUM
eurjchem-768	32	80	,	,	PUNCT
eurjchem-768	32	81	si‐c(ch3)3	si‐c(ch3)3	ADJ
eurjchem-768	32	82	)	)	PUNCT
eurjchem-768	32	83	,	,	PUNCT
eurjchem-768	32	84	0.20	0.20	NUM
eurjchem-768	32	85	(	(	PUNCT
eurjchem-768	32	86	s	s	PROPN
eurjchem-768	32	87	,	,	PUNCT
eurjchem-768	32	88	6h	6h	NUM
eurjchem-768	32	89	,	,	PUNCT
eurjchem-768	32	90	si‐(ch3)2	si‐(ch3)2	PROPN
eurjchem-768	32	91	)	)	PUNCT
eurjchem-768	32	92	.	.	PUNCT
eurjchem-768	33	1	13c	13c	NOUN
eurjchem-768	33	2	nmr	nmr	NOUN
eurjchem-768	33	3	(	(	PUNCT
eurjchem-768	33	4	50	50	NUM
eurjchem-768	33	5	mhz	mhz	NOUN
eurjchem-768	33	6	,	,	PUNCT
eurjchem-768	33	7	cdcl3	cdcl3	PROPN
eurjchem-768	33	8	,	,	PUNCT
eurjchem-768	33	9	δ	δ	PROPN
eurjchem-768	33	10	,	,	PUNCT
eurjchem-768	33	11	ppm	ppm	NOUN
eurjchem-768	33	12	):	):	PUNCT
eurjchem-768	33	13	189.8	189.8	NUM
eurjchem-768	33	14	,	,	PUNCT
eurjchem-768	33	15	151.4	151.4	NUM
eurjchem-768	33	16	,	,	PUNCT
eurjchem-768	33	17	150.8	150.8	NUM
eurjchem-768	33	18	,	,	PUNCT
eurjchem-768	33	19	130.4	130.4	NUM
eurjchem-768	33	20	,	,	PUNCT
eurjchem-768	33	21	125.8	125.8	NUM
eurjchem-768	33	22	,	,	PUNCT
eurjchem-768	33	23	120.6	120.6	NUM
eurjchem-768	33	24	,	,	PUNCT
eurjchem-768	33	25	110.0	110.0	NUM
eurjchem-768	33	26	,	,	PUNCT
eurjchem-768	33	27	55.2	55.2	NUM
eurjchem-768	33	28	,	,	PUNCT
eurjchem-768	33	29	25.3	25.3	NUM
eurjchem-768	33	30	,	,	PUNCT
eurjchem-768	33	31	18.1	18.1	NUM
eurjchem-768	33	32	.	.	PUNCT
eurjchem-768	34	1	esi‐ms	esi‐ms	PROPN
eurjchem-768	34	2	(	(	PUNCT
eurjchem-768	34	3	m	m	PROPN
eurjchem-768	34	4	/	/	SYM
eurjchem-768	34	5	z	z	NOUN
eurjchem-768	34	6	):	):	PUNCT
eurjchem-768	34	7	289	289	NUM
eurjchem-768	34	8	[	[	X
eurjchem-768	34	9	m+na]+	m+na]+	NOUN
eurjchem-768	34	10	.	.	PUNCT
eurjchem-768	35	1	[	[	X
eurjchem-768	35	2	α]d25	α]d25	NOUN
eurjchem-768	35	3	=	=	SYM
eurjchem-768	35	4	+5.65	+5.65	X
eurjchem-768	35	5	(	(	PUNCT
eurjchem-768	35	6	c	c	PROPN
eurjchem-768	35	7	1.75	1.75	NUM
eurjchem-768	35	8	,	,	PUNCT
eurjchem-768	35	9	chcl3	chcl3	PROPN
eurjchem-768	35	10	)	)	PUNCT
eurjchem-768	35	11	.	.	PUNCT
eurjchem-768	36	1	anal	anal	PROPN
eurjchem-768	36	2	.	.	PUNCT
eurjchem-768	36	3	calcd	calcd	NOUN
eurjchem-768	36	4	.	.	PUNCT
eurjchem-768	37	1	for	for	ADP
eurjchem-768	37	2	c14h22o3si	c14h22o3si	PROPN
eurjchem-768	37	3	:	:	PUNCT
eurjchem-768	37	4	c	c	X
eurjchem-768	37	5	,	,	PUNCT
eurjchem-768	37	6	63.15	63.15	NUM
eurjchem-768	37	7	;	;	PUNCT
eurjchem-768	37	8	h	h	NOUN
eurjchem-768	37	9	,	,	PUNCT
eurjchem-768	37	10	8.27	8.27	NUM
eurjchem-768	37	11	.	.	PUNCT
eurjchem-768	37	12	found	find	VERB
eurjchem-768	37	13	:	:	PUNCT
eurjchem-768	38	1	c	c	X
eurjchem-768	38	2	,	,	PUNCT
eurjchem-768	38	3	63.05	63.05	NUM
eurjchem-768	38	4	;	;	PUNCT
eurjchem-768	38	5	h	h	NOUN
eurjchem-768	38	6	,	,	PUNCT
eurjchem-768	38	7	8.28	8.28	NUM
eurjchem-768	38	8	%	%	NOUN
eurjchem-768	38	9	.	.	PUNCT
eurjchem-768	39	1	2.2.2	2.2.2	X
eurjchem-768	39	2	.	.	PUNCT
eurjchem-768	39	3	(	(	PUNCT
eurjchem-768	39	4	e)‐ethyl	e)‐ethyl	PROPN
eurjchem-768	39	5	3‐(4‐(tert‐butyldimethylsilyloxy)‐3‐methoxy‐	3‐(4‐(tert‐butyldimethylsilyloxy)‐3‐methoxy‐	NUM
eurjchem-768	39	6	phenyl	phenyl	NOUN
eurjchem-768	39	7	)	)	PUNCT
eurjchem-768	39	8	acrylate	acrylate	NOUN
eurjchem-768	39	9	(	(	PUNCT
eurjchem-768	39	10	6	6	NUM
eurjchem-768	39	11	)	)	PUNCT
eurjchem-768	39	12	to	to	ADP
eurjchem-768	39	13	a	a	DET
eurjchem-768	39	14	solution	solution	NOUN
eurjchem-768	39	15	of	of	ADP
eurjchem-768	39	16	aldehyde	aldehyde	NOUN
eurjchem-768	39	17	,	,	PUNCT
eurjchem-768	39	18	5	5	NUM
eurjchem-768	39	19	,	,	PUNCT
eurjchem-768	39	20	(	(	PUNCT
eurjchem-768	39	21	1.54	1.54	NUM
eurjchem-768	39	22	g	g	NOUN
eurjchem-768	39	23	,	,	PUNCT
eurjchem-768	39	24	5.78	5.78	NUM
eurjchem-768	39	25	mmol	mmol	NOUN
eurjchem-768	39	26	)	)	PUNCT
eurjchem-768	39	27	in	in	ADP
eurjchem-768	39	28	dry	dry	ADJ
eurjchem-768	39	29	dcm	dcm	NOUN
eurjchem-768	39	30	(	(	PUNCT
eurjchem-768	39	31	10	10	NUM
eurjchem-768	39	32	ml	ml	NOUN
eurjchem-768	39	33	)	)	PUNCT
eurjchem-768	39	34	ethyl	ethyl	PROPN
eurjchem-768	39	35	(	(	PUNCT
eurjchem-768	39	36	triphenyl	triphenyl	PROPN
eurjchem-768	39	37	phosphornylidene	phosphornylidene	PROPN
eurjchem-768	39	38	)	)	PUNCT
eurjchem-768	39	39	acetate	acetate	NOUN
eurjchem-768	39	40	(	(	PUNCT
eurjchem-768	39	41	3.017	3.017	NUM
eurjchem-768	39	42	g	g	NOUN
eurjchem-768	39	43	,	,	PUNCT
eurjchem-768	39	44	8.67	8.67	NUM
eurjchem-768	39	45	mmol	mmol	NOUN
eurjchem-768	39	46	)	)	PUNCT
eurjchem-768	39	47	was	be	AUX
eurjchem-768	39	48	added	add	VERB
eurjchem-768	39	49	and	and	CCONJ
eurjchem-768	39	50	the	the	DET
eurjchem-768	39	51	mixture	mixture	NOUN
eurjchem-768	39	52	was	be	AUX
eurjchem-768	39	53	stirred	stir	VERB
eurjchem-768	39	54	at	at	ADP
eurjchem-768	39	55	ambient	ambient	ADJ
eurjchem-768	39	56	temperature	temperature	NOUN
eurjchem-768	39	57	for	for	ADP
eurjchem-768	39	58	8	8	NUM
eurjchem-768	39	59	h.	h.	NOUN
eurjchem-768	39	60	it	it	PRON
eurjchem-768	39	61	was	be	AUX
eurjchem-768	39	62	concentrated	concentrate	VERB
eurjchem-768	39	63	in	in	ADP
eurjchem-768	39	64	vacuum	vacuum	NOUN
eurjchem-768	39	65	,	,	PUNCT
eurjchem-768	39	66	and	and	CCONJ
eurjchem-768	39	67	the	the	DET
eurjchem-768	39	68	residue	residue	NOUN
eurjchem-768	39	69	was	be	AUX
eurjchem-768	39	70	purified	purify	VERB
eurjchem-768	39	71	by	by	ADP
eurjchem-768	39	72	column	column	NOUN
eurjchem-768	39	73	chromatography	chromatography	NOUN
eurjchem-768	39	74	(	(	PUNCT
eurjchem-768	39	75	20	20	NUM
eurjchem-768	39	76	%	%	NOUN
eurjchem-768	39	77	etoac	etoac	ADJ
eurjchem-768	39	78	/	/	SYM
eurjchem-768	39	79	hexane	hexane	NOUN
eurjchem-768	39	80	)	)	PUNCT
eurjchem-768	39	81	to	to	PART
eurjchem-768	39	82	afford	afford	VERB
eurjchem-768	39	83	compound	compound	VERB
eurjchem-768	39	84	6	6	NUM
eurjchem-768	39	85	(	(	PUNCT
eurjchem-768	39	86	scheme	scheme	NOUN
eurjchem-768	39	87	1	1	NUM
eurjchem-768	39	88	)	)	PUNCT
eurjchem-768	39	89	.	.	PUNCT
eurjchem-768	40	1	yield	yield	NOUN
eurjchem-768	40	2	:	:	PUNCT
eurjchem-768	40	3	81	81	NUM
eurjchem-768	40	4	%	%	NOUN
eurjchem-768	40	5	,	,	PUNCT
eurjchem-768	40	6	1.57	1.57	NUM
eurjchem-768	40	7	g.	g.	NOUN
eurjchem-768	40	8	ir	ir	PROPN
eurjchem-768	40	9	(	(	PUNCT
eurjchem-768	40	10	kbr	kbr	PROPN
eurjchem-768	40	11	,	,	PUNCT
eurjchem-768	40	12	ν	ν	PROPN
eurjchem-768	40	13	,	,	PUNCT
eurjchem-768	40	14	cm‐1	cm‐1	PROPN
eurjchem-768	40	15	):	):	PUNCT
eurjchem-768	40	16	1720	1720	NUM
eurjchem-768	40	17	,	,	PUNCT
eurjchem-768	40	18	1612	1612	NUM
eurjchem-768	40	19	,	,	PUNCT
eurjchem-768	40	20	1513	1513	NUM
eurjchem-768	40	21	,	,	PUNCT
eurjchem-768	40	22	1443	1443	NUM
eurjchem-768	40	23	,	,	PUNCT
eurjchem-768	40	24	1247	1247	NUM
eurjchem-768	40	25	.	.	PUNCT
eurjchem-768	41	1	192	192	NUM
eurjchem-768	41	2	kumar	kumar	PROPN
eurjchem-768	41	3	et	et	PROPN
eurjchem-768	41	4	al	al	PROPN
eurjchem-768	41	5	.	.	PUNCT
eurjchem-768	41	6	/	/	SYM
eurjchem-768	41	7	european	european	PROPN
eurjchem-768	41	8	journal	journal	PROPN
eurjchem-768	41	9	of	of	ADP
eurjchem-768	41	10	chemistry	chemistry	NOUN
eurjchem-768	41	11	4	4	NUM
eurjchem-768	41	12	(	(	PUNCT
eurjchem-768	41	13	3	3	NUM
eurjchem-768	41	14	)	)	PUNCT
eurjchem-768	41	15	(	(	PUNCT
eurjchem-768	41	16	2013	2013	NUM
eurjchem-768	41	17	)	)	PUNCT
eurjchem-768	41	18	191‐194	191‐194	PROPN
eurjchem-768	41	19	reagents	reagent	NOUN
eurjchem-768	41	20	and	and	CCONJ
eurjchem-768	41	21	conditions	condition	NOUN
eurjchem-768	41	22	:	:	PUNCT
eurjchem-768	41	23	a	a	X
eurjchem-768	41	24	)	)	PUNCT
eurjchem-768	41	25	tbscl	tbscl	NOUN
eurjchem-768	41	26	,	,	PUNCT
eurjchem-768	41	27	imidazole	imidazole	NOUN
eurjchem-768	41	28	,	,	PUNCT
eurjchem-768	41	29	ch2cl2	ch2cl2	NOUN
eurjchem-768	41	30	.	.	NOUN
eurjchem-768	41	31	5	5	NUM
eurjchem-768	41	32	h	h	NOUN
eurjchem-768	41	33	,	,	PUNCT
eurjchem-768	41	34	88	88	NUM
eurjchem-768	41	35	%	%	NOUN
eurjchem-768	41	36	:	:	PUNCT
eurjchem-768	41	37	b	b	X
eurjchem-768	41	38	)	)	PUNCT
eurjchem-768	41	39	pph3chcooet	pph3chcooet	PROPN
eurjchem-768	41	40	,	,	PUNCT
eurjchem-768	41	41	ch2cl2	ch2cl2	PROPN
eurjchem-768	41	42	,	,	PUNCT
eurjchem-768	41	43	rt	rt	PROPN
eurjchem-768	41	44	,	,	PUNCT
eurjchem-768	41	45	6	6	NUM
eurjchem-768	41	46	h	h	NOUN
eurjchem-768	41	47	,	,	PUNCT
eurjchem-768	41	48	81	81	NUM
eurjchem-768	41	49	%	%	NOUN
eurjchem-768	41	50	;	;	PUNCT
eurjchem-768	41	51	c	c	X
eurjchem-768	41	52	)	)	PUNCT
eurjchem-768	41	53	nicl2	nicl2	PROPN
eurjchem-768	41	54	,	,	PUNCT
eurjchem-768	41	55	nabh4	nabh4	NOUN
eurjchem-768	41	56	,	,	PUNCT
eurjchem-768	41	57	meoh	meoh	NOUN
eurjchem-768	41	58	,	,	PUNCT
eurjchem-768	41	59	0	0	NUM
eurjchem-768	41	60	°	°	ADP
eurjchem-768	41	61	c	c	NOUN
eurjchem-768	41	62	,	,	PUNCT
eurjchem-768	41	63	15	15	NUM
eurjchem-768	41	64	min	min	NOUN
eurjchem-768	41	65	then	then	ADV
eurjchem-768	41	66	1	1	NUM
eurjchem-768	41	67	h	h	NOUN
eurjchem-768	41	68	rt	rt	PROPN
eurjchem-768	41	69	,	,	PUNCT
eurjchem-768	41	70	n2	n2	ADJ
eurjchem-768	41	71	condition	condition	NOUN
eurjchem-768	41	72	,	,	PUNCT
eurjchem-768	41	73	91	91	NUM
eurjchem-768	41	74	%	%	NOUN
eurjchem-768	41	75	;	;	PUNCT
eurjchem-768	41	76	d	d	X
eurjchem-768	41	77	)	)	PUNCT
eurjchem-768	41	78	dibal‐h	dibal‐h	NOUN
eurjchem-768	41	79	,	,	PUNCT
eurjchem-768	41	80	ch2cl2	ch2cl2	PROPN
eurjchem-768	41	81	,	,	PUNCT
eurjchem-768	41	82	meoh	meoh	NOUN
eurjchem-768	41	83	,	,	PUNCT
eurjchem-768	41	84	‐78	‐78	NOUN
eurjchem-768	41	85	°	°	ADP
eurjchem-768	41	86	c	c	NOUN
eurjchem-768	41	87	to	to	PART
eurjchem-768	41	88	‐10	‐10	VERB
eurjchem-768	41	89	°	°	ADP
eurjchem-768	41	90	c	c	NOUN
eurjchem-768	41	91	,	,	PUNCT
eurjchem-768	41	92	0.5	0.5	NUM
eurjchem-768	41	93	h	h	NOUN
eurjchem-768	41	94	,	,	PUNCT
eurjchem-768	41	95	77	77	NUM
eurjchem-768	41	96	%	%	NOUN
eurjchem-768	41	97	;	;	PUNCT
eurjchem-768	41	98	e	e	X
eurjchem-768	41	99	)	)	PUNCT
eurjchem-768	41	100	(	(	PUNCT
eurjchem-768	41	101	cocl)2	cocl)2	X
eurjchem-768	41	102	,	,	PUNCT
eurjchem-768	41	103	dmso	dmso	NOUN
eurjchem-768	41	104	,	,	PUNCT
eurjchem-768	41	105	et3n	et3n	PROPN
eurjchem-768	41	106	,	,	PUNCT
eurjchem-768	41	107	ch2cl2	ch2cl2	PROPN
eurjchem-768	41	108	,	,	PUNCT
eurjchem-768	41	109	‐78	‐78	NOUN
eurjchem-768	41	110	°	°	ADP
eurjchem-768	41	111	c	c	NOUN
eurjchem-768	41	112	,	,	PUNCT
eurjchem-768	41	113	0.5	0.5	NUM
eurjchem-768	41	114	h	h	NOUN
eurjchem-768	41	115	,	,	PUNCT
eurjchem-768	41	116	81	81	NUM
eurjchem-768	41	117	%	%	NOUN
eurjchem-768	41	118	;	;	PUNCT
eurjchem-768	41	119	f	f	X
eurjchem-768	41	120	)	)	PUNCT
eurjchem-768	41	121	(	(	PUNCT
eurjchem-768	41	122	s	s	X
eurjchem-768	41	123	,	,	PUNCT
eurjchem-768	41	124	s)‐i	s)‐i	NOUN
eurjchem-768	41	125	,	,	PUNCT
eurjchem-768	41	126	bu3snch2ch	bu3snch2ch	NOUN
eurjchem-768	41	127	=	=	SYM
eurjchem-768	41	128	ch2	ch2	PROPN
eurjchem-768	41	129	,	,	PUNCT
eurjchem-768	41	130	ch2cl2	ch2cl2	NOUN
eurjchem-768	41	131	,	,	PUNCT
eurjchem-768	41	132	‐15	‐15	PROPN
eurjchem-768	41	133	°	°	ADP
eurjchem-768	41	134	c	c	NOUN
eurjchem-768	41	135	to	to	ADP
eurjchem-768	41	136	‐0	‐0	NUM
eurjchem-768	41	137	°	°	PROPN
eurjchem-768	41	138	c	c	NOUN
eurjchem-768	41	139	,	,	PUNCT
eurjchem-768	41	140	20	20	NUM
eurjchem-768	41	141	h	h	NOUN
eurjchem-768	41	142	,	,	PUNCT
eurjchem-768	41	143	79	79	NUM
eurjchem-768	41	144	%	%	NOUN
eurjchem-768	41	145	;	;	PUNCT
eurjchem-768	41	146	g	g	NOUN
eurjchem-768	41	147	)	)	PUNCT
eurjchem-768	41	148	boc2o	boc2o	PROPN
eurjchem-768	41	149	,	,	PUNCT
eurjchem-768	41	150	dmap	dmap	NOUN
eurjchem-768	41	151	,	,	PUNCT
eurjchem-768	41	152	mecn	mecn	PROPN
eurjchem-768	41	153	,	,	PUNCT
eurjchem-768	41	154	5	5	NUM
eurjchem-768	41	155	h	h	NOUN
eurjchem-768	41	156	,	,	PUNCT
eurjchem-768	41	157	77	77	NUM
eurjchem-768	41	158	%	%	NOUN
eurjchem-768	41	159	;	;	PUNCT
eurjchem-768	41	160	h	h	X
eurjchem-768	41	161	)	)	PUNCT
eurjchem-768	41	162	i2	i2	PROPN
eurjchem-768	41	163	,	,	PUNCT
eurjchem-768	41	164	mecn	mecn	PROPN
eurjchem-768	41	165	,	,	PUNCT
eurjchem-768	41	166	‐20	‐20	PROPN
eurjchem-768	41	167	°	°	PROPN
eurjchem-768	41	168	c	c	NOUN
eurjchem-768	41	169	,	,	PUNCT
eurjchem-768	41	170	6	6	NUM
eurjchem-768	41	171	h	h	NOUN
eurjchem-768	41	172	,	,	PUNCT
eurjchem-768	41	173	67	67	NUM
eurjchem-768	41	174	%	%	NOUN
eurjchem-768	41	175	;	;	PUNCT
eurjchem-768	41	176	i	i	NOUN
eurjchem-768	41	177	)	)	PUNCT
eurjchem-768	41	178	tbaf	tbaf	ADJ
eurjchem-768	41	179	,	,	PUNCT
eurjchem-768	41	180	thf	thf	NOUN
eurjchem-768	41	181	,	,	PUNCT
eurjchem-768	41	182	5	5	NUM
eurjchem-768	41	183	h	h	NOUN
eurjchem-768	41	184	,	,	PUNCT
eurjchem-768	41	185	78	78	NUM
eurjchem-768	41	186	%	%	NOUN
eurjchem-768	41	187	;	;	PUNCT
eurjchem-768	41	188	j	j	NOUN
eurjchem-768	41	189	)	)	PUNCT
eurjchem-768	41	190	k2co3	k2co3	PROPN
eurjchem-768	41	191	,	,	PUNCT
eurjchem-768	41	192	meoh	meoh	NOUN
eurjchem-768	41	193	,	,	PUNCT
eurjchem-768	41	194	20	20	NUM
eurjchem-768	41	195	°	°	NOUN
eurjchem-768	41	196	c	c	NOUN
eurjchem-768	41	197	,	,	PUNCT
eurjchem-768	41	198	30	30	NUM
eurjchem-768	41	199	min	min	NOUN
eurjchem-768	41	200	,	,	PUNCT
eurjchem-768	41	201	84	84	NUM
eurjchem-768	41	202	%	%	NOUN
eurjchem-768	41	203	;	;	PUNCT
eurjchem-768	41	204	k	k	X
eurjchem-768	41	205	)	)	PUNCT
eurjchem-768	41	206	n‐c4h9mgbr	n‐c4h9mgbr	PROPN
eurjchem-768	41	207	,	,	PUNCT
eurjchem-768	41	208	cui	cui	PROPN
eurjchem-768	41	209	,	,	PUNCT
eurjchem-768	41	210	‐30	‐30	NOUN
eurjchem-768	41	211	°	°	NOUN
eurjchem-768	41	212	c	c	NOUN
eurjchem-768	41	213	,	,	PUNCT
eurjchem-768	41	214	2	2	NUM
eurjchem-768	41	215	h	h	NOUN
eurjchem-768	41	216	,	,	PUNCT
eurjchem-768	41	217	71	71	NUM
eurjchem-768	41	218	%	%	NOUN
eurjchem-768	41	219	.	.	PUNCT
eurjchem-768	42	1	scheme	scheme	NOUN
eurjchem-768	42	2	1	1	NUM
eurjchem-768	42	3	1h	1h	NUM
eurjchem-768	42	4	nmr	nmr	NOUN
eurjchem-768	42	5	(	(	PUNCT
eurjchem-768	42	6	200	200	NUM
eurjchem-768	42	7	mhz	mhz	NOUN
eurjchem-768	42	8	,	,	PUNCT
eurjchem-768	42	9	cdcl3	cdcl3	PROPN
eurjchem-768	42	10	,	,	PUNCT
eurjchem-768	42	11	δ	δ	PROPN
eurjchem-768	42	12	,	,	PUNCT
eurjchem-768	42	13	ppm	ppm	NUM
eurjchem-768	42	14	):	):	PUNCT
eurjchem-768	42	15	7.81	7.81	NUM
eurjchem-768	42	16	(	(	PUNCT
eurjchem-768	42	17	d	d	PROPN
eurjchem-768	42	18	,	,	PUNCT
eurjchem-768	42	19	1h	1h	NUM
eurjchem-768	42	20	,	,	PUNCT
eurjchem-768	42	21	j	j	PROPN
eurjchem-768	43	1	=	=	PROPN
eurjchem-768	43	2	16.0	16.0	NUM
eurjchem-768	43	3	hz	hz	NOUN
eurjchem-768	43	4	,	,	PUNCT
eurjchem-768	43	5	ar‐	ar‐	PROPN
eurjchem-768	43	6	ch	ch	NOUN
eurjchem-768	43	7	=	=	NOUN
eurjchem-768	43	8	ch	ch	NOUN
eurjchem-768	43	9	)	)	PUNCT
eurjchem-768	43	10	,	,	PUNCT
eurjchem-768	43	11	7.25‐7.17	7.25‐7.17	NUM
eurjchem-768	43	12	(	(	PUNCT
eurjchem-768	43	13	m	m	PROPN
eurjchem-768	43	14	,	,	PUNCT
eurjchem-768	43	15	2h	2h	NUM
eurjchem-768	43	16	,	,	PUNCT
eurjchem-768	43	17	o‐ar‐h	o‐ar‐h	PROPN
eurjchem-768	43	18	)	)	PUNCT
eurjchem-768	43	19	,	,	PUNCT
eurjchem-768	43	20	7.02	7.02	NUM
eurjchem-768	43	21	(	(	PUNCT
eurjchem-768	43	22	d	d	PROPN
eurjchem-768	43	23	,	,	PUNCT
eurjchem-768	43	24	1h	1h	NUM
eurjchem-768	43	25	,	,	PUNCT
eurjchem-768	43	26	j	j	PROPN
eurjchem-768	44	1	=	=	SYM
eurjchem-768	44	2	8.0	8.0	NUM
eurjchem-768	44	3	hz	hz	NOUN
eurjchem-768	44	4	,	,	PUNCT
eurjchem-768	44	5	m‐ar‐	m‐ar‐	PROPN
eurjchem-768	44	6	h	h	NOUN
eurjchem-768	44	7	)	)	PUNCT
eurjchem-768	44	8	,	,	PUNCT
eurjchem-768	44	9	6.49	6.49	NUM
eurjchem-768	44	10	(	(	PUNCT
eurjchem-768	44	11	d	d	PROPN
eurjchem-768	44	12	,	,	PUNCT
eurjchem-768	44	13	1h	1h	NUM
eurjchem-768	44	14	,	,	PUNCT
eurjchem-768	44	15	j	j	PROPN
eurjchem-768	44	16	=	=	PROPN
eurjchem-768	44	17	16.0	16.0	NUM
eurjchem-768	44	18	hz	hz	VERB
eurjchem-768	44	19	,	,	PUNCT
eurjchem-768	44	20	ar‐ch	ar‐ch	ADJ
eurjchem-768	44	21	=	=	NOUN
eurjchem-768	44	22	ch	ch	NOUN
eurjchem-768	44	23	)	)	PUNCT
eurjchem-768	44	24	,	,	PUNCT
eurjchem-768	44	25	4.43	4.43	NUM
eurjchem-768	44	26	(	(	PUNCT
eurjchem-768	44	27	q	q	NOUN
eurjchem-768	44	28	,	,	PUNCT
eurjchem-768	44	29	2h	2h	NUM
eurjchem-768	44	30	,	,	PUNCT
eurjchem-768	44	31	j	j	PROPN
eurjchem-768	45	1	=	=	SYM
eurjchem-768	45	2	7.0	7.0	NUM
eurjchem-768	45	3	hz	hz	ADJ
eurjchem-768	45	4	,	,	PUNCT
eurjchem-768	45	5	o‐ch2‐ch3	o‐ch2‐ch3	ADJ
eurjchem-768	45	6	)	)	PUNCT
eurjchem-768	45	7	,	,	PUNCT
eurjchem-768	45	8	4.02	4.02	NUM
eurjchem-768	45	9	(	(	PUNCT
eurjchem-768	45	10	s	s	PROPN
eurjchem-768	45	11	,	,	PUNCT
eurjchem-768	45	12	3h	3h	NUM
eurjchem-768	45	13	,	,	PUNCT
eurjchem-768	45	14	ar‐o‐ch3	ar‐o‐ch3	ADJ
eurjchem-768	45	15	)	)	PUNCT
eurjchem-768	45	16	,	,	PUNCT
eurjchem-768	45	17	1.53	1.53	NUM
eurjchem-768	45	18	(	(	PUNCT
eurjchem-768	45	19	t	t	PROPN
eurjchem-768	45	20	,	,	PUNCT
eurjchem-768	45	21	3h	3h	NUM
eurjchem-768	45	22	,	,	PUNCT
eurjchem-768	45	23	j	j	PROPN
eurjchem-768	45	24	=	=	SYM
eurjchem-768	45	25	7.0	7.0	NUM
eurjchem-768	45	26	hz	hz	ADJ
eurjchem-768	45	27	,	,	PUNCT
eurjchem-768	45	28	o‐	o‐	PROPN
eurjchem-768	45	29	ch2‐ch3	ch2‐ch3	PROPN
eurjchem-768	45	30	)	)	PUNCT
eurjchem-768	45	31	,	,	PUNCT
eurjchem-768	45	32	1.18	1.18	NUM
eurjchem-768	45	33	(	(	PUNCT
eurjchem-768	45	34	s	s	PROPN
eurjchem-768	45	35	,	,	PUNCT
eurjchem-768	45	36	9h	9h	NUM
eurjchem-768	45	37	,	,	PUNCT
eurjchem-768	45	38	si‐c(ch3)3	si‐c(ch3)3	ADJ
eurjchem-768	45	39	)	)	PUNCT
eurjchem-768	45	40	,	,	PUNCT
eurjchem-768	45	41	0.19	0.19	NUM
eurjchem-768	45	42	(	(	PUNCT
eurjchem-768	45	43	s	s	PROPN
eurjchem-768	45	44	,	,	PUNCT
eurjchem-768	45	45	6h	6h	NUM
eurjchem-768	45	46	,	,	PUNCT
eurjchem-768	45	47	si‐(ch3)2	si‐(ch3)2	PROPN
eurjchem-768	45	48	)	)	PUNCT
eurjchem-768	45	49	.	.	PUNCT
eurjchem-768	46	1	13c	13c	NOUN
eurjchem-768	46	2	nmr	nmr	NOUN
eurjchem-768	46	3	(	(	PUNCT
eurjchem-768	46	4	50	50	NUM
eurjchem-768	46	5	mhz	mhz	NOUN
eurjchem-768	46	6	,	,	PUNCT
eurjchem-768	46	7	cdcl3	cdcl3	PROPN
eurjchem-768	46	8	,	,	PUNCT
eurjchem-768	46	9	δ	δ	PROPN
eurjchem-768	46	10	,	,	PUNCT
eurjchem-768	46	11	ppm	ppm	NOUN
eurjchem-768	46	12	):	):	PUNCT
eurjchem-768	46	13	172.2	172.2	NUM
eurjchem-768	46	14	,	,	PUNCT
eurjchem-768	46	15	150.8	150.8	NUM
eurjchem-768	46	16	,	,	PUNCT
eurjchem-768	46	17	143.8	143.8	NUM
eurjchem-768	46	18	,	,	PUNCT
eurjchem-768	46	19	134.0	134.0	NUM
eurjchem-768	46	20	,	,	PUNCT
eurjchem-768	46	21	120.8	120.8	NUM
eurjchem-768	46	22	,	,	PUNCT
eurjchem-768	46	23	120.0	120.0	NUM
eurjchem-768	46	24	,	,	PUNCT
eurjchem-768	46	25	112.1	112.1	NUM
eurjchem-768	46	26	,	,	PUNCT
eurjchem-768	46	27	60.0	60.0	NUM
eurjchem-768	46	28	,	,	PUNCT
eurjchem-768	46	29	55.3	55.3	NUM
eurjchem-768	46	30	,	,	PUNCT
eurjchem-768	46	31	25.8	25.8	NUM
eurjchem-768	46	32	,	,	PUNCT
eurjchem-768	46	33	18.2	18.2	NUM
eurjchem-768	46	34	,	,	PUNCT
eurjchem-768	46	35	‐4.9	‐4.9	NOUN
eurjchem-768	46	36	.	.	PUNCT
eurjchem-768	47	1	esi‐ms	esi‐ms	PROPN
eurjchem-768	47	2	(	(	PUNCT
eurjchem-768	47	3	m	m	PROPN
eurjchem-768	47	4	/	/	SYM
eurjchem-768	47	5	z	z	NOUN
eurjchem-768	47	6	):	):	PUNCT
eurjchem-768	47	7	337	337	NUM
eurjchem-768	47	8	[	[	X
eurjchem-768	47	9	m+h]+	m+h]+	X
eurjchem-768	47	10	.	.	PUNCT
eurjchem-768	48	1	[	[	X
eurjchem-768	48	2	α]d25	α]d25	NOUN
eurjchem-768	48	3	=	=	SYM
eurjchem-768	48	4	+22.65	+22.65	PROPN
eurjchem-768	48	5	(	(	PUNCT
eurjchem-768	48	6	c	c	NOUN
eurjchem-768	48	7	0.17	0.17	NUM
eurjchem-768	48	8	,	,	PUNCT
eurjchem-768	48	9	chcl3	chcl3	PROPN
eurjchem-768	48	10	)	)	PUNCT
eurjchem-768	48	11	.	.	PUNCT
eurjchem-768	49	1	anal	anal	PROPN
eurjchem-768	49	2	.	.	PUNCT
eurjchem-768	49	3	calcd	calcd	NOUN
eurjchem-768	49	4	.	.	PUNCT
eurjchem-768	50	1	for	for	ADP
eurjchem-768	50	2	c18h28o4si	c18h28o4si	PROPN
eurjchem-768	50	3	:	:	PUNCT
eurjchem-768	50	4	c	c	X
eurjchem-768	50	5	,	,	PUNCT
eurjchem-768	50	6	64.28	64.28	NUM
eurjchem-768	50	7	;	;	PUNCT
eurjchem-768	50	8	h	h	NOUN
eurjchem-768	50	9	,	,	PUNCT
eurjchem-768	50	10	8.39	8.39	NUM
eurjchem-768	50	11	.	.	PUNCT
eurjchem-768	50	12	found	find	VERB
eurjchem-768	50	13	:	:	PUNCT
eurjchem-768	51	1	c	c	X
eurjchem-768	51	2	,	,	PUNCT
eurjchem-768	51	3	64.19	64.19	NUM
eurjchem-768	51	4	;	;	PUNCT
eurjchem-768	51	5	h	h	NOUN
eurjchem-768	51	6	,	,	PUNCT
eurjchem-768	51	7	8.34	8.34	NUM
eurjchem-768	51	8	%	%	NOUN
eurjchem-768	51	9	.	.	PUNCT
eurjchem-768	52	1	2.2.3	2.2.3	X
eurjchem-768	52	2	.	.	PUNCT
eurjchem-768	53	1	ethyl	ethyl	PROPN
eurjchem-768	53	2	3‐(4‐(tert‐butyl	3‐(4‐(tert‐butyl	NUM
eurjchem-768	53	3	dimethyl	dimethyl	PROPN
eurjchem-768	53	4	silyloxy)‐3‐methoxy‐	silyloxy)‐3‐methoxy‐	PROPN
eurjchem-768	53	5	phenyl	phenyl	NOUN
eurjchem-768	53	6	)	)	PUNCT
eurjchem-768	53	7	propanoate	propanoate	NOUN
eurjchem-768	53	8	(	(	PUNCT
eurjchem-768	53	9	7	7	NUM
eurjchem-768	53	10	)	)	PUNCT
eurjchem-768	53	11	to	to	ADP
eurjchem-768	53	12	a	a	DET
eurjchem-768	53	13	solution	solution	NOUN
eurjchem-768	53	14	of	of	ADP
eurjchem-768	53	15	the	the	DET
eurjchem-768	53	16	compound	compound	NOUN
eurjchem-768	53	17	6	6	NUM
eurjchem-768	53	18	(	(	PUNCT
eurjchem-768	53	19	1.57	1.57	NUM
eurjchem-768	53	20	g	g	NOUN
eurjchem-768	53	21	,	,	PUNCT
eurjchem-768	53	22	4.68	4.68	NUM
eurjchem-768	53	23	mmol	mmol	NOUN
eurjchem-768	53	24	)	)	PUNCT
eurjchem-768	53	25	in	in	ADP
eurjchem-768	53	26	dry	dry	ADJ
eurjchem-768	53	27	meoh	meoh	NOUN
eurjchem-768	53	28	(	(	PUNCT
eurjchem-768	53	29	15	15	NUM
eurjchem-768	53	30	ml	ml	NOUN
eurjchem-768	53	31	)	)	PUNCT
eurjchem-768	53	32	at	at	ADP
eurjchem-768	53	33	0	0	NUM
eurjchem-768	53	34	°	°	ADP
eurjchem-768	53	35	c	c	NOUN
eurjchem-768	53	36	was	be	AUX
eurjchem-768	53	37	added	add	VERB
eurjchem-768	53	38	nicl2	nicl2	NOUN
eurjchem-768	54	1	(	(	PUNCT
eurjchem-768	54	2	0.22	0.22	NUM
eurjchem-768	54	3	g	g	NOUN
eurjchem-768	54	4	,	,	PUNCT
eurjchem-768	54	5	0.936	0.936	NUM
eurjchem-768	54	6	mmol	mmol	NOUN
eurjchem-768	54	7	)	)	PUNCT
eurjchem-768	54	8	,	,	PUNCT
eurjchem-768	54	9	after	after	ADP
eurjchem-768	54	10	stirring	stir	VERB
eurjchem-768	54	11	15	15	NUM
eurjchem-768	54	12	min	min	NOUN
eurjchem-768	54	13	at	at	ADP
eurjchem-768	54	14	0	0	NUM
eurjchem-768	54	15	°	°	ADP
eurjchem-768	54	16	c	c	NOUN
eurjchem-768	54	17	then	then	ADV
eurjchem-768	54	18	added	add	VERB
eurjchem-768	54	19	nabh4	nabh4	NOUN
eurjchem-768	54	20	(	(	PUNCT
eurjchem-768	54	21	0.35	0.35	NUM
eurjchem-768	54	22	g	g	NOUN
eurjchem-768	54	23	,	,	PUNCT
eurjchem-768	54	24	9.36	9.36	NUM
eurjchem-768	54	25	mmol	mmol	NOUN
eurjchem-768	54	26	)	)	PUNCT
eurjchem-768	54	27	portion	portion	NOUN
eurjchem-768	54	28	wise	wise	ADJ
eurjchem-768	54	29	under	under	ADP
eurjchem-768	54	30	n2	n2	ADJ
eurjchem-768	54	31	condition	condition	NOUN
eurjchem-768	54	32	.	.	PUNCT
eurjchem-768	55	1	then	then	ADV
eurjchem-768	55	2	allow	allow	VERB
eurjchem-768	55	3	the	the	DET
eurjchem-768	55	4	residue	residue	NOUN
eurjchem-768	55	5	to	to	ADP
eurjchem-768	55	6	room	room	NOUN
eurjchem-768	55	7	temperature	temperature	NOUN
eurjchem-768	55	8	and	and	CCONJ
eurjchem-768	55	9	stirr	stirr	VERB
eurjchem-768	55	10	for	for	ADP
eurjchem-768	55	11	1	1	NUM
eurjchem-768	55	12	h	h	NOUN
eurjchem-768	55	13	,	,	PUNCT
eurjchem-768	55	14	and	and	CCONJ
eurjchem-768	55	15	the	the	DET
eurjchem-768	55	16	residue	residue	NOUN
eurjchem-768	55	17	was	be	AUX
eurjchem-768	55	18	quenched	quench	VERB
eurjchem-768	55	19	with	with	ADP
eurjchem-768	55	20	nh4cl	nh4cl	PROPN
eurjchem-768	55	21	.	.	PUNCT
eurjchem-768	56	1	the	the	DET
eurjchem-768	56	2	meoh	meoh	NOUN
eurjchem-768	56	3	layer	layer	NOUN
eurjchem-768	56	4	was	be	AUX
eurjchem-768	56	5	separated	separate	VERB
eurjchem-768	56	6	and	and	CCONJ
eurjchem-768	56	7	the	the	DET
eurjchem-768	56	8	aqueous	aqueous	ADJ
eurjchem-768	56	9	layer	layer	NOUN
eurjchem-768	56	10	was	be	AUX
eurjchem-768	56	11	washed	wash	VERB
eurjchem-768	56	12	with	with	ADP
eurjchem-768	56	13	dcm	dcm	PROPN
eurjchem-768	56	14	(	(	PUNCT
eurjchem-768	56	15	2	2	NUM
eurjchem-768	56	16	x	x	SYM
eurjchem-768	56	17	10	10	NUM
eurjchem-768	56	18	ml	ml	NOUN
eurjchem-768	56	19	)	)	PUNCT
eurjchem-768	56	20	and	and	CCONJ
eurjchem-768	56	21	combined	combine	VERB
eurjchem-768	56	22	organic	organic	ADJ
eurjchem-768	56	23	layer	layer	NOUN
eurjchem-768	56	24	washed	wash	VERB
eurjchem-768	56	25	with	with	ADP
eurjchem-768	56	26	h2o	h2o	PROPN
eurjchem-768	56	27	,	,	PUNCT
eurjchem-768	56	28	brine	brine	NOUN
eurjchem-768	56	29	,	,	PUNCT
eurjchem-768	56	30	and	and	CCONJ
eurjchem-768	56	31	dried	dry	VERB
eurjchem-768	56	32	over	over	ADP
eurjchem-768	56	33	anhydrous	anhydrous	ADJ
eurjchem-768	56	34	na2so4	na2so4	NOUN
eurjchem-768	56	35	.	.	PUNCT
eurjchem-768	57	1	the	the	DET
eurjchem-768	57	2	solvent	solvent	NOUN
eurjchem-768	57	3	was	be	AUX
eurjchem-768	57	4	removed	remove	VERB
eurjchem-768	57	5	in	in	ADP
eurjchem-768	57	6	vacuum	vacuum	NOUN
eurjchem-768	57	7	,	,	PUNCT
eurjchem-768	57	8	and	and	CCONJ
eurjchem-768	57	9	the	the	DET
eurjchem-768	57	10	residue	residue	NOUN
eurjchem-768	57	11	was	be	AUX
eurjchem-768	57	12	purified	purify	VERB
eurjchem-768	57	13	by	by	ADP
eurjchem-768	57	14	column	column	NOUN
eurjchem-768	57	15	chromatography	chromatography	NOUN
eurjchem-768	57	16	on	on	ADP
eurjchem-768	57	17	silica	silica	NOUN
eurjchem-768	57	18	gel	gel	NOUN
eurjchem-768	57	19	(	(	PUNCT
eurjchem-768	57	20	2	2	NUM
eurjchem-768	57	21	%	%	NOUN
eurjchem-768	57	22	etoac	etoac	ADJ
eurjchem-768	57	23	/	/	NOUN
eurjchem-768	57	24	hexane	hexane	NOUN
eurjchem-768	57	25	)	)	PUNCT
eurjchem-768	57	26	,	,	PUNCT
eurjchem-768	57	27	to	to	PART
eurjchem-768	57	28	afford	afford	VERB
eurjchem-768	57	29	the	the	DET
eurjchem-768	57	30	pure	pure	ADJ
eurjchem-768	57	31	compound	compound	NOUN
eurjchem-768	57	32	7	7	NUM
eurjchem-768	57	33	(	(	PUNCT
eurjchem-768	57	34	scheme	scheme	NOUN
eurjchem-768	57	35	1	1	NUM
eurjchem-768	57	36	)	)	PUNCT
eurjchem-768	57	37	.	.	PUNCT
eurjchem-768	58	1	yield	yield	NOUN
eurjchem-768	58	2	:	:	PUNCT
eurjchem-768	58	3	91	91	NUM
eurjchem-768	58	4	%	%	NOUN
eurjchem-768	58	5	,	,	PUNCT
eurjchem-768	58	6	1.43	1.43	NUM
eurjchem-768	58	7	g.	g.	PROPN
eurjchem-768	58	8	ir	ir	PROPN
eurjchem-768	58	9	(	(	PUNCT
eurjchem-768	58	10	kbr	kbr	PROPN
eurjchem-768	58	11	,	,	PUNCT
eurjchem-768	58	12	ν	ν	PROPN
eurjchem-768	58	13	,	,	PUNCT
eurjchem-768	58	14	cm‐1	cm‐1	PROPN
eurjchem-768	58	15	):	):	PUNCT
eurjchem-768	58	16	1735	1735	NUM
eurjchem-768	58	17	,	,	PUNCT
eurjchem-768	58	18	1603	1603	NUM
eurjchem-768	58	19	,	,	PUNCT
eurjchem-768	58	20	1513	1513	NUM
eurjchem-768	58	21	,	,	PUNCT
eurjchem-768	58	22	1465	1465	NUM
eurjchem-768	58	23	,	,	PUNCT
eurjchem-768	58	24	1259	1259	NUM
eurjchem-768	58	25	.	.	PUNCT
eurjchem-768	59	1	1h	1h	NUM
eurjchem-768	59	2	nmr	nmr	NOUN
eurjchem-768	59	3	(	(	PUNCT
eurjchem-768	59	4	200	200	NUM
eurjchem-768	59	5	mhz	mhz	NOUN
eurjchem-768	59	6	,	,	PUNCT
eurjchem-768	59	7	cdcl3	cdcl3	PROPN
eurjchem-768	59	8	,	,	PUNCT
eurjchem-768	59	9	δ	δ	PROPN
eurjchem-768	59	10	,	,	PUNCT
eurjchem-768	59	11	ppm	ppm	NUM
eurjchem-768	59	12	):	):	PUNCT
eurjchem-768	59	13	6.79	6.79	NUM
eurjchem-768	59	14	(	(	PUNCT
eurjchem-768	59	15	d	d	PROPN
eurjchem-768	59	16	,	,	PUNCT
eurjchem-768	59	17	1h	1h	NUM
eurjchem-768	59	18	,	,	PUNCT
eurjchem-768	59	19	j	j	PROPN
eurjchem-768	59	20	=	=	SYM
eurjchem-768	59	21	8.0	8.0	NUM
eurjchem-768	59	22	hz	hz	NOUN
eurjchem-768	59	23	,	,	PUNCT
eurjchem-768	59	24	m‐ar‐h	m‐ar‐h	PROPN
eurjchem-768	59	25	)	)	PUNCT
eurjchem-768	59	26	,	,	PUNCT
eurjchem-768	59	27	6.72	6.72	NUM
eurjchem-768	59	28	(	(	PUNCT
eurjchem-768	59	29	d	d	PROPN
eurjchem-768	59	30	,	,	PUNCT
eurjchem-768	59	31	1h	1h	NUM
eurjchem-768	59	32	,	,	PUNCT
eurjchem-768	59	33	j	j	PROPN
eurjchem-768	59	34	=	=	PROPN
eurjchem-768	59	35	2.0	2.0	NUM
eurjchem-768	59	36	hz	hz	VERB
eurjchem-768	59	37	,	,	PUNCT
eurjchem-768	59	38	o‐ar‐h	o‐ar‐h	PROPN
eurjchem-768	59	39	)	)	PUNCT
eurjchem-768	59	40	,	,	PUNCT
eurjchem-768	59	41	6.66	6.66	NUM
eurjchem-768	59	42	(	(	PUNCT
eurjchem-768	59	43	dd	dd	PROPN
eurjchem-768	59	44	,	,	PUNCT
eurjchem-768	59	45	1h	1h	NUM
eurjchem-768	59	46	,	,	PUNCT
eurjchem-768	59	47	j	j	PROPN
eurjchem-768	59	48	=	=	SYM
eurjchem-768	59	49	8.0	8.0	NUM
eurjchem-768	59	50	,	,	PUNCT
eurjchem-768	59	51	2.0	2.0	NUM
eurjchem-768	59	52	hz	hz	ADJ
eurjchem-768	59	53	,	,	PUNCT
eurjchem-768	59	54	o‐ar‐h	o‐ar‐h	PROPN
eurjchem-768	59	55	)	)	PUNCT
eurjchem-768	59	56	,	,	PUNCT
eurjchem-768	59	57	4.18	4.18	NUM
eurjchem-768	59	58	(	(	PUNCT
eurjchem-768	59	59	q	q	NOUN
eurjchem-768	59	60	,	,	PUNCT
eurjchem-768	59	61	2h	2h	NUM
eurjchem-768	59	62	,	,	PUNCT
eurjchem-768	59	63	j	j	PROPN
eurjchem-768	59	64	=	=	SYM
eurjchem-768	59	65	7.0	7.0	NUM
eurjchem-768	59	66	hz	hz	ADJ
eurjchem-768	59	67	,	,	PUNCT
eurjchem-768	59	68	o‐ch2‐ch3	o‐ch2‐ch3	ADJ
eurjchem-768	59	69	)	)	PUNCT
eurjchem-768	59	70	,	,	PUNCT
eurjchem-768	59	71	3.85	3.85	NUM
eurjchem-768	59	72	(	(	PUNCT
eurjchem-768	59	73	s	s	PROPN
eurjchem-768	59	74	,	,	PUNCT
eurjchem-768	59	75	3h	3h	NUM
eurjchem-768	59	76	,	,	PUNCT
eurjchem-768	59	77	ar‐o‐ch3	ar‐o‐ch3	ADJ
eurjchem-768	59	78	)	)	PUNCT
eurjchem-768	59	79	,	,	PUNCT
eurjchem-768	59	80	2.92	2.92	NUM
eurjchem-768	59	81	(	(	PUNCT
eurjchem-768	59	82	t	t	PROPN
eurjchem-768	59	83	,	,	PUNCT
eurjchem-768	59	84	2h	2h	NUM
eurjchem-768	59	85	,	,	PUNCT
eurjchem-768	59	86	j	j	PROPN
eurjchem-768	59	87	=	=	SYM
eurjchem-768	59	88	7.0	7.0	NUM
eurjchem-768	59	89	hz	hz	VERB
eurjchem-768	59	90	,	,	PUNCT
eurjchem-768	59	91	ar‐ch2‐ch2	ar‐ch2‐ch2	ADJ
eurjchem-768	59	92	)	)	PUNCT
eurjchem-768	59	93	,	,	PUNCT
eurjchem-768	59	94	2.69‐	2.69‐	NUM
eurjchem-768	59	95	2.60	2.60	NUM
eurjchem-768	59	96	(	(	PUNCT
eurjchem-768	59	97	m	m	PROPN
eurjchem-768	59	98	,	,	PUNCT
eurjchem-768	59	99	2h	2h	NUM
eurjchem-768	59	100	,	,	PUNCT
eurjchem-768	59	101	ar‐ch2	ar‐ch2	NOUN
eurjchem-768	59	102	=	=	SYM
eurjchem-768	59	103	ch2	ch2	NOUN
eurjchem-768	59	104	)	)	PUNCT
eurjchem-768	59	105	,	,	PUNCT
eurjchem-768	59	106	1.30	1.30	NUM
eurjchem-768	59	107	(	(	PUNCT
eurjchem-768	59	108	t	t	PROPN
eurjchem-768	59	109	,	,	PUNCT
eurjchem-768	59	110	3h	3h	NUM
eurjchem-768	59	111	,	,	PUNCT
eurjchem-768	59	112	j	j	PROPN
eurjchem-768	59	113	=	=	SYM
eurjchem-768	59	114	7.0	7.0	NUM
eurjchem-768	59	115	hz	hz	ADJ
eurjchem-768	59	116	,	,	PUNCT
eurjchem-768	59	117	o‐ch2‐ch3	o‐ch2‐ch3	ADJ
eurjchem-768	59	118	)	)	PUNCT
eurjchem-768	59	119	,	,	PUNCT
eurjchem-768	59	120	1.08	1.08	NUM
eurjchem-768	59	121	(	(	PUNCT
eurjchem-768	59	122	s	s	PROPN
eurjchem-768	59	123	,	,	PUNCT
eurjchem-768	59	124	9h	9h	NUM
eurjchem-768	59	125	,	,	PUNCT
eurjchem-768	59	126	si‐c(ch3)3	si‐c(ch3)3	ADJ
eurjchem-768	59	127	)	)	PUNCT
eurjchem-768	59	128	,	,	PUNCT
eurjchem-768	59	129	0.20	0.20	NUM
eurjchem-768	59	130	(	(	PUNCT
eurjchem-768	59	131	s	s	PROPN
eurjchem-768	59	132	,	,	PUNCT
eurjchem-768	59	133	6h	6h	NUM
eurjchem-768	59	134	,	,	PUNCT
eurjchem-768	59	135	si‐(ch3)2	si‐(ch3)2	PROPN
eurjchem-768	59	136	)	)	PUNCT
eurjchem-768	59	137	.	.	PUNCT
eurjchem-768	60	1	13c	13c	NOUN
eurjchem-768	60	2	nmr	nmr	NOUN
eurjchem-768	60	3	(	(	PUNCT
eurjchem-768	60	4	50	50	NUM
eurjchem-768	60	5	mhz	mhz	NOUN
eurjchem-768	60	6	,	,	PUNCT
eurjchem-768	60	7	cdcl3	cdcl3	PROPN
eurjchem-768	60	8	,	,	PUNCT
eurjchem-768	60	9	δ	δ	PROPN
eurjchem-768	60	10	,	,	PUNCT
eurjchem-768	60	11	ppm	ppm	NOUN
eurjchem-768	60	12	):	):	PUNCT
eurjchem-768	60	13	173.3	173.3	NUM
eurjchem-768	60	14	,	,	PUNCT
eurjchem-768	60	15	151.2	151.2	NUM
eurjchem-768	60	16	,	,	PUNCT
eurjchem-768	60	17	143.8	143.8	NUM
eurjchem-768	60	18	,	,	PUNCT
eurjchem-768	60	19	121.0	121.0	NUM
eurjchem-768	60	20	,	,	PUNCT
eurjchem-768	60	21	120.2	120.2	NUM
eurjchem-768	60	22	,	,	PUNCT
eurjchem-768	60	23	112.5	112.5	NUM
eurjchem-768	60	24	,	,	PUNCT
eurjchem-768	60	25	60.1	60.1	NUM
eurjchem-768	60	26	,	,	PUNCT
eurjchem-768	60	27	55.2	55.2	NUM
eurjchem-768	60	28	,	,	PUNCT
eurjchem-768	60	29	35.6	35.6	NUM
eurjchem-768	60	30	,	,	PUNCT
eurjchem-768	60	31	35.4	35.4	NUM
eurjchem-768	60	32	,	,	PUNCT
eurjchem-768	60	33	25.4	25.4	NUM
eurjchem-768	60	34	,	,	PUNCT
eurjchem-768	60	35	19.1	19.1	NUM
eurjchem-768	60	36	,	,	PUNCT
eurjchem-768	60	37	14.8	14.8	NUM
eurjchem-768	60	38	,	,	PUNCT
eurjchem-768	60	39	‐4.9	‐4.9	NOUN
eurjchem-768	60	40	.	.	PUNCT
eurjchem-768	61	1	esi‐ms	esi‐ms	PROPN
eurjchem-768	61	2	(	(	PUNCT
eurjchem-768	61	3	m	m	PROPN
eurjchem-768	61	4	/	/	SYM
eurjchem-768	61	5	z	z	NOUN
eurjchem-768	61	6	):	):	PUNCT
eurjchem-768	61	7	339	339	NUM
eurjchem-768	61	8	[	[	X
eurjchem-768	61	9	m+h]+	m+h]+	X
eurjchem-768	61	10	.	.	PUNCT
eurjchem-768	62	1	[	[	X
eurjchem-768	62	2	α]d25	α]d25	NOUN
eurjchem-768	62	3	=	=	SYM
eurjchem-768	62	4	+4.99	+4.99	PROPN
eurjchem-768	62	5	(	(	PUNCT
eurjchem-768	62	6	c	c	NOUN
eurjchem-768	62	7	0.75	0.75	NUM
eurjchem-768	62	8	,	,	PUNCT
eurjchem-768	62	9	chcl3	chcl3	PROPN
eurjchem-768	62	10	)	)	PUNCT
eurjchem-768	62	11	.	.	PUNCT
eurjchem-768	63	1	anal	anal	PROPN
eurjchem-768	63	2	.	.	PUNCT
eurjchem-768	63	3	calcd	calcd	NOUN
eurjchem-768	63	4	.	.	PUNCT
eurjchem-768	64	1	for	for	ADP
eurjchem-768	64	2	c18h30o4si	c18h30o4si	ADJ
eurjchem-768	64	3	:	:	PUNCT
eurjchem-768	64	4	c	c	X
eurjchem-768	64	5	,	,	PUNCT
eurjchem-768	64	6	63.90	63.90	NUM
eurjchem-768	64	7	;	;	PUNCT
eurjchem-768	64	8	h	h	X
eurjchem-768	64	9	,	,	PUNCT
eurjchem-768	64	10	8.93	8.93	NUM
eurjchem-768	64	11	.	.	PUNCT
eurjchem-768	64	12	found	find	VERB
eurjchem-768	64	13	:	:	PUNCT
eurjchem-768	65	1	c	c	X
eurjchem-768	65	2	,	,	PUNCT
eurjchem-768	65	3	63.81	63.81	NUM
eurjchem-768	65	4	;	;	PUNCT
eurjchem-768	65	5	h	h	NOUN
eurjchem-768	65	6	,	,	PUNCT
eurjchem-768	65	7	8.89	8.89	NUM
eurjchem-768	65	8	%	%	NOUN
eurjchem-768	65	9	.	.	PUNCT
eurjchem-768	66	1	2.2.4	2.2.4	NUM
eurjchem-768	66	2	.	.	NOUN
eurjchem-768	66	3	3‐(4‐(tert‐butyl	3‐(4‐(tert‐butyl	NUM
eurjchem-768	66	4	dimethyl	dimethyl	NOUN
eurjchem-768	66	5	silyloxy)‐3‐methoxy	silyloxy)‐3‐methoxy	PROPN
eurjchem-768	66	6	phenyl)‐	phenyl)‐	PROPN
eurjchem-768	66	7	propan‐1‐ol	propan‐1‐ol	NUM
eurjchem-768	66	8	(	(	PUNCT
eurjchem-768	66	9	8)	8)	NUM
eurjchem-768	66	10	to	to	ADP
eurjchem-768	66	11	a	a	DET
eurjchem-768	66	12	solution	solution	NOUN
eurjchem-768	66	13	of	of	ADP
eurjchem-768	66	14	compound	compound	NOUN
eurjchem-768	66	15	7	7	NUM
eurjchem-768	66	16	(	(	PUNCT
eurjchem-768	66	17	1.43	1.43	NUM
eurjchem-768	66	18	g	g	NOUN
eurjchem-768	66	19	,	,	PUNCT
eurjchem-768	66	20	4.23	4.23	NUM
eurjchem-768	66	21	mmol	mmol	NOUN
eurjchem-768	66	22	)	)	PUNCT
eurjchem-768	66	23	in	in	ADP
eurjchem-768	66	24	dry	dry	ADJ
eurjchem-768	66	25	dcm	dcm	NOUN
eurjchem-768	66	26	(	(	PUNCT
eurjchem-768	66	27	10	10	NUM
eurjchem-768	66	28	ml	ml	NOUN
eurjchem-768	66	29	)	)	PUNCT
eurjchem-768	66	30	cooled	cool	VERB
eurjchem-768	66	31	to	to	ADP
eurjchem-768	66	32	‐78	‐78	NOUN
eurjchem-768	66	33	oc	oc	ADP
eurjchem-768	66	34	dibal‐h	dibal‐h	PROPN
eurjchem-768	66	35	(	(	PUNCT
eurjchem-768	66	36	7.58	7.58	NUM
eurjchem-768	66	37	ml	ml	NOUN
eurjchem-768	66	38	,	,	PUNCT
eurjchem-768	66	39	10.62	10.62	NUM
eurjchem-768	66	40	mmol	mmol	NOUN
eurjchem-768	66	41	)	)	PUNCT
eurjchem-768	66	42	was	be	AUX
eurjchem-768	66	43	added	add	VERB
eurjchem-768	66	44	drop	drop	NOUN
eurjchem-768	66	45	wise	wise	ADJ
eurjchem-768	66	46	and	and	CCONJ
eurjchem-768	66	47	the	the	DET
eurjchem-768	66	48	mixture	mixture	NOUN
eurjchem-768	66	49	was	be	AUX
eurjchem-768	66	50	then	then	ADV
eurjchem-768	66	51	stirred	stir	VERB
eurjchem-768	66	52	at	at	ADP
eurjchem-768	66	53	the	the	DET
eurjchem-768	66	54	same	same	ADJ
eurjchem-768	66	55	temperature	temperature	NOUN
eurjchem-768	66	56	for	for	ADP
eurjchem-768	66	57	1	1	NUM
eurjchem-768	66	58	h.	h.	NOUN
eurjchem-768	66	59	the	the	DET
eurjchem-768	66	60	reaction	reaction	NOUN
eurjchem-768	66	61	mixture	mixture	NOUN
eurjchem-768	66	62	was	be	AUX
eurjchem-768	66	63	quenched	quench	VERB
eurjchem-768	66	64	by	by	ADP
eurjchem-768	66	65	slowly	slowly	ADJ
eurjchem-768	66	66	addition	addition	NOUN
eurjchem-768	66	67	of	of	ADP
eurjchem-768	66	68	dry	dry	ADJ
eurjchem-768	66	69	meoh	meoh	NOUN
eurjchem-768	66	70	(	(	PUNCT
eurjchem-768	66	71	10	10	NUM
eurjchem-768	66	72	ml	ml	NOUN
eurjchem-768	66	73	)	)	PUNCT
eurjchem-768	66	74	and	and	CCONJ
eurjchem-768	66	75	was	be	AUX
eurjchem-768	66	76	brought	bring	VERB
eurjchem-768	66	77	to	to	ADP
eurjchem-768	66	78	room	room	NOUN
eurjchem-768	66	79	temperature	temperature	NOUN
eurjchem-768	66	80	.	.	PUNCT
eurjchem-768	67	1	saturated	saturate	VERB
eurjchem-768	67	2	aqueous	aqueous	ADJ
eurjchem-768	67	3	sodium	sodium	NOUN
eurjchem-768	67	4	potassium	potassium	NOUN
eurjchem-768	67	5	tarterate	tarterate	NOUN
eurjchem-768	67	6	solution	solution	NOUN
eurjchem-768	67	7	(	(	PUNCT
eurjchem-768	67	8	10	10	NUM
eurjchem-768	67	9	ml	ml	NOUN
eurjchem-768	67	10	)	)	PUNCT
eurjchem-768	67	11	was	be	AUX
eurjchem-768	67	12	added	add	VERB
eurjchem-768	67	13	to	to	ADP
eurjchem-768	67	14	the	the	DET
eurjchem-768	67	15	reaction	reaction	NOUN
eurjchem-768	67	16	mixture	mixture	NOUN
eurjchem-768	67	17	and	and	CCONJ
eurjchem-768	67	18	stirred	stir	VERB
eurjchem-768	67	19	until	until	SCONJ
eurjchem-768	67	20	two	two	NUM
eurjchem-768	67	21	layers	layer	NOUN
eurjchem-768	67	22	separated	separate	VERB
eurjchem-768	67	23	(	(	PUNCT
eurjchem-768	67	24	2	2	NUM
eurjchem-768	67	25	h	h	NOUN
eurjchem-768	67	26	)	)	PUNCT
eurjchem-768	67	27	.	.	PUNCT
eurjchem-768	68	1	dichloro	dichloro	PROPN
eurjchem-768	68	2	methane	methane	NOUN
eurjchem-768	68	3	was	be	AUX
eurjchem-768	68	4	evaporated	evaporate	VERB
eurjchem-768	68	5	and	and	CCONJ
eurjchem-768	68	6	the	the	DET
eurjchem-768	68	7	residue	residue	NOUN
eurjchem-768	68	8	was	be	AUX
eurjchem-768	68	9	extracted	extract	VERB
eurjchem-768	68	10	with	with	ADP
eurjchem-768	68	11	etoac	etoac	ADJ
eurjchem-768	68	12	(	(	PUNCT
eurjchem-768	68	13	2	2	NUM
eurjchem-768	68	14	x	x	SYM
eurjchem-768	68	15	50	50	NUM
eurjchem-768	68	16	ml	ml	NOUN
eurjchem-768	68	17	)	)	PUNCT
eurjchem-768	68	18	.	.	PUNCT
eurjchem-768	69	1	the	the	DET
eurjchem-768	69	2	combined	combine	VERB
eurjchem-768	69	3	organic	organic	ADJ
eurjchem-768	69	4	extracts	extract	NOUN
eurjchem-768	69	5	were	be	AUX
eurjchem-768	69	6	washed	wash	VERB
eurjchem-768	69	7	with	with	ADP
eurjchem-768	69	8	brine	brine	NOUN
eurjchem-768	69	9	,	,	PUNCT
eurjchem-768	69	10	dried	dry	VERB
eurjchem-768	69	11	over	over	ADP
eurjchem-768	69	12	anhydrous	anhydrous	ADJ
eurjchem-768	69	13	na2so4	na2so4	NOUN
eurjchem-768	69	14	and	and	CCONJ
eurjchem-768	69	15	concentrated	concentrate	VERB
eurjchem-768	69	16	in	in	ADP
eurjchem-768	69	17	vacuum	vacuum	NOUN
eurjchem-768	69	18	,	,	PUNCT
eurjchem-768	69	19	purification	purification	NOUN
eurjchem-768	69	20	of	of	ADP
eurjchem-768	69	21	the	the	DET
eurjchem-768	69	22	residue	residue	NOUN
eurjchem-768	69	23	by	by	ADP
eurjchem-768	69	24	column	column	NOUN
eurjchem-768	69	25	chromatography	chromatography	NOUN
eurjchem-768	69	26	(	(	PUNCT
eurjchem-768	69	27	30	30	NUM
eurjchem-768	69	28	%	%	NOUN
eurjchem-768	69	29	etoac	etoac	ADJ
eurjchem-768	69	30	/	/	SYM
eurjchem-768	69	31	hexane	hexane	NOUN
eurjchem-768	69	32	)	)	PUNCT
eurjchem-768	69	33	afforded	afford	VERB
eurjchem-768	69	34	pure	pure	ADJ
eurjchem-768	69	35	compound	compound	NOUN
eurjchem-768	69	36	8	8	NUM
eurjchem-768	69	37	(	(	PUNCT
eurjchem-768	69	38	scheme	scheme	NOUN
eurjchem-768	69	39	1	1	NUM
eurjchem-768	69	40	)	)	PUNCT
eurjchem-768	69	41	.	.	PUNCT
eurjchem-768	70	1	yield	yield	NOUN
eurjchem-768	70	2	:	:	PUNCT
eurjchem-768	70	3	77	77	NUM
eurjchem-768	70	4	%	%	NOUN
eurjchem-768	70	5	,	,	PUNCT
eurjchem-768	70	6	0.964	0.964	NUM
eurjchem-768	70	7	g.	g.	PROPN
eurjchem-768	70	8	ir	ir	PROPN
eurjchem-768	70	9	(	(	PUNCT
eurjchem-768	70	10	kbr	kbr	PROPN
eurjchem-768	70	11	,	,	PUNCT
eurjchem-768	70	12	ν	ν	PROPN
eurjchem-768	70	13	,	,	PUNCT
eurjchem-768	70	14	cm‐1	cm‐1	PROPN
eurjchem-768	70	15	):	):	PUNCT
eurjchem-768	70	16	3363	3363	NUM
eurjchem-768	70	17	,	,	PUNCT
eurjchem-768	70	18	1512	1512	NUM
eurjchem-768	70	19	,	,	PUNCT
eurjchem-768	70	20	1466	1466	NUM
eurjchem-768	70	21	,	,	PUNCT
eurjchem-768	70	22	1285	1285	NUM
eurjchem-768	70	23	.	.	PUNCT
eurjchem-768	71	1	1h	1h	NUM
eurjchem-768	71	2	nmr	nmr	NOUN
eurjchem-768	71	3	(	(	PUNCT
eurjchem-768	71	4	200	200	NUM
eurjchem-768	71	5	mhz	mhz	NOUN
eurjchem-768	71	6	,	,	PUNCT
eurjchem-768	71	7	cdcl3	cdcl3	PROPN
eurjchem-768	71	8	,	,	PUNCT
eurjchem-768	71	9	δ	δ	PROPN
eurjchem-768	71	10	,	,	PUNCT
eurjchem-768	71	11	ppm	ppm	NUM
eurjchem-768	71	12	):	):	PUNCT
eurjchem-768	71	13	6.72	6.72	NUM
eurjchem-768	71	14	(	(	PUNCT
eurjchem-768	71	15	d	d	PROPN
eurjchem-768	71	16	,	,	PUNCT
eurjchem-768	71	17	1h	1h	NUM
eurjchem-768	71	18	,	,	PUNCT
eurjchem-768	71	19	j	j	PROPN
eurjchem-768	71	20	=	=	SYM
eurjchem-768	71	21	8.0	8.0	NUM
eurjchem-768	71	22	hz	hz	NOUN
eurjchem-768	71	23	,	,	PUNCT
eurjchem-768	71	24	m‐ar‐	m‐ar‐	PROPN
eurjchem-768	71	25	h	h	NOUN
eurjchem-768	71	26	)	)	PUNCT
eurjchem-768	71	27	,	,	PUNCT
eurjchem-768	71	28	6.66	6.66	NUM
eurjchem-768	71	29	(	(	PUNCT
eurjchem-768	71	30	d	d	PROPN
eurjchem-768	71	31	,	,	PUNCT
eurjchem-768	71	32	1h	1h	NUM
eurjchem-768	71	33	,	,	PUNCT
eurjchem-768	71	34	j	j	PROPN
eurjchem-768	71	35	=	=	PROPN
eurjchem-768	71	36	2.0	2.0	NUM
eurjchem-768	71	37	hz	hz	VERB
eurjchem-768	71	38	,	,	PUNCT
eurjchem-768	71	39	o‐ar‐h	o‐ar‐h	PROPN
eurjchem-768	71	40	)	)	PUNCT
eurjchem-768	71	41	,	,	PUNCT
eurjchem-768	71	42	6.60	6.60	NUM
eurjchem-768	71	43	(	(	PUNCT
eurjchem-768	71	44	dd	dd	PROPN
eurjchem-768	71	45	,	,	PUNCT
eurjchem-768	71	46	1h	1h	NUM
eurjchem-768	71	47	,	,	PUNCT
eurjchem-768	71	48	j	j	PROPN
eurjchem-768	72	1	=	=	SYM
eurjchem-768	73	1	8.0	8.0	NUM
eurjchem-768	74	1	,	,	PUNCT
eurjchem-768	74	2	2.0	2.0	NUM
eurjchem-768	74	3	hz	hz	ADJ
eurjchem-768	74	4	,	,	PUNCT
eurjchem-768	74	5	o‐ar‐h	o‐ar‐h	PROPN
eurjchem-768	74	6	)	)	PUNCT
eurjchem-768	74	7	,	,	PUNCT
eurjchem-768	74	8	3.79	3.79	NUM
eurjchem-768	74	9	,	,	PUNCT
eurjchem-768	74	10	(	(	PUNCT
eurjchem-768	74	11	s	s	X
eurjchem-768	74	12	,	,	PUNCT
eurjchem-768	74	13	3h	3h	NUM
eurjchem-768	74	14	,	,	PUNCT
eurjchem-768	74	15	ar‐o‐ch3	ar‐o‐ch3	ADJ
eurjchem-768	74	16	)	)	PUNCT
eurjchem-768	74	17	,	,	PUNCT
eurjchem-768	74	18	3.69	3.69	NUM
eurjchem-768	74	19	(	(	PUNCT
eurjchem-768	74	20	brs	brs	PROPN
eurjchem-768	74	21	,	,	PUNCT
eurjchem-768	74	22	1h	1h	NUM
eurjchem-768	74	23	,	,	PUNCT
eurjchem-768	74	24	3'‐ch2‐oh	3'‐ch2‐oh	NUM
eurjchem-768	74	25	)	)	PUNCT
eurjchem-768	74	26	,	,	PUNCT
eurjchem-768	74	27	3.62	3.62	NUM
eurjchem-768	74	28	kumar	kumar	PROPN
eurjchem-768	74	29	et	et	PROPN
eurjchem-768	74	30	al	al	PROPN
eurjchem-768	74	31	.	.	PUNCT
eurjchem-768	74	32	/	/	SYM
eurjchem-768	74	33	european	european	PROPN
eurjchem-768	74	34	journal	journal	PROPN
eurjchem-768	74	35	of	of	ADP
eurjchem-768	74	36	chemistry	chemistry	NOUN
eurjchem-768	74	37	4	4	NUM
eurjchem-768	74	38	(	(	PUNCT
eurjchem-768	74	39	3	3	NUM
eurjchem-768	74	40	)	)	PUNCT
eurjchem-768	74	41	(	(	PUNCT
eurjchem-768	74	42	2013	2013	NUM
eurjchem-768	74	43	)	)	PUNCT
eurjchem-768	74	44	191‐194	191‐194	PROPN
eurjchem-768	74	45	193	193	NUM
eurjchem-768	74	46	(	(	PUNCT
eurjchem-768	74	47	t	t	PROPN
eurjchem-768	74	48	,	,	PUNCT
eurjchem-768	74	49	2h	2h	NUM
eurjchem-768	74	50	,	,	PUNCT
eurjchem-768	74	51	j	j	PROPN
eurjchem-768	75	1	=	=	SYM
eurjchem-768	75	2	7.0	7.0	NUM
eurjchem-768	75	3	hz	hz	NOUN
eurjchem-768	75	4	,	,	PUNCT
eurjchem-768	75	5	3'‐ch2‐oh	3'‐ch2‐oh	NUM
eurjchem-768	75	6	)	)	PUNCT
eurjchem-768	75	7	,	,	PUNCT
eurjchem-768	75	8	2.61	2.61	NUM
eurjchem-768	75	9	(	(	PUNCT
eurjchem-768	75	10	t	t	PROPN
eurjchem-768	75	11	,	,	PUNCT
eurjchem-768	75	12	2h	2h	NUM
eurjchem-768	75	13	,	,	PUNCT
eurjchem-768	75	14	j	j	PROPN
eurjchem-768	75	15	=	=	SYM
eurjchem-768	75	16	7.0	7.0	NUM
eurjchem-768	75	17	hz	hz	NOUN
eurjchem-768	75	18	,	,	PUNCT
eurjchem-768	75	19	ar‐ch2	ar‐ch2	ADJ
eurjchem-768	75	20	)	)	PUNCT
eurjchem-768	75	21	,	,	PUNCT
eurjchem-768	75	22	1.91‐1.79	1.91‐1.79	PRON
eurjchem-768	75	23	(	(	PUNCT
eurjchem-768	75	24	m	m	PROPN
eurjchem-768	75	25	,	,	PUNCT
eurjchem-768	75	26	2h	2h	NUM
eurjchem-768	75	27	,	,	PUNCT
eurjchem-768	75	28	ar‐ch2‐ch2	ar‐ch2‐ch2	ADP
eurjchem-768	75	29	)	)	PUNCT
eurjchem-768	75	30	,	,	PUNCT
eurjchem-768	75	31	1.00	1.00	NUM
eurjchem-768	75	32	(	(	PUNCT
eurjchem-768	75	33	s	s	PROPN
eurjchem-768	75	34	,	,	PUNCT
eurjchem-768	75	35	9h	9h	NUM
eurjchem-768	75	36	,	,	PUNCT
eurjchem-768	75	37	si‐c(ch3)3	si‐c(ch3)3	ADJ
eurjchem-768	75	38	)	)	PUNCT
eurjchem-768	75	39	,	,	PUNCT
eurjchem-768	75	40	0.14	0.14	NUM
eurjchem-768	75	41	(	(	PUNCT
eurjchem-768	75	42	s	s	PROPN
eurjchem-768	75	43	,	,	PUNCT
eurjchem-768	75	44	6h	6h	NUM
eurjchem-768	75	45	,	,	PUNCT
eurjchem-768	75	46	si‐(ch3)2	si‐(ch3)2	PROPN
eurjchem-768	75	47	)	)	PUNCT
eurjchem-768	75	48	.	.	PUNCT
eurjchem-768	76	1	13c	13c	NOUN
eurjchem-768	76	2	nmr	nmr	NOUN
eurjchem-768	76	3	(	(	PUNCT
eurjchem-768	76	4	50	50	NUM
eurjchem-768	76	5	mhz	mhz	NOUN
eurjchem-768	76	6	,	,	PUNCT
eurjchem-768	76	7	cdcl3	cdcl3	PROPN
eurjchem-768	76	8	,	,	PUNCT
eurjchem-768	76	9	δ	δ	PROPN
eurjchem-768	76	10	,	,	PUNCT
eurjchem-768	76	11	ppm	ppm	NOUN
eurjchem-768	76	12	):	):	PUNCT
eurjchem-768	76	13	150.8	150.8	NUM
eurjchem-768	76	14	,	,	PUNCT
eurjchem-768	76	15	143.1	143.1	NUM
eurjchem-768	76	16	,	,	PUNCT
eurjchem-768	76	17	135.2	135.2	NUM
eurjchem-768	76	18	,	,	PUNCT
eurjchem-768	76	19	120.5	120.5	NUM
eurjchem-768	76	20	,	,	PUNCT
eurjchem-768	76	21	120.2	120.2	NUM
eurjchem-768	76	22	,	,	PUNCT
eurjchem-768	76	23	112.7	112.7	NUM
eurjchem-768	76	24	,	,	PUNCT
eurjchem-768	76	25	62.1	62.1	NUM
eurjchem-768	76	26	,	,	PUNCT
eurjchem-768	76	27	55.3	55.3	NUM
eurjchem-768	76	28	,	,	PUNCT
eurjchem-768	76	29	34.3	34.3	NUM
eurjchem-768	76	30	,	,	PUNCT
eurjchem-768	76	31	32.0	32.0	NUM
eurjchem-768	76	32	,	,	PUNCT
eurjchem-768	76	33	26.1	26.1	NUM
eurjchem-768	76	34	,	,	PUNCT
eurjchem-768	76	35	18.4	18.4	NUM
eurjchem-768	76	36	,	,	PUNCT
eurjchem-768	76	37	‐4.9	‐4.9	NOUN
eurjchem-768	76	38	.	.	PUNCT
eurjchem-768	77	1	esi‐ms	esi‐ms	PROPN
eurjchem-768	77	2	(	(	PUNCT
eurjchem-768	77	3	m	m	PROPN
eurjchem-768	77	4	/	/	SYM
eurjchem-768	77	5	z	z	NOUN
eurjchem-768	77	6	):	):	PUNCT
eurjchem-768	77	7	297	297	NUM
eurjchem-768	77	8	[	[	X
eurjchem-768	77	9	m+h]+	m+h]+	X
eurjchem-768	77	10	.	.	PUNCT
eurjchem-768	78	1	[	[	X
eurjchem-768	78	2	α]d25	α]d25	NOUN
eurjchem-768	78	3	=	=	SYM
eurjchem-768	78	4	+4.32	+4.32	PROPN
eurjchem-768	78	5	(	(	PUNCT
eurjchem-768	78	6	c	c	NOUN
eurjchem-768	78	7	1.50	1.50	NUM
eurjchem-768	78	8	,	,	PUNCT
eurjchem-768	78	9	chcl3	chcl3	PROPN
eurjchem-768	78	10	)	)	PUNCT
eurjchem-768	78	11	.	.	PUNCT
eurjchem-768	79	1	anal	anal	PROPN
eurjchem-768	79	2	.	.	PUNCT
eurjchem-768	79	3	calcd	calcd	NOUN
eurjchem-768	79	4	.	.	PUNCT
eurjchem-768	80	1	for	for	ADP
eurjchem-768	80	2	c16h28o3si	c16h28o3si	PROPN
eurjchem-768	80	3	:	:	PUNCT
eurjchem-768	80	4	c	c	X
eurjchem-768	80	5	,	,	PUNCT
eurjchem-768	80	6	64.86	64.86	NUM
eurjchem-768	80	7	;	;	PUNCT
eurjchem-768	80	8	h	h	NOUN
eurjchem-768	80	9	,	,	PUNCT
eurjchem-768	80	10	9.45	9.45	NUM
eurjchem-768	80	11	.	.	PUNCT
eurjchem-768	80	12	found	find	VERB
eurjchem-768	80	13	:	:	PUNCT
eurjchem-768	81	1	c	c	X
eurjchem-768	81	2	,	,	PUNCT
eurjchem-768	81	3	64.78	64.78	NUM
eurjchem-768	81	4	;	;	PUNCT
eurjchem-768	81	5	h	h	NOUN
eurjchem-768	81	6	,	,	PUNCT
eurjchem-768	81	7	9.49	9.49	NUM
eurjchem-768	81	8	%	%	NOUN
eurjchem-768	81	9	.	.	PUNCT
eurjchem-768	82	1	2.2.5	2.2.5	X
eurjchem-768	82	2	.	.	PUNCT
eurjchem-768	83	1	3‐(4‐(tert‐butyldimethyl	3‐(4‐(tert‐butyldimethyl	PROPN
eurjchem-768	83	2	silyloxy)‐3‐methoxy	silyloxy)‐3‐methoxy	PROPN
eurjchem-768	83	3	phenyl)‐	phenyl)‐	PROPN
eurjchem-768	83	4	propanal	propanal	NOUN
eurjchem-768	83	5	(	(	PUNCT
eurjchem-768	83	6	3	3	NUM
eurjchem-768	83	7	)	)	PUNCT
eurjchem-768	83	8	to	to	ADP
eurjchem-768	83	9	a	a	DET
eurjchem-768	83	10	solution	solution	NOUN
eurjchem-768	83	11	of	of	ADP
eurjchem-768	83	12	oxalyl	oxalyl	ADJ
eurjchem-768	83	13	chloride	chloride	NOUN
eurjchem-768	83	14	(	(	PUNCT
eurjchem-768	83	15	0.42	0.42	NUM
eurjchem-768	83	16	ml	ml	NOUN
eurjchem-768	83	17	,	,	PUNCT
eurjchem-768	83	18	4.875	4.875	NUM
eurjchem-768	83	19	mmol	mmol	NOUN
eurjchem-768	83	20	)	)	PUNCT
eurjchem-768	83	21	in	in	ADP
eurjchem-768	83	22	dry	dry	ADJ
eurjchem-768	83	23	dcm	dcm	NOUN
eurjchem-768	83	24	(	(	PUNCT
eurjchem-768	83	25	5	5	NUM
eurjchem-768	83	26	ml	ml	NOUN
eurjchem-768	83	27	)	)	PUNCT
eurjchem-768	83	28	at	at	ADP
eurjchem-768	83	29	‐78	‐78	NOUN
eurjchem-768	83	30	°	°	ADP
eurjchem-768	83	31	c	c	NOUN
eurjchem-768	83	32	,	,	PUNCT
eurjchem-768	83	33	dmso	dmso	NOUN
eurjchem-768	83	34	(	(	PUNCT
eurjchem-768	83	35	0.73	0.73	NUM
eurjchem-768	83	36	ml	ml	NOUN
eurjchem-768	83	37	,	,	PUNCT
eurjchem-768	83	38	10.4	10.4	NUM
eurjchem-768	83	39	mmol	mmol	NOUN
eurjchem-768	83	40	)	)	PUNCT
eurjchem-768	83	41	was	be	AUX
eurjchem-768	83	42	added	add	VERB
eurjchem-768	83	43	drop	drop	NOUN
eurjchem-768	83	44	wise	wise	ADJ
eurjchem-768	83	45	with	with	ADP
eurjchem-768	83	46	stirring	stir	VERB
eurjchem-768	83	47	under	under	ADP
eurjchem-768	83	48	n2	n2	ADJ
eurjchem-768	83	49	condition	condition	NOUN
eurjchem-768	83	50	,	,	PUNCT
eurjchem-768	83	51	after	after	SCONJ
eurjchem-768	83	52	15	15	NUM
eurjchem-768	83	53	min	min	NOUN
eurjchem-768	83	54	compound	compound	NOUN
eurjchem-768	83	55	8	8	NUM
eurjchem-768	83	56	(	(	PUNCT
eurjchem-768	83	57	0.964	0.964	NUM
eurjchem-768	83	58	g	g	NOUN
eurjchem-768	83	59	,	,	PUNCT
eurjchem-768	83	60	3.25	3.25	NUM
eurjchem-768	83	61	mmol	mmol	NOUN
eurjchem-768	83	62	)	)	PUNCT
eurjchem-768	83	63	was	be	AUX
eurjchem-768	83	64	added	add	VERB
eurjchem-768	83	65	to	to	ADP
eurjchem-768	83	66	the	the	DET
eurjchem-768	83	67	reaction	reaction	NOUN
eurjchem-768	83	68	mixture	mixture	NOUN
eurjchem-768	83	69	.	.	PUNCT
eurjchem-768	84	1	after	after	ADP
eurjchem-768	84	2	stirring	stir	VERB
eurjchem-768	84	3	for	for	ADP
eurjchem-768	84	4	0.5	0.5	NUM
eurjchem-768	84	5	h	h	NOUN
eurjchem-768	84	6	at	at	ADP
eurjchem-768	84	7	‐78	‐78	NOUN
eurjchem-768	84	8	°	°	ADP
eurjchem-768	84	9	c	c	NOUN
eurjchem-768	84	10	,	,	PUNCT
eurjchem-768	84	11	et3n	et3n	PROPN
eurjchem-768	84	12	(	(	PUNCT
eurjchem-768	84	13	2.2	2.2	NUM
eurjchem-768	84	14	ml	ml	NOUN
eurjchem-768	84	15	,	,	PUNCT
eurjchem-768	84	16	16.25	16.25	NUM
eurjchem-768	84	17	mmol	mmol	NOUN
eurjchem-768	84	18	)	)	PUNCT
eurjchem-768	84	19	was	be	AUX
eurjchem-768	84	20	added	add	VERB
eurjchem-768	84	21	and	and	CCONJ
eurjchem-768	84	22	the	the	DET
eurjchem-768	84	23	mixture	mixture	NOUN
eurjchem-768	84	24	was	be	AUX
eurjchem-768	84	25	stirred	stir	VERB
eurjchem-768	84	26	for	for	ADP
eurjchem-768	84	27	another	another	DET
eurjchem-768	84	28	0.5	0.5	NUM
eurjchem-768	84	29	h	h	NOUN
eurjchem-768	84	30	at	at	ADP
eurjchem-768	84	31	‐78	‐78	ADJ
eurjchem-768	84	32	oc	oc	NOUN
eurjchem-768	84	33	and	and	CCONJ
eurjchem-768	84	34	then	then	ADV
eurjchem-768	84	35	for	for	ADP
eurjchem-768	84	36	0.5	0.5	NUM
eurjchem-768	84	37	h	h	NOUN
eurjchem-768	84	38	at	at	ADP
eurjchem-768	84	39	0	0	NUM
eurjchem-768	84	40	oc	oc	PROPN
eurjchem-768	84	41	.	.	PUNCT
eurjchem-768	85	1	the	the	DET
eurjchem-768	85	2	reaction	reaction	NOUN
eurjchem-768	85	3	mixture	mixture	NOUN
eurjchem-768	85	4	was	be	AUX
eurjchem-768	85	5	quenched	quench	VERB
eurjchem-768	85	6	with	with	ADP
eurjchem-768	85	7	saturated	saturate	VERB
eurjchem-768	85	8	nh4cl	nh4cl	NUM
eurjchem-768	85	9	solution	solution	NOUN
eurjchem-768	85	10	(	(	PUNCT
eurjchem-768	85	11	10	10	NUM
eurjchem-768	85	12	ml	ml	NOUN
eurjchem-768	85	13	)	)	PUNCT
eurjchem-768	85	14	at	at	ADP
eurjchem-768	85	15	0	0	NUM
eurjchem-768	85	16	oc	oc	NOUN
eurjchem-768	85	17	and	and	CCONJ
eurjchem-768	85	18	extracted	extract	VERB
eurjchem-768	85	19	with	with	ADP
eurjchem-768	85	20	etoac	etoac	ADJ
eurjchem-768	85	21	(	(	PUNCT
eurjchem-768	85	22	2	2	NUM
eurjchem-768	85	23	x	x	SYM
eurjchem-768	85	24	10	10	NUM
eurjchem-768	85	25	ml	ml	NOUN
eurjchem-768	85	26	)	)	PUNCT
eurjchem-768	85	27	.	.	PUNCT
eurjchem-768	86	1	the	the	DET
eurjchem-768	86	2	combined	combine	VERB
eurjchem-768	86	3	organic	organic	ADJ
eurjchem-768	86	4	extracts	extract	NOUN
eurjchem-768	86	5	were	be	AUX
eurjchem-768	86	6	washed	wash	VERB
eurjchem-768	86	7	with	with	ADP
eurjchem-768	86	8	h2o	h2o	PROPN
eurjchem-768	86	9	,	,	PUNCT
eurjchem-768	86	10	brine	brine	NOUN
eurjchem-768	86	11	,	,	PUNCT
eurjchem-768	86	12	dried	dry	VERB
eurjchem-768	86	13	over	over	ADP
eurjchem-768	86	14	anhydrous	anhydrous	ADJ
eurjchem-768	86	15	na2so4	na2so4	NOUN
eurjchem-768	86	16	and	and	CCONJ
eurjchem-768	86	17	concentrated	concentrate	VERB
eurjchem-768	86	18	in	in	ADP
eurjchem-768	86	19	vacuum	vacuum	NOUN
eurjchem-768	86	20	.	.	PUNCT
eurjchem-768	87	1	the	the	DET
eurjchem-768	87	2	aldehyde	aldehyde	NOUN
eurjchem-768	87	3	,	,	PUNCT
eurjchem-768	87	4	3	3	NUM
eurjchem-768	87	5	,	,	PUNCT
eurjchem-768	87	6	thus	thus	ADV
eurjchem-768	87	7	obtained	obtain	VERB
eurjchem-768	87	8	(	(	PUNCT
eurjchem-768	87	9	0.775	0.775	NUM
eurjchem-768	87	10	g	g	NOUN
eurjchem-768	87	11	,	,	PUNCT
eurjchem-768	87	12	2.63	2.63	NUM
eurjchem-768	87	13	mmol	mmol	NOUN
eurjchem-768	87	14	)	)	PUNCT
eurjchem-768	87	15	was	be	AUX
eurjchem-768	87	16	directly	directly	ADV
eurjchem-768	87	17	used	use	VERB
eurjchem-768	87	18	after	after	ADP
eurjchem-768	87	19	flash	flash	NOUN
eurjchem-768	87	20	column	column	NOUN
eurjchem-768	87	21	chromatography	chromatography	NOUN
eurjchem-768	87	22	for	for	ADP
eurjchem-768	87	23	the	the	DET
eurjchem-768	87	24	next	next	ADJ
eurjchem-768	87	25	reaction	reaction	NOUN
eurjchem-768	87	26	(	(	PUNCT
eurjchem-768	87	27	scheme	scheme	NOUN
eurjchem-768	87	28	1	1	NUM
eurjchem-768	87	29	)	)	PUNCT
eurjchem-768	87	30	.	.	PUNCT
eurjchem-768	88	1	2.2.6	2.2.6	X
eurjchem-768	88	2	.	.	PUNCT
eurjchem-768	89	1	(	(	PUNCT
eurjchem-768	89	2	r)‐1‐(4‐(tert‐butyl	r)‐1‐(4‐(tert‐butyl	PROPN
eurjchem-768	89	3	dimethyl	dimethyl	NOUN
eurjchem-768	89	4	silyloxy)‐3‐methoxy	silyloxy)‐3‐methoxy	ADJ
eurjchem-768	89	5	phenyl	phenyl	NOUN
eurjchem-768	89	6	)	)	PUNCT
eurjchem-768	89	7	hex‐5‐en‐3‐ol	hex‐5‐en‐3‐ol	NOUN
eurjchem-768	89	8	(	(	PUNCT
eurjchem-768	89	9	2	2	X
eurjchem-768	89	10	)	)	PUNCT
eurjchem-768	89	11	to	to	ADP
eurjchem-768	89	12	a	a	DET
eurjchem-768	89	13	solution	solution	NOUN
eurjchem-768	89	14	of	of	ADP
eurjchem-768	89	15	ticl4	ticl4	PROPN
eurjchem-768	89	16	(	(	PUNCT
eurjchem-768	89	17	0.28	0.28	NUM
eurjchem-768	89	18	ml	ml	NOUN
eurjchem-768	89	19	,	,	PUNCT
eurjchem-768	89	20	2.63	2.63	NUM
eurjchem-768	89	21	mmol	mmol	NOUN
eurjchem-768	89	22	)	)	PUNCT
eurjchem-768	89	23	in	in	ADP
eurjchem-768	89	24	dry	dry	ADJ
eurjchem-768	89	25	dcm	dcm	NOUN
eurjchem-768	89	26	(	(	PUNCT
eurjchem-768	89	27	10	10	NUM
eurjchem-768	89	28	ml	ml	NOUN
eurjchem-768	89	29	)	)	PUNCT
eurjchem-768	89	30	was	be	AUX
eurjchem-768	89	31	added	add	VERB
eurjchem-768	89	32	dried	dried	ADJ
eurjchem-768	89	33	ti(oipr)4	ti(oipr)4	NUM
eurjchem-768	89	34	(	(	PUNCT
eurjchem-768	89	35	2.48	2.48	NUM
eurjchem-768	89	36	ml	ml	NOUN
eurjchem-768	89	37	,	,	PUNCT
eurjchem-768	89	38	7.89	7.89	NUM
eurjchem-768	89	39	mmol	mmol	NOUN
eurjchem-768	89	40	)	)	PUNCT
eurjchem-768	89	41	at	at	ADP
eurjchem-768	89	42	0	0	NUM
eurjchem-768	89	43	oc	oc	NOUN
eurjchem-768	89	44	under	under	ADP
eurjchem-768	89	45	nitrogen	nitrogen	NOUN
eurjchem-768	89	46	atmosphere	atmosphere	NOUN
eurjchem-768	89	47	and	and	CCONJ
eurjchem-768	89	48	was	be	AUX
eurjchem-768	89	49	allowed	allow	VERB
eurjchem-768	89	50	to	to	PART
eurjchem-768	89	51	warm	warm	VERB
eurjchem-768	89	52	to	to	ADP
eurjchem-768	89	53	r.t	r.t	PROPN
eurjchem-768	89	54	.	.	PROPN
eurjchem-768	89	55	,	,	PUNCT
eurjchem-768	89	56	after	after	SCONJ
eurjchem-768	89	57	1	1	NUM
eurjchem-768	89	58	h	h	NOUN
eurjchem-768	89	59	silver(i)oxide	silver(i)oxide	ADV
eurjchem-768	89	60	(	(	PUNCT
eurjchem-768	89	61	0.060	0.060	NUM
eurjchem-768	89	62	g	g	NOUN
eurjchem-768	89	63	,	,	PUNCT
eurjchem-768	89	64	0.263	0.263	NUM
eurjchem-768	89	65	mmol	mmol	NOUN
eurjchem-768	89	66	)	)	PUNCT
eurjchem-768	89	67	was	be	AUX
eurjchem-768	89	68	added	add	VERB
eurjchem-768	89	69	at	at	ADP
eurjchem-768	89	70	room	room	NOUN
eurjchem-768	89	71	temperature	temperature	NOUN
eurjchem-768	89	72	and	and	CCONJ
eurjchem-768	89	73	the	the	DET
eurjchem-768	89	74	mixture	mixture	NOUN
eurjchem-768	89	75	was	be	AUX
eurjchem-768	89	76	stirred	stir	VERB
eurjchem-768	89	77	for	for	ADP
eurjchem-768	89	78	5	5	NUM
eurjchem-768	89	79	h	h	NOUN
eurjchem-768	89	80	under	under	ADP
eurjchem-768	89	81	exclusion	exclusion	NOUN
eurjchem-768	89	82	of	of	ADP
eurjchem-768	89	83	direct	direct	ADJ
eurjchem-768	89	84	light	light	NOUN
eurjchem-768	89	85	.	.	PUNCT
eurjchem-768	90	1	the	the	DET
eurjchem-768	90	2	mixture	mixture	NOUN
eurjchem-768	90	3	was	be	AUX
eurjchem-768	90	4	diluted	dilute	VERB
eurjchem-768	90	5	with	with	ADP
eurjchem-768	90	6	dcm	dcm	PROPN
eurjchem-768	90	7	(	(	PUNCT
eurjchem-768	90	8	30	30	NUM
eurjchem-768	90	9	ml	ml	NOUN
eurjchem-768	90	10	)	)	PUNCT
eurjchem-768	90	11	,	,	PUNCT
eurjchem-768	90	12	and	and	CCONJ
eurjchem-768	90	13	treated	treat	VERB
eurjchem-768	90	14	with	with	ADP
eurjchem-768	90	15	(	(	PUNCT
eurjchem-768	90	16	s)‐binol	s)‐binol	NOUN
eurjchem-768	90	17	(	(	PUNCT
eurjchem-768	90	18	0.150	0.150	NUM
eurjchem-768	90	19	g	g	NOUN
eurjchem-768	90	20	,	,	PUNCT
eurjchem-768	90	21	0.526	0.526	NUM
eurjchem-768	90	22	mmol	mmol	NOUN
eurjchem-768	90	23	)	)	PUNCT
eurjchem-768	90	24	at	at	ADP
eurjchem-768	90	25	r.t	r.t	PROPN
eurjchem-768	90	26	,	,	PUNCT
eurjchem-768	90	27	for	for	SCONJ
eurjchem-768	90	28	2	2	NUM
eurjchem-768	90	29	h	h	NOUN
eurjchem-768	90	30	to	to	PART
eurjchem-768	90	31	furnish	furnish	VERB
eurjchem-768	90	32	the	the	DET
eurjchem-768	90	33	chiral	chiral	ADJ
eurjchem-768	90	34	bis‐ti(iv)oxide	bis‐ti(iv)oxide	ADV
eurjchem-768	90	35	(	(	PUNCT
eurjchem-768	90	36	s	s	PROPN
eurjchem-768	90	37	,	,	PUNCT
eurjchem-768	90	38	s)‐i	s)‐i	PROPN
eurjchem-768	90	39	.	.	PUNCT
eurjchem-768	91	1	the	the	DET
eurjchem-768	91	2	in	in	ADP
eurjchem-768	91	3	situ	situ	NOUN
eurjchem-768	91	4	generated	generate	VERB
eurjchem-768	91	5	(	(	PUNCT
eurjchem-768	91	6	s	s	PROPN
eurjchem-768	91	7	,	,	PUNCT
eurjchem-768	91	8	s)‐i	s)‐i	NOUN
eurjchem-768	91	9	was	be	AUX
eurjchem-768	91	10	cooled	cool	VERB
eurjchem-768	91	11	to	to	PART
eurjchem-768	91	12	‐15	‐15	VERB
eurjchem-768	91	13	oc	oc	ADP
eurjchem-768	91	14	and	and	CCONJ
eurjchem-768	91	15	treated	treat	VERB
eurjchem-768	91	16	sequentially	sequentially	ADV
eurjchem-768	91	17	with	with	ADP
eurjchem-768	91	18	aldehyde	aldehyde	NOUN
eurjchem-768	91	19	3	3	NUM
eurjchem-768	91	20	(	(	PUNCT
eurjchem-768	91	21	0.775	0.775	NUM
eurjchem-768	91	22	g	g	NOUN
eurjchem-768	91	23	,	,	PUNCT
eurjchem-768	91	24	2.63	2.63	NUM
eurjchem-768	91	25	mmol	mmol	NOUN
eurjchem-768	91	26	)	)	PUNCT
eurjchem-768	91	27	and	and	CCONJ
eurjchem-768	91	28	allyltributyltin	allyltributyltin	NOUN
eurjchem-768	91	29	(	(	PUNCT
eurjchem-768	91	30	tributyl	tributyl	PROPN
eurjchem-768	91	31	(	(	PUNCT
eurjchem-768	91	32	prop‐2‐en‐1‐yl	prop‐2‐en‐1‐yl	PROPN
eurjchem-768	91	33	)	)	PUNCT
eurjchem-768	91	34	stannane	stannane	NOUN
eurjchem-768	91	35	(	(	PUNCT
eurjchem-768	91	36	1.22	1.22	NUM
eurjchem-768	91	37	ml	ml	NOUN
eurjchem-768	91	38	,	,	PUNCT
eurjchem-768	91	39	3.419	3.419	NUM
eurjchem-768	91	40	mmol	mmol	NOUN
eurjchem-768	91	41	)	)	PUNCT
eurjchem-768	91	42	at	at	ADP
eurjchem-768	91	43	the	the	DET
eurjchem-768	91	44	same	same	ADJ
eurjchem-768	91	45	temperature	temperature	NOUN
eurjchem-768	91	46	.	.	PUNCT
eurjchem-768	92	1	the	the	DET
eurjchem-768	92	2	mixture	mixture	NOUN
eurjchem-768	92	3	was	be	AUX
eurjchem-768	92	4	allowed	allow	VERB
eurjchem-768	92	5	to	to	PART
eurjchem-768	92	6	warm	warm	VERB
eurjchem-768	92	7	to	to	ADP
eurjchem-768	92	8	0	0	NUM
eurjchem-768	92	9	°	°	ADP
eurjchem-768	92	10	c	c	NOUN
eurjchem-768	92	11	and	and	CCONJ
eurjchem-768	92	12	stirred	stir	VERB
eurjchem-768	92	13	for	for	ADP
eurjchem-768	92	14	20	20	NUM
eurjchem-768	92	15	h	h	NOUN
eurjchem-768	92	16	,	,	PUNCT
eurjchem-768	92	17	then	then	ADV
eurjchem-768	92	18	the	the	DET
eurjchem-768	92	19	mixture	mixture	NOUN
eurjchem-768	92	20	was	be	AUX
eurjchem-768	92	21	quenched	quench	VERB
eurjchem-768	92	22	with	with	ADP
eurjchem-768	92	23	saturated	saturate	VERB
eurjchem-768	92	24	aqueous	aqueous	ADJ
eurjchem-768	92	25	nahco3	nahco3	NOUN
eurjchem-768	92	26	(	(	PUNCT
eurjchem-768	92	27	50	50	NUM
eurjchem-768	92	28	ml	ml	NOUN
eurjchem-768	92	29	)	)	PUNCT
eurjchem-768	92	30	,	,	PUNCT
eurjchem-768	92	31	and	and	CCONJ
eurjchem-768	92	32	extracted	extract	VERB
eurjchem-768	92	33	with	with	ADP
eurjchem-768	92	34	et2o	et2o	PROPN
eurjchem-768	92	35	(	(	PUNCT
eurjchem-768	92	36	3	3	NUM
eurjchem-768	92	37	x	x	SYM
eurjchem-768	92	38	30	30	NUM
eurjchem-768	92	39	ml	ml	NOUN
eurjchem-768	92	40	)	)	PUNCT
eurjchem-768	92	41	.	.	PUNCT
eurjchem-768	93	1	the	the	DET
eurjchem-768	93	2	organic	organic	ADJ
eurjchem-768	93	3	extracts	extract	NOUN
eurjchem-768	93	4	were	be	AUX
eurjchem-768	93	5	dried	dry	VERB
eurjchem-768	93	6	over	over	ADP
eurjchem-768	93	7	anhydrous	anhydrous	ADJ
eurjchem-768	93	8	na2so4	na2so4	NOUN
eurjchem-768	93	9	.	.	PUNCT
eurjchem-768	94	1	evaporation	evaporation	NOUN
eurjchem-768	94	2	of	of	ADP
eurjchem-768	94	3	the	the	DET
eurjchem-768	94	4	solvents	solvent	NOUN
eurjchem-768	94	5	and	and	CCONJ
eurjchem-768	94	6	purification	purification	NOUN
eurjchem-768	94	7	of	of	ADP
eurjchem-768	94	8	the	the	DET
eurjchem-768	94	9	residue	residue	NOUN
eurjchem-768	94	10	by	by	ADP
eurjchem-768	94	11	column	column	NOUN
eurjchem-768	94	12	chromatography	chromatography	NOUN
eurjchem-768	94	13	on	on	ADP
eurjchem-768	94	14	silica	silica	NOUN
eurjchem-768	94	15	gel	gel	NOUN
eurjchem-768	94	16	(	(	PUNCT
eurjchem-768	94	17	2	2	NUM
eurjchem-768	94	18	%	%	NOUN
eurjchem-768	94	19	etoac	etoac	ADJ
eurjchem-768	94	20	/	/	SYM
eurjchem-768	94	21	hexane	hexane	NOUN
eurjchem-768	94	22	)	)	PUNCT
eurjchem-768	94	23	gave	give	VERB
eurjchem-768	94	24	compound	compound	NOUN
eurjchem-768	94	25	2	2	NUM
eurjchem-768	94	26	(	(	PUNCT
eurjchem-768	94	27	scheme	scheme	NOUN
eurjchem-768	94	28	1	1	NUM
eurjchem-768	94	29	)	)	PUNCT
eurjchem-768	94	30	.	.	PUNCT
eurjchem-768	95	1	yield	yield	NOUN
eurjchem-768	95	2	:	:	PUNCT
eurjchem-768	95	3	79	79	NUM
eurjchem-768	95	4	%	%	NOUN
eurjchem-768	95	5	,	,	PUNCT
eurjchem-768	95	6	0.699	0.699	NUM
eurjchem-768	95	7	g.	g.	PROPN
eurjchem-768	95	8	ir	ir	PROPN
eurjchem-768	95	9	(	(	PUNCT
eurjchem-768	95	10	kbr	kbr	PROPN
eurjchem-768	95	11	,	,	PUNCT
eurjchem-768	95	12	ν	ν	PROPN
eurjchem-768	95	13	,	,	PUNCT
eurjchem-768	95	14	cm‐1	cm‐1	PROPN
eurjchem-768	95	15	):	):	PUNCT
eurjchem-768	95	16	3445	3445	NUM
eurjchem-768	95	17	,	,	PUNCT
eurjchem-768	95	18	2929	2929	NUM
eurjchem-768	95	19	,	,	PUNCT
eurjchem-768	95	20	1648	1648	NUM
eurjchem-768	95	21	,	,	PUNCT
eurjchem-768	95	22	1513	1513	NUM
eurjchem-768	95	23	,	,	PUNCT
eurjchem-768	95	24	1463	1463	NUM
eurjchem-768	95	25	,	,	PUNCT
eurjchem-768	95	26	1283	1283	NUM
eurjchem-768	95	27	.	.	PUNCT
eurjchem-768	96	1	1h	1h	NUM
eurjchem-768	96	2	nmr	nmr	NOUN
eurjchem-768	96	3	(	(	PUNCT
eurjchem-768	96	4	200	200	NUM
eurjchem-768	96	5	mhz	mhz	NOUN
eurjchem-768	96	6	,	,	PUNCT
eurjchem-768	96	7	cdcl3	cdcl3	PROPN
eurjchem-768	96	8	,	,	PUNCT
eurjchem-768	96	9	δ	δ	PROPN
eurjchem-768	96	10	,	,	PUNCT
eurjchem-768	96	11	ppm	ppm	NUM
eurjchem-768	96	12	):	):	PUNCT
eurjchem-768	96	13	6.70	6.70	NUM
eurjchem-768	96	14	(	(	PUNCT
eurjchem-768	96	15	d	d	PROPN
eurjchem-768	96	16	,	,	PUNCT
eurjchem-768	96	17	1h	1h	NUM
eurjchem-768	96	18	,	,	PUNCT
eurjchem-768	96	19	j	j	PROPN
eurjchem-768	96	20	=	=	SYM
eurjchem-768	96	21	8.0	8.0	NUM
eurjchem-768	96	22	hz	hz	NOUN
eurjchem-768	96	23	,	,	PUNCT
eurjchem-768	96	24	m‐ar‐	m‐ar‐	PROPN
eurjchem-768	96	25	h	h	NOUN
eurjchem-768	96	26	)	)	PUNCT
eurjchem-768	96	27	,	,	PUNCT
eurjchem-768	96	28	6.62	6.62	NUM
eurjchem-768	96	29	(	(	PUNCT
eurjchem-768	96	30	d	d	PROPN
eurjchem-768	96	31	,	,	PUNCT
eurjchem-768	96	32	1h	1h	NUM
eurjchem-768	96	33	,	,	PUNCT
eurjchem-768	96	34	j	j	PROPN
eurjchem-768	96	35	=	=	PROPN
eurjchem-768	96	36	2.0	2.0	NUM
eurjchem-768	96	37	hz	hz	VERB
eurjchem-768	96	38	,	,	PUNCT
eurjchem-768	96	39	o‐ar‐h	o‐ar‐h	PROPN
eurjchem-768	96	40	)	)	PUNCT
eurjchem-768	96	41	,	,	PUNCT
eurjchem-768	96	42	6.59	6.59	NUM
eurjchem-768	96	43	(	(	PUNCT
eurjchem-768	96	44	dd	dd	PROPN
eurjchem-768	96	45	,	,	PUNCT
eurjchem-768	96	46	1h	1h	NUM
eurjchem-768	96	47	,	,	PUNCT
eurjchem-768	96	48	j	j	PROPN
eurjchem-768	96	49	=	=	SYM
eurjchem-768	96	50	8.0	8.0	NUM
eurjchem-768	96	51	,	,	PUNCT
eurjchem-768	96	52	2.0	2.0	NUM
eurjchem-768	96	53	hz	hz	ADJ
eurjchem-768	96	54	,	,	PUNCT
eurjchem-768	96	55	o‐ar‐h	o‐ar‐h	PROPN
eurjchem-768	96	56	)	)	PUNCT
eurjchem-768	96	57	,	,	PUNCT
eurjchem-768	96	58	5.72	5.72	NUM
eurjchem-768	96	59	(	(	PUNCT
eurjchem-768	96	60	m	m	PROPN
eurjchem-768	96	61	,	,	PUNCT
eurjchem-768	96	62	1h	1h	NUM
eurjchem-768	96	63	,	,	PUNCT
eurjchem-768	96	64	ch2‐ch	ch2‐ch	PRON
eurjchem-768	96	65	=	=	SYM
eurjchem-768	96	66	ch2	ch2	NOUN
eurjchem-768	96	67	)	)	PUNCT
eurjchem-768	96	68	,	,	PUNCT
eurjchem-768	96	69	5.12‐5.01	5.12‐5.01	NUM
eurjchem-768	96	70	(	(	PUNCT
eurjchem-768	96	71	m	m	PROPN
eurjchem-768	96	72	,	,	PUNCT
eurjchem-768	96	73	2h	2h	NUM
eurjchem-768	96	74	,	,	PUNCT
eurjchem-768	96	75	ch2‐	ch2‐	NOUN
eurjchem-768	96	76	ch	ch	NOUN
eurjchem-768	96	77	=	=	NOUN
eurjchem-768	96	78	ch2	ch2	PROPN
eurjchem-768	96	79	)	)	PUNCT
eurjchem-768	96	80	,	,	PUNCT
eurjchem-768	96	81	3.79	3.79	NUM
eurjchem-768	96	82	,	,	PUNCT
eurjchem-768	96	83	(	(	PUNCT
eurjchem-768	96	84	s	s	X
eurjchem-768	96	85	,	,	PUNCT
eurjchem-768	96	86	3h	3h	NUM
eurjchem-768	96	87	,	,	PUNCT
eurjchem-768	96	88	ar‐o‐ch3	ar‐o‐ch3	ADJ
eurjchem-768	96	89	)	)	PUNCT
eurjchem-768	96	90	,	,	PUNCT
eurjchem-768	96	91	3.67	3.67	NUM
eurjchem-768	96	92	(	(	PUNCT
eurjchem-768	96	93	brs	brs	PROPN
eurjchem-768	96	94	,	,	PUNCT
eurjchem-768	96	95	1h	1h	NUM
eurjchem-768	96	96	,	,	PUNCT
eurjchem-768	96	97	3'‐ch(oh	3'‐ch(oh	NUM
eurjchem-768	96	98	)	)	PUNCT
eurjchem-768	96	99	)	)	PUNCT
eurjchem-768	96	100	,	,	PUNCT
eurjchem-768	96	101	3.62	3.62	NUM
eurjchem-768	96	102	(	(	PUNCT
eurjchem-768	96	103	m	m	PROPN
eurjchem-768	96	104	,	,	PUNCT
eurjchem-768	96	105	1h	1h	NUM
eurjchem-768	96	106	,	,	PUNCT
eurjchem-768	96	107	3'‐ch(oh	3'‐ch(oh	NUM
eurjchem-768	96	108	)	)	PUNCT
eurjchem-768	96	109	)	)	PUNCT
eurjchem-768	96	110	,	,	PUNCT
eurjchem-768	96	111	2.70‐2.51	2.70‐2.51	NUM
eurjchem-768	96	112	(	(	PUNCT
eurjchem-768	96	113	m	m	PROPN
eurjchem-768	96	114	,	,	PUNCT
eurjchem-768	96	115	2h	2h	NUM
eurjchem-768	96	116	,	,	PUNCT
eurjchem-768	96	117	ar‐ch2‐ch2	ar‐ch2‐ch2	ADP
eurjchem-768	96	118	)	)	PUNCT
eurjchem-768	96	119	,	,	PUNCT
eurjchem-768	96	120	2.46‐	2.46‐	NUM
eurjchem-768	96	121	2.31	2.31	NUM
eurjchem-768	96	122	(	(	PUNCT
eurjchem-768	96	123	m	m	PROPN
eurjchem-768	96	124	,	,	PUNCT
eurjchem-768	96	125	2h	2h	NUM
eurjchem-768	96	126	,	,	PUNCT
eurjchem-768	96	127	4'‐ch2	4'‐ch2	NUM
eurjchem-768	96	128	)	)	PUNCT
eurjchem-768	96	129	,	,	PUNCT
eurjchem-768	96	130	1.30‐1.22	1.30‐1.22	NUM
eurjchem-768	96	131	(	(	PUNCT
eurjchem-768	96	132	m	m	PROPN
eurjchem-768	96	133	,	,	PUNCT
eurjchem-768	96	134	2h	2h	NUM
eurjchem-768	96	135	,	,	PUNCT
eurjchem-768	96	136	ar‐ch2‐ch2	ar‐ch2‐ch2	ADP
eurjchem-768	96	137	)	)	PUNCT
eurjchem-768	96	138	,	,	PUNCT
eurjchem-768	96	139	1.00	1.00	NUM
eurjchem-768	96	140	(	(	PUNCT
eurjchem-768	96	141	s	s	PROPN
eurjchem-768	96	142	,	,	PUNCT
eurjchem-768	96	143	9h	9h	NUM
eurjchem-768	96	144	,	,	PUNCT
eurjchem-768	96	145	si‐c(ch3)3	si‐c(ch3)3	ADJ
eurjchem-768	96	146	)	)	PUNCT
eurjchem-768	96	147	,	,	PUNCT
eurjchem-768	96	148	0.12	0.12	NUM
eurjchem-768	96	149	(	(	PUNCT
eurjchem-768	96	150	s	s	PROPN
eurjchem-768	96	151	,	,	PUNCT
eurjchem-768	96	152	6h	6h	NUM
eurjchem-768	96	153	,	,	PUNCT
eurjchem-768	96	154	si‐(ch3)2	si‐(ch3)2	PROPN
eurjchem-768	96	155	)	)	PUNCT
eurjchem-768	96	156	.	.	PUNCT
eurjchem-768	97	1	13c	13c	NOUN
eurjchem-768	97	2	nmr	nmr	NOUN
eurjchem-768	97	3	(	(	PUNCT
eurjchem-768	97	4	50	50	NUM
eurjchem-768	97	5	mhz	mhz	NOUN
eurjchem-768	97	6	,	,	PUNCT
eurjchem-768	97	7	cdcl3	cdcl3	PROPN
eurjchem-768	97	8	,	,	PUNCT
eurjchem-768	97	9	δ	δ	PROPN
eurjchem-768	97	10	,	,	PUNCT
eurjchem-768	97	11	ppm	ppm	NOUN
eurjchem-768	97	12	):	):	PUNCT
eurjchem-768	97	13	150.5	150.5	NUM
eurjchem-768	97	14	,	,	PUNCT
eurjchem-768	97	15	143.2	143.2	NUM
eurjchem-768	97	16	,	,	PUNCT
eurjchem-768	97	17	135.2	135.2	NUM
eurjchem-768	97	18	,	,	PUNCT
eurjchem-768	97	19	120.6	120.6	NUM
eurjchem-768	97	20	,	,	PUNCT
eurjchem-768	97	21	120.5	120.5	NUM
eurjchem-768	97	22	,	,	PUNCT
eurjchem-768	97	23	116.8	116.8	NUM
eurjchem-768	97	24	,	,	PUNCT
eurjchem-768	97	25	113.0	113.0	NUM
eurjchem-768	97	26	,	,	PUNCT
eurjchem-768	97	27	71.0	71.0	NUM
eurjchem-768	97	28	,	,	PUNCT
eurjchem-768	97	29	55.3	55.3	NUM
eurjchem-768	97	30	,	,	PUNCT
eurjchem-768	97	31	34.2	34.2	NUM
eurjchem-768	97	32	,	,	PUNCT
eurjchem-768	97	33	32.0	32.0	NUM
eurjchem-768	97	34	,	,	PUNCT
eurjchem-768	97	35	25.9	25.9	NUM
eurjchem-768	97	36	,	,	PUNCT
eurjchem-768	97	37	18.2	18.2	NUM
eurjchem-768	97	38	,	,	PUNCT
eurjchem-768	97	39	‐4.8	‐4.8	X
eurjchem-768	97	40	.	.	PUNCT
eurjchem-768	98	1	esi‐ms	esi‐ms	PROPN
eurjchem-768	98	2	(	(	PUNCT
eurjchem-768	98	3	m	m	PROPN
eurjchem-768	98	4	/	/	SYM
eurjchem-768	98	5	z	z	NOUN
eurjchem-768	98	6	):	):	PUNCT
eurjchem-768	98	7	337	337	NUM
eurjchem-768	99	1	[	[	X
eurjchem-768	99	2	m+h]+	m+h]+	X
eurjchem-768	99	3	.	.	PUNCT
eurjchem-768	100	1	[	[	X
eurjchem-768	100	2	α]d25	α]d25	NOUN
eurjchem-768	100	3	=	=	SYM
eurjchem-768	100	4	+50.65	+50.65	X
eurjchem-768	100	5	(	(	PUNCT
eurjchem-768	100	6	c	c	NOUN
eurjchem-768	100	7	2.55	2.55	NUM
eurjchem-768	100	8	,	,	PUNCT
eurjchem-768	100	9	chcl3	chcl3	PROPN
eurjchem-768	100	10	)	)	PUNCT
eurjchem-768	100	11	.	.	PUNCT
eurjchem-768	101	1	anal	anal	PROPN
eurjchem-768	101	2	.	.	PUNCT
eurjchem-768	101	3	calcd	calcd	NOUN
eurjchem-768	101	4	.	.	PUNCT
eurjchem-768	102	1	for	for	SCONJ
eurjchem-768	102	2	c19h32o3si	c19h32o3si	PROPN
eurjchem-768	102	3	:	:	PUNCT
eurjchem-768	102	4	c	c	X
eurjchem-768	102	5	,	,	PUNCT
eurjchem-768	102	6	67.85	67.85	NUM
eurjchem-768	102	7	;	;	PUNCT
eurjchem-768	102	8	h	h	NOUN
eurjchem-768	102	9	,	,	PUNCT
eurjchem-768	102	10	9.52	9.52	NUM
eurjchem-768	102	11	.	.	PUNCT
eurjchem-768	102	12	found	find	VERB
eurjchem-768	102	13	:	:	PUNCT
eurjchem-768	103	1	c	c	X
eurjchem-768	103	2	,	,	PUNCT
eurjchem-768	103	3	67.78	67.78	NUM
eurjchem-768	103	4	;	;	PUNCT
eurjchem-768	103	5	h	h	NOUN
eurjchem-768	103	6	,	,	PUNCT
eurjchem-768	103	7	9.52	9.52	NUM
eurjchem-768	103	8	%	%	NOUN
eurjchem-768	103	9	.	.	PUNCT
eurjchem-768	104	1	2.2.7	2.2.7	X
eurjchem-768	104	2	.	.	PUNCT
eurjchem-768	105	1	(	(	PUNCT
eurjchem-768	105	2	r)‐tert‐butyl	r)‐tert‐butyl	PROPN
eurjchem-768	105	3	1‐(4‐(tert‐butyl	1‐(4‐(tert‐butyl	NUM
eurjchem-768	105	4	dimethyl	dimethyl	NOUN
eurjchem-768	105	5	silyloxy)‐3‐	silyloxy)‐3‐	ADJ
eurjchem-768	105	6	methoxy	methoxy	ADJ
eurjchem-768	105	7	phenyl	phenyl	NOUN
eurjchem-768	105	8	)	)	PUNCT
eurjchem-768	105	9	hex‐5‐en‐3‐yl	hex‐5‐en‐3‐yl	PROPN
eurjchem-768	105	10	carbonate	carbonate	NOUN
eurjchem-768	105	11	(	(	PUNCT
eurjchem-768	105	12	9	9	NUM
eurjchem-768	105	13	)	)	PUNCT
eurjchem-768	105	14	to	to	ADP
eurjchem-768	105	15	a	a	DET
eurjchem-768	105	16	stirred	stir	VERB
eurjchem-768	105	17	solution	solution	NOUN
eurjchem-768	105	18	of	of	ADP
eurjchem-768	105	19	compound	compound	NOUN
eurjchem-768	105	20	2	2	NUM
eurjchem-768	105	21	(	(	PUNCT
eurjchem-768	105	22	0.200	0.200	NUM
eurjchem-768	105	23	g	g	NOUN
eurjchem-768	105	24	,	,	PUNCT
eurjchem-768	105	25	0.595	0.595	NUM
eurjchem-768	105	26	mmol	mmol	NOUN
eurjchem-768	105	27	)	)	PUNCT
eurjchem-768	105	28	in	in	ADP
eurjchem-768	105	29	dry	dry	ADJ
eurjchem-768	105	30	mecn	mecn	NOUN
eurjchem-768	105	31	(	(	PUNCT
eurjchem-768	105	32	10	10	NUM
eurjchem-768	105	33	ml	ml	NOUN
eurjchem-768	105	34	)	)	PUNCT
eurjchem-768	105	35	were	be	AUX
eurjchem-768	105	36	added	add	VERB
eurjchem-768	105	37	(	(	PUNCT
eurjchem-768	105	38	boc)2o	boc)2o	X
eurjchem-768	105	39	(	(	PUNCT
eurjchem-768	105	40	0.75	0.75	NUM
eurjchem-768	105	41	ml	ml	NOUN
eurjchem-768	105	42	,	,	PUNCT
eurjchem-768	105	43	3.12	3.12	NUM
eurjchem-768	105	44	mmol	mmol	NOUN
eurjchem-768	105	45	)	)	PUNCT
eurjchem-768	105	46	and	and	CCONJ
eurjchem-768	105	47	dmap	dmap	NOUN
eurjchem-768	105	48	(	(	PUNCT
eurjchem-768	105	49	0.101	0.101	NUM
eurjchem-768	105	50	g	g	NOUN
eurjchem-768	105	51	,	,	PUNCT
eurjchem-768	105	52	0.832	0.832	NUM
eurjchem-768	105	53	mmol	mmol	NOUN
eurjchem-768	105	54	)	)	PUNCT
eurjchem-768	105	55	at	at	ADP
eurjchem-768	105	56	0	0	NUM
eurjchem-768	105	57	oc	oc	NOUN
eurjchem-768	105	58	.	.	PUNCT
eurjchem-768	106	1	after	after	SCONJ
eurjchem-768	106	2	5	5	NUM
eurjchem-768	106	3	h	h	NOUN
eurjchem-768	106	4	of	of	ADP
eurjchem-768	106	5	stirring	stir	VERB
eurjchem-768	106	6	the	the	DET
eurjchem-768	106	7	solvent	solvent	NOUN
eurjchem-768	106	8	was	be	AUX
eurjchem-768	106	9	evaporated	evaporate	VERB
eurjchem-768	106	10	under	under	ADP
eurjchem-768	106	11	reduced	reduced	ADJ
eurjchem-768	106	12	pressure	pressure	NOUN
eurjchem-768	106	13	.	.	PUNCT
eurjchem-768	107	1	the	the	DET
eurjchem-768	107	2	residue	residue	NOUN
eurjchem-768	107	3	was	be	AUX
eurjchem-768	107	4	taken	take	VERB
eurjchem-768	107	5	up	up	ADP
eurjchem-768	107	6	in	in	ADP
eurjchem-768	107	7	etoh	etoh	NOUN
eurjchem-768	107	8	(	(	PUNCT
eurjchem-768	107	9	15	15	NUM
eurjchem-768	107	10	ml	ml	NOUN
eurjchem-768	107	11	)	)	PUNCT
eurjchem-768	107	12	,	,	PUNCT
eurjchem-768	107	13	and	and	CCONJ
eurjchem-768	107	14	imidazole	imidazole	NOUN
eurjchem-768	107	15	was	be	AUX
eurjchem-768	107	16	added	add	VERB
eurjchem-768	107	17	in	in	ADP
eurjchem-768	107	18	catalytic	catalytic	ADJ
eurjchem-768	107	19	amount	amount	NOUN
eurjchem-768	107	20	.	.	PUNCT
eurjchem-768	108	1	the	the	DET
eurjchem-768	108	2	resulting	result	VERB
eurjchem-768	108	3	mixture	mixture	NOUN
eurjchem-768	108	4	was	be	AUX
eurjchem-768	108	5	washed	wash	VERB
eurjchem-768	108	6	with	with	ADP
eurjchem-768	108	7	5	5	NUM
eurjchem-768	108	8	%	%	NOUN
eurjchem-768	108	9	hcl	hcl	NOUN
eurjchem-768	108	10	solution	solution	NOUN
eurjchem-768	108	11	,	,	PUNCT
eurjchem-768	108	12	dried	dry	VERB
eurjchem-768	108	13	(	(	PUNCT
eurjchem-768	108	14	anhydrous	anhydrous	ADJ
eurjchem-768	108	15	na2so4	na2so4	NOUN
eurjchem-768	108	16	)	)	PUNCT
eurjchem-768	108	17	,	,	PUNCT
eurjchem-768	108	18	filtered	filter	VERB
eurjchem-768	108	19	,	,	PUNCT
eurjchem-768	108	20	and	and	CCONJ
eurjchem-768	108	21	concentrated	concentrate	VERB
eurjchem-768	108	22	in	in	ADP
eurjchem-768	108	23	vacuo	vacuo	NOUN
eurjchem-768	108	24	,	,	PUNCT
eurjchem-768	108	25	purification	purification	NOUN
eurjchem-768	108	26	of	of	ADP
eurjchem-768	108	27	the	the	DET
eurjchem-768	108	28	residue	residue	NOUN
eurjchem-768	108	29	by	by	ADP
eurjchem-768	108	30	column	column	NOUN
eurjchem-768	108	31	chromatography	chromatography	NOUN
eurjchem-768	108	32	on	on	ADP
eurjchem-768	108	33	sio2	sio2	PROPN
eurjchem-768	108	34	(	(	PUNCT
eurjchem-768	108	35	1	1	NUM
eurjchem-768	108	36	%	%	NOUN
eurjchem-768	108	37	etoac	etoac	ADJ
eurjchem-768	108	38	/	/	SYM
eurjchem-768	108	39	hexane	hexane	NOUN
eurjchem-768	108	40	)	)	PUNCT
eurjchem-768	108	41	gave	give	VERB
eurjchem-768	108	42	compound	compound	NOUN
eurjchem-768	108	43	9	9	NUM
eurjchem-768	108	44	(	(	PUNCT
eurjchem-768	108	45	scheme	scheme	NOUN
eurjchem-768	108	46	1	1	NUM
eurjchem-768	108	47	)	)	PUNCT
eurjchem-768	108	48	.	.	PUNCT
eurjchem-768	109	1	yield	yield	NOUN
eurjchem-768	109	2	:	:	PUNCT
eurjchem-768	109	3	78	78	NUM
eurjchem-768	109	4	%	%	NOUN
eurjchem-768	109	5	,	,	PUNCT
eurjchem-768	109	6	0.199	0.199	NUM
eurjchem-768	109	7	g.	g.	NOUN
eurjchem-768	109	8	ir	ir	PROPN
eurjchem-768	109	9	(	(	PUNCT
eurjchem-768	109	10	kbr	kbr	PROPN
eurjchem-768	109	11	,	,	PUNCT
eurjchem-768	109	12	ν	ν	PROPN
eurjchem-768	109	13	,	,	PUNCT
eurjchem-768	109	14	cm‐1	cm‐1	PROPN
eurjchem-768	109	15	):	):	PUNCT
eurjchem-768	109	16	1710	1710	NUM
eurjchem-768	109	17	,	,	PUNCT
eurjchem-768	109	18	1631	1631	NUM
eurjchem-768	109	19	,	,	PUNCT
eurjchem-768	109	20	1520	1520	NUM
eurjchem-768	109	21	,	,	PUNCT
eurjchem-768	109	22	1486	1486	NUM
eurjchem-768	109	23	,	,	PUNCT
eurjchem-768	109	24	1263	1263	NUM
eurjchem-768	109	25	.	.	PUNCT
eurjchem-768	110	1	1h	1h	NUM
eurjchem-768	110	2	nmr	nmr	NOUN
eurjchem-768	110	3	(	(	PUNCT
eurjchem-768	110	4	200	200	NUM
eurjchem-768	110	5	mhz	mhz	NOUN
eurjchem-768	110	6	,	,	PUNCT
eurjchem-768	110	7	cdcl3	cdcl3	PROPN
eurjchem-768	110	8	,	,	PUNCT
eurjchem-768	110	9	δ	δ	PROPN
eurjchem-768	110	10	,	,	PUNCT
eurjchem-768	110	11	ppm	ppm	NUM
eurjchem-768	110	12	):	):	PUNCT
eurjchem-768	110	13	6.69	6.69	NUM
eurjchem-768	110	14	(	(	PUNCT
eurjchem-768	110	15	d	d	PROPN
eurjchem-768	110	16	,	,	PUNCT
eurjchem-768	110	17	1h	1h	NUM
eurjchem-768	110	18	,	,	PUNCT
eurjchem-768	110	19	j	j	PROPN
eurjchem-768	110	20	=	=	SYM
eurjchem-768	110	21	8.0	8.0	NUM
eurjchem-768	110	22	,	,	PUNCT
eurjchem-768	110	23	m‐ar‐h	m‐ar‐h	PROPN
eurjchem-768	110	24	)	)	PUNCT
eurjchem-768	110	25	,	,	PUNCT
eurjchem-768	110	26	6.61	6.61	NUM
eurjchem-768	110	27	(	(	PUNCT
eurjchem-768	110	28	d	d	PROPN
eurjchem-768	110	29	,	,	PUNCT
eurjchem-768	110	30	1h	1h	NUM
eurjchem-768	110	31	,	,	PUNCT
eurjchem-768	110	32	j	j	PROPN
eurjchem-768	110	33	=	=	PROPN
eurjchem-768	110	34	2.0	2.0	NUM
eurjchem-768	110	35	hz	hz	VERB
eurjchem-768	110	36	,	,	PUNCT
eurjchem-768	110	37	o‐ar‐h	o‐ar‐h	PROPN
eurjchem-768	110	38	)	)	PUNCT
eurjchem-768	110	39	,	,	PUNCT
eurjchem-768	110	40	6.55	6.55	NUM
eurjchem-768	110	41	(	(	PUNCT
eurjchem-768	110	42	dd	dd	NOUN
eurjchem-768	110	43	,	,	PUNCT
eurjchem-768	110	44	1h	1h	NUM
eurjchem-768	110	45	,	,	PUNCT
eurjchem-768	110	46	j	j	PROPN
eurjchem-768	110	47	=	=	SYM
eurjchem-768	110	48	8.0	8.0	NUM
eurjchem-768	110	49	,	,	PUNCT
eurjchem-768	110	50	2.0	2.0	NUM
eurjchem-768	110	51	hz	hz	ADJ
eurjchem-768	110	52	,	,	PUNCT
eurjchem-768	110	53	o‐ar‐h	o‐ar‐h	PROPN
eurjchem-768	110	54	)	)	PUNCT
eurjchem-768	110	55	,	,	PUNCT
eurjchem-768	110	56	5.73	5.73	NUM
eurjchem-768	110	57	(	(	PUNCT
eurjchem-768	110	58	m	m	PROPN
eurjchem-768	110	59	,	,	PUNCT
eurjchem-768	110	60	1h	1h	NUM
eurjchem-768	110	61	,	,	PUNCT
eurjchem-768	110	62	5'‐ch	5'‐ch	NUM
eurjchem-768	110	63	)	)	PUNCT
eurjchem-768	110	64	,	,	PUNCT
eurjchem-768	110	65	5.11‐5.02	5.11‐5.02	NUM
eurjchem-768	110	66	(	(	PUNCT
eurjchem-768	110	67	m	m	PROPN
eurjchem-768	110	68	,	,	PUNCT
eurjchem-768	110	69	2h	2h	NUM
eurjchem-768	110	70	,	,	PUNCT
eurjchem-768	110	71	6'‐ch2	6'‐ch2	NUM
eurjchem-768	110	72	)	)	PUNCT
eurjchem-768	110	73	,	,	PUNCT
eurjchem-768	110	74	4.68	4.68	NUM
eurjchem-768	110	75	(	(	PUNCT
eurjchem-768	110	76	m	m	PROPN
eurjchem-768	110	77	,	,	PUNCT
eurjchem-768	110	78	1h	1h	NUM
eurjchem-768	110	79	,	,	PUNCT
eurjchem-768	110	80	3'‐ch(oh	3'‐ch(oh	NUM
eurjchem-768	110	81	)	)	PUNCT
eurjchem-768	110	82	)	)	PUNCT
eurjchem-768	110	83	,	,	PUNCT
eurjchem-768	110	84	3.78	3.78	NUM
eurjchem-768	110	85	(	(	PUNCT
eurjchem-768	110	86	s	s	PROPN
eurjchem-768	110	87	,	,	PUNCT
eurjchem-768	110	88	3h	3h	NUM
eurjchem-768	110	89	,	,	PUNCT
eurjchem-768	110	90	ar‐o‐ch3	ar‐o‐ch3	ADJ
eurjchem-768	110	91	)	)	PUNCT
eurjchem-768	110	92	,	,	PUNCT
eurjchem-768	110	93	2.69‐2.52	2.69‐2.52	NUM
eurjchem-768	110	94	(	(	PUNCT
eurjchem-768	110	95	m	m	PROPN
eurjchem-768	110	96	,	,	PUNCT
eurjchem-768	110	97	2h	2h	NUM
eurjchem-768	110	98	,	,	PUNCT
eurjchem-768	110	99	ar‐ch2‐ch2	ar‐ch2‐ch2	ADP
eurjchem-768	110	100	)	)	PUNCT
eurjchem-768	110	101	,	,	PUNCT
eurjchem-768	110	102	2.41‐2.32	2.41‐2.32	NUM
eurjchem-768	110	103	(	(	PUNCT
eurjchem-768	110	104	m	m	PROPN
eurjchem-768	110	105	,	,	PUNCT
eurjchem-768	110	106	2h	2h	NUM
eurjchem-768	110	107	,	,	PUNCT
eurjchem-768	110	108	4'‐ch2	4'‐ch2	NUM
eurjchem-768	110	109	)	)	PUNCT
eurjchem-768	110	110	,	,	PUNCT
eurjchem-768	110	111	1.90	1.90	NUM
eurjchem-768	110	112	(	(	PUNCT
eurjchem-768	110	113	s	s	PROPN
eurjchem-768	110	114	,	,	PUNCT
eurjchem-768	110	115	9h	9h	NUM
eurjchem-768	110	116	,	,	PUNCT
eurjchem-768	110	117	co‐o‐c(ch3)3	co‐o‐c(ch3)3	NOUN
eurjchem-768	110	118	)	)	PUNCT
eurjchem-768	110	119	,	,	PUNCT
eurjchem-768	110	120	1.38‐1.21	1.38‐1.21	PROPN
eurjchem-768	110	121	(	(	PUNCT
eurjchem-768	110	122	m	m	PROPN
eurjchem-768	110	123	,	,	PUNCT
eurjchem-768	110	124	2h	2h	NUM
eurjchem-768	110	125	,	,	PUNCT
eurjchem-768	110	126	ar‐ch2‐ch2	ar‐ch2‐ch2	ADP
eurjchem-768	110	127	)	)	PUNCT
eurjchem-768	110	128	,	,	PUNCT
eurjchem-768	110	129	1.00	1.00	NUM
eurjchem-768	110	130	(	(	PUNCT
eurjchem-768	110	131	s	s	PROPN
eurjchem-768	110	132	,	,	PUNCT
eurjchem-768	110	133	9h	9h	NUM
eurjchem-768	110	134	,	,	PUNCT
eurjchem-768	110	135	si‐c(ch3)3	si‐c(ch3)3	ADJ
eurjchem-768	110	136	)	)	PUNCT
eurjchem-768	110	137	,	,	PUNCT
eurjchem-768	110	138	0.11	0.11	NUM
eurjchem-768	110	139	(	(	PUNCT
eurjchem-768	110	140	s	s	PROPN
eurjchem-768	110	141	,	,	PUNCT
eurjchem-768	110	142	6h	6h	NUM
eurjchem-768	110	143	,	,	PUNCT
eurjchem-768	110	144	si‐(ch3)2	si‐(ch3)2	PROPN
eurjchem-768	110	145	)	)	PUNCT
eurjchem-768	110	146	.	.	PUNCT
eurjchem-768	111	1	13c	13c	NOUN
eurjchem-768	111	2	nmr	nmr	NOUN
eurjchem-768	111	3	(	(	PUNCT
eurjchem-768	111	4	50	50	NUM
eurjchem-768	111	5	mhz	mhz	NOUN
eurjchem-768	111	6	,	,	PUNCT
eurjchem-768	111	7	cdcl3	cdcl3	PROPN
eurjchem-768	111	8	,	,	PUNCT
eurjchem-768	111	9	δ	δ	PROPN
eurjchem-768	111	10	,	,	PUNCT
eurjchem-768	111	11	ppm	ppm	NOUN
eurjchem-768	111	12	):	):	PUNCT
eurjchem-768	111	13	157.2	157.2	NUM
eurjchem-768	111	14	,	,	PUNCT
eurjchem-768	111	15	151.3	151.3	NUM
eurjchem-768	111	16	,	,	PUNCT
eurjchem-768	111	17	143.8	143.8	NUM
eurjchem-768	111	18	,	,	PUNCT
eurjchem-768	111	19	134.6	134.6	NUM
eurjchem-768	111	20	,	,	PUNCT
eurjchem-768	111	21	120.8	120.8	NUM
eurjchem-768	111	22	,	,	PUNCT
eurjchem-768	111	23	120.6	120.6	NUM
eurjchem-768	111	24	,	,	PUNCT
eurjchem-768	111	25	112.5	112.5	NUM
eurjchem-768	111	26	,	,	PUNCT
eurjchem-768	111	27	85.3	85.3	NUM
eurjchem-768	111	28	,	,	PUNCT
eurjchem-768	111	29	80.2	80.2	NUM
eurjchem-768	111	30	,	,	PUNCT
eurjchem-768	111	31	55.1	55.1	NUM
eurjchem-768	111	32	,	,	PUNCT
eurjchem-768	111	33	35.3	35.3	NUM
eurjchem-768	111	34	,	,	PUNCT
eurjchem-768	111	35	35.2	35.2	NUM
eurjchem-768	111	36	,	,	PUNCT
eurjchem-768	111	37	30.8	30.8	NUM
eurjchem-768	111	38	,	,	PUNCT
eurjchem-768	111	39	25.4	25.4	NUM
eurjchem-768	111	40	,	,	PUNCT
eurjchem-768	111	41	18.0	18.0	NUM
eurjchem-768	111	42	,	,	PUNCT
eurjchem-768	111	43	‐4.9	‐4.9	NOUN
eurjchem-768	111	44	.	.	PUNCT
eurjchem-768	112	1	esi‐ms	esi‐ms	PROPN
eurjchem-768	112	2	(	(	PUNCT
eurjchem-768	112	3	m	m	PROPN
eurjchem-768	112	4	/	/	SYM
eurjchem-768	112	5	z	z	NOUN
eurjchem-768	112	6	):	):	PUNCT
eurjchem-768	112	7	459	459	NUM
eurjchem-768	112	8	[	[	X
eurjchem-768	112	9	m+na]+	m+na]+	NOUN
eurjchem-768	112	10	.	.	PUNCT
eurjchem-768	113	1	anal	anal	ADJ
eurjchem-768	113	2	.	.	PUNCT
eurjchem-768	113	3	calcd	calcd	NOUN
eurjchem-768	113	4	.	.	PUNCT
eurjchem-768	114	1	for	for	ADP
eurjchem-768	114	2	c24h40o5si	c24h40o5si	NOUN
eurjchem-768	114	3	:	:	PUNCT
eurjchem-768	114	4	c	c	X
eurjchem-768	114	5	,	,	PUNCT
eurjchem-768	114	6	66.05	66.05	NUM
eurjchem-768	114	7	;	;	PUNCT
eurjchem-768	114	8	h	h	X
eurjchem-768	114	9	,	,	PUNCT
eurjchem-768	114	10	9.17	9.17	NUM
eurjchem-768	114	11	.	.	PUNCT
eurjchem-768	114	12	found	find	VERB
eurjchem-768	114	13	:	:	PUNCT
eurjchem-768	115	1	c	c	X
eurjchem-768	115	2	,	,	PUNCT
eurjchem-768	115	3	66.09	66.09	NUM
eurjchem-768	115	4	;	;	PUNCT
eurjchem-768	115	5	h	h	NOUN
eurjchem-768	115	6	,	,	PUNCT
eurjchem-768	115	7	9.18	9.18	NUM
eurjchem-768	115	8	%	%	NOUN
eurjchem-768	115	9	.	.	PUNCT
eurjchem-768	116	1	2.2.8	2.2.8	X
eurjchem-768	116	2	.	.	PUNCT
eurjchem-768	117	1	(	(	PUNCT
eurjchem-768	117	2	4r,6r)‐4‐(4‐(tert‐butyl	4r,6r)‐4‐(4‐(tert‐butyl	NUM
eurjchem-768	117	3	dimethyl	dimethyl	NOUN
eurjchem-768	117	4	silyloxy)‐3‐methoxy	silyloxy)‐3‐methoxy	ADJ
eurjchem-768	117	5	phenethyl)‐6‐(iodomethyl)‐1,3‐dioxan‐2‐one	phenethyl)‐6‐(iodomethyl)‐1,3‐dioxan‐2‐one	NOUN
eurjchem-768	117	6	(	(	PUNCT
eurjchem-768	117	7	10	10	NUM
eurjchem-768	117	8	)	)	PUNCT
eurjchem-768	117	9	a	a	DET
eurjchem-768	117	10	mixture	mixture	NOUN
eurjchem-768	117	11	of	of	ADP
eurjchem-768	117	12	compound	compound	NOUN
eurjchem-768	117	13	9	9	NUM
eurjchem-768	117	14	(	(	PUNCT
eurjchem-768	117	15	0.060	0.060	NUM
eurjchem-768	117	16	g	g	NOUN
eurjchem-768	117	17	,	,	PUNCT
eurjchem-768	117	18	0.137	0.137	NUM
eurjchem-768	117	19	mmol	mmol	NOUN
eurjchem-768	117	20	)	)	PUNCT
eurjchem-768	117	21	and	and	CCONJ
eurjchem-768	117	22	i2	i2	PROPN
eurjchem-768	117	23	(	(	PUNCT
eurjchem-768	117	24	0.034	0.034	NUM
eurjchem-768	117	25	g	g	NOUN
eurjchem-768	117	26	,	,	PUNCT
eurjchem-768	117	27	1.374	1.374	NUM
eurjchem-768	117	28	mmol	mmol	NOUN
eurjchem-768	117	29	)	)	PUNCT
eurjchem-768	117	30	in	in	ADP
eurjchem-768	117	31	10	10	NUM
eurjchem-768	117	32	ml	ml	NOUN
eurjchem-768	117	33	of	of	ADP
eurjchem-768	117	34	dry	dry	ADJ
eurjchem-768	117	35	mecn	mecn	NOUN
eurjchem-768	117	36	was	be	AUX
eurjchem-768	117	37	stirred	stir	VERB
eurjchem-768	117	38	mechanically	mechanically	ADV
eurjchem-768	117	39	under	under	ADP
eurjchem-768	117	40	n2	n2	ADJ
eurjchem-768	117	41	atmosphere	atmosphere	NOUN
eurjchem-768	117	42	at	at	ADP
eurjchem-768	117	43	‐20	‐20	PROPN
eurjchem-768	117	44	oc	oc	NOUN
eurjchem-768	117	45	for	for	ADP
eurjchem-768	117	46	6	6	NUM
eurjchem-768	117	47	h.	h.	NOUN
eurjchem-768	117	48	the	the	DET
eurjchem-768	117	49	mixture	mixture	NOUN
eurjchem-768	117	50	was	be	AUX
eurjchem-768	117	51	partitioned	partition	VERB
eurjchem-768	117	52	between	between	ADP
eurjchem-768	117	53	300	300	NUM
eurjchem-768	117	54	ml	ml	NOUN
eurjchem-768	117	55	of	of	ADP
eurjchem-768	117	56	20	20	NUM
eurjchem-768	117	57	%	%	NOUN
eurjchem-768	117	58	aqueous	aqueous	ADJ
eurjchem-768	117	59	na2s2o3/5	na2s2o3/5	ADJ
eurjchem-768	117	60	%	%	NOUN
eurjchem-768	117	61	aqueous	aqueous	ADJ
eurjchem-768	117	62	nahco3	nahco3	NOUN
eurjchem-768	117	63	and	and	CCONJ
eurjchem-768	117	64	100	100	NUM
eurjchem-768	117	65	ml	ml	NOUN
eurjchem-768	117	66	of	of	ADP
eurjchem-768	117	67	et2o	et2o	PROPN
eurjchem-768	117	68	.	.	PUNCT
eurjchem-768	118	1	the	the	DET
eurjchem-768	118	2	organic	organic	ADJ
eurjchem-768	118	3	layer	layer	NOUN
eurjchem-768	118	4	was	be	AUX
eurjchem-768	118	5	washed	wash	VERB
eurjchem-768	118	6	with	with	ADP
eurjchem-768	118	7	saturated	saturate	VERB
eurjchem-768	118	8	aqueous	aqueous	ADJ
eurjchem-768	118	9	nacl	nacl	NOUN
eurjchem-768	118	10	,	,	PUNCT
eurjchem-768	118	11	dried	dry	VERB
eurjchem-768	118	12	over	over	ADP
eurjchem-768	118	13	anhydrous	anhydrous	ADJ
eurjchem-768	118	14	sodium	sodium	NOUN
eurjchem-768	118	15	sulfate	sulfate	NOUN
eurjchem-768	118	16	,	,	PUNCT
eurjchem-768	118	17	and	and	CCONJ
eurjchem-768	118	18	evaporated	evaporate	VERB
eurjchem-768	118	19	.	.	PUNCT
eurjchem-768	119	1	the	the	DET
eurjchem-768	119	2	crude	crude	ADJ
eurjchem-768	119	3	product	product	NOUN
eurjchem-768	119	4	was	be	AUX
eurjchem-768	119	5	purified	purify	VERB
eurjchem-768	119	6	by	by	ADP
eurjchem-768	119	7	column	column	NOUN
eurjchem-768	119	8	chromatography	chromatography	NOUN
eurjchem-768	119	9	on	on	ADP
eurjchem-768	119	10	silica	silica	NOUN
eurjchem-768	119	11	gel	gel	NOUN
eurjchem-768	119	12	(	(	PUNCT
eurjchem-768	119	13	10	10	NUM
eurjchem-768	119	14	%	%	NOUN
eurjchem-768	119	15	etoac	etoac	ADJ
eurjchem-768	119	16	/	/	SYM
eurjchem-768	119	17	hexane	hexane	NOUN
eurjchem-768	119	18	)	)	PUNCT
eurjchem-768	119	19	to	to	PART
eurjchem-768	119	20	give	give	VERB
eurjchem-768	119	21	pure	pure	ADJ
eurjchem-768	119	22	compound	compound	NOUN
eurjchem-768	119	23	10	10	NUM
eurjchem-768	119	24	(	(	PUNCT
eurjchem-768	119	25	scheme	scheme	NOUN
eurjchem-768	119	26	1	1	NUM
eurjchem-768	119	27	)	)	PUNCT
eurjchem-768	119	28	.	.	PUNCT
eurjchem-768	120	1	yield	yield	NOUN
eurjchem-768	120	2	:	:	PUNCT
eurjchem-768	120	3	84	84	NUM
eurjchem-768	120	4	%	%	NOUN
eurjchem-768	120	5	,	,	PUNCT
eurjchem-768	120	6	0.046	0.046	NUM
eurjchem-768	120	7	g.	g.	PROPN
eurjchem-768	120	8	ir	ir	PROPN
eurjchem-768	120	9	(	(	PUNCT
eurjchem-768	120	10	kbr	kbr	PROPN
eurjchem-768	120	11	,	,	PUNCT
eurjchem-768	120	12	ν	ν	PROPN
eurjchem-768	120	13	,	,	PUNCT
eurjchem-768	120	14	cm‐1	cm‐1	PROPN
eurjchem-768	120	15	):	):	PUNCT
eurjchem-768	120	16	1697	1697	NUM
eurjchem-768	120	17	,	,	PUNCT
eurjchem-768	120	18	1454	1454	NUM
eurjchem-768	120	19	,	,	PUNCT
eurjchem-768	120	20	1372	1372	NUM
eurjchem-768	120	21	,	,	PUNCT
eurjchem-768	120	22	1156	1156	NUM
eurjchem-768	120	23	.	.	PUNCT
eurjchem-768	121	1	1h	1h	NUM
eurjchem-768	121	2	nmr	nmr	NOUN
eurjchem-768	121	3	(	(	PUNCT
eurjchem-768	121	4	200	200	NUM
eurjchem-768	121	5	mhz	mhz	NOUN
eurjchem-768	121	6	,	,	PUNCT
eurjchem-768	121	7	cdcl3	cdcl3	PROPN
eurjchem-768	121	8	,	,	PUNCT
eurjchem-768	121	9	δ	δ	PROPN
eurjchem-768	121	10	,	,	PUNCT
eurjchem-768	121	11	ppm	ppm	NUM
eurjchem-768	121	12	):	):	PUNCT
eurjchem-768	121	13	6.83	6.83	NUM
eurjchem-768	121	14	(	(	PUNCT
eurjchem-768	121	15	d	d	PROPN
eurjchem-768	121	16	,	,	PUNCT
eurjchem-768	121	17	1h	1h	NUM
eurjchem-768	121	18	,	,	PUNCT
eurjchem-768	121	19	j	j	PROPN
eurjchem-768	121	20	=	=	SYM
eurjchem-768	121	21	8.0	8.0	NUM
eurjchem-768	121	22	hz	hz	NOUN
eurjchem-768	121	23	,	,	PUNCT
eurjchem-768	121	24	m‐ar‐h	m‐ar‐h	PROPN
eurjchem-768	121	25	)	)	PUNCT
eurjchem-768	121	26	,	,	PUNCT
eurjchem-768	121	27	6.69‐	6.69‐	NUM
eurjchem-768	121	28	6.61	6.61	NUM
eurjchem-768	121	29	(	(	PUNCT
eurjchem-768	121	30	m	m	PROPN
eurjchem-768	121	31	,	,	PUNCT
eurjchem-768	121	32	2h	2h	NUM
eurjchem-768	121	33	,	,	PUNCT
eurjchem-768	121	34	o‐ar‐h	o‐ar‐h	PROPN
eurjchem-768	121	35	)	)	PUNCT
eurjchem-768	121	36	,	,	PUNCT
eurjchem-768	121	37	4.21	4.21	NUM
eurjchem-768	121	38	(	(	PUNCT
eurjchem-768	121	39	m	m	PROPN
eurjchem-768	121	40	,	,	PUNCT
eurjchem-768	121	41	1h	1h	NUM
eurjchem-768	121	42	,	,	PUNCT
eurjchem-768	121	43	5'‐ch	5'‐ch	NUM
eurjchem-768	121	44	)	)	PUNCT
eurjchem-768	121	45	,	,	PUNCT
eurjchem-768	121	46	4.10	4.10	NUM
eurjchem-768	121	47	(	(	PUNCT
eurjchem-768	121	48	m	m	PROPN
eurjchem-768	121	49	,	,	PUNCT
eurjchem-768	121	50	1h	1h	NUM
eurjchem-768	121	51	,	,	PUNCT
eurjchem-768	121	52	3'‐ch	3'‐ch	NUM
eurjchem-768	121	53	)	)	PUNCT
eurjchem-768	121	54	,	,	PUNCT
eurjchem-768	121	55	3.88	3.88	NUM
eurjchem-768	121	56	(	(	PUNCT
eurjchem-768	121	57	s	s	PROPN
eurjchem-768	121	58	,	,	PUNCT
eurjchem-768	121	59	3h	3h	NUM
eurjchem-768	121	60	,	,	PUNCT
eurjchem-768	121	61	ar‐o‐ch3	ar‐o‐ch3	ADJ
eurjchem-768	121	62	)	)	PUNCT
eurjchem-768	121	63	,	,	PUNCT
eurjchem-768	121	64	3.21‐3.10	3.21‐3.10	NUM
eurjchem-768	121	65	(	(	PUNCT
eurjchem-768	121	66	m	m	PROPN
eurjchem-768	121	67	,	,	PUNCT
eurjchem-768	121	68	2h	2h	NUM
eurjchem-768	121	69	,	,	PUNCT
eurjchem-768	121	70	6'‐ch2‐i	6'‐ch2‐i	NUM
eurjchem-768	121	71	)	)	PUNCT
eurjchem-768	121	72	,	,	PUNCT
eurjchem-768	121	73	2.71‐2.53	2.71‐2.53	NUM
eurjchem-768	121	74	(	(	PUNCT
eurjchem-768	121	75	m	m	PROPN
eurjchem-768	121	76	,	,	PUNCT
eurjchem-768	121	77	2h	2h	NUM
eurjchem-768	121	78	,	,	PUNCT
eurjchem-768	121	79	ar‐ch2	ar‐ch2	NOUN
eurjchem-768	121	80	)	)	PUNCT
eurjchem-768	121	81	,	,	PUNCT
eurjchem-768	121	82	2.29	2.29	NUM
eurjchem-768	121	83	(	(	PUNCT
eurjchem-768	121	84	m	m	PROPN
eurjchem-768	121	85	,	,	PUNCT
eurjchem-768	121	86	1h	1h	NUM
eurjchem-768	121	87	,	,	PUNCT
eurjchem-768	121	88	4'‐cha	4'‐cha	NUM
eurjchem-768	121	89	)	)	PUNCT
eurjchem-768	121	90	,	,	PUNCT
eurjchem-768	121	91	2.03	2.03	NUM
eurjchem-768	121	92	(	(	PUNCT
eurjchem-768	121	93	m	m	PROPN
eurjchem-768	121	94	,	,	PUNCT
eurjchem-768	121	95	1h	1h	NUM
eurjchem-768	121	96	,	,	PUNCT
eurjchem-768	121	97	4'‐chb	4'‐chb	NUM
eurjchem-768	121	98	)	)	PUNCT
eurjchem-768	121	99	,	,	PUNCT
eurjchem-768	121	100	1.82‐	1.82‐	NUM
eurjchem-768	121	101	1.64	1.64	NUM
eurjchem-768	121	102	(	(	PUNCT
eurjchem-768	121	103	m	m	PROPN
eurjchem-768	121	104	,	,	PUNCT
eurjchem-768	121	105	2h	2h	NUM
eurjchem-768	121	106	,	,	PUNCT
eurjchem-768	121	107	ar‐ch2‐ch2	ar‐ch2‐ch2	ADP
eurjchem-768	121	108	)	)	PUNCT
eurjchem-768	121	109	1.21	1.21	NUM
eurjchem-768	121	110	(	(	PUNCT
eurjchem-768	121	111	s	s	PROPN
eurjchem-768	121	112	,	,	PUNCT
eurjchem-768	121	113	9h	9h	NUM
eurjchem-768	121	114	,	,	PUNCT
eurjchem-768	121	115	si‐c(ch3)3	si‐c(ch3)3	ADJ
eurjchem-768	121	116	)	)	PUNCT
eurjchem-768	121	117	,	,	PUNCT
eurjchem-768	121	118	0.01	0.01	NUM
eurjchem-768	121	119	(	(	PUNCT
eurjchem-768	121	120	s	s	PROPN
eurjchem-768	121	121	,	,	PUNCT
eurjchem-768	121	122	6h	6h	NUM
eurjchem-768	121	123	,	,	PUNCT
eurjchem-768	121	124	si‐	si‐	PROPN
eurjchem-768	121	125	(	(	PUNCT
eurjchem-768	121	126	ch3)2	ch3)2	PROPN
eurjchem-768	121	127	)	)	PUNCT
eurjchem-768	121	128	.	.	PUNCT
eurjchem-768	122	1	13c	13c	NOUN
eurjchem-768	122	2	nmr	nmr	NOUN
eurjchem-768	122	3	(	(	PUNCT
eurjchem-768	122	4	50	50	NUM
eurjchem-768	122	5	mhz	mhz	NOUN
eurjchem-768	122	6	,	,	PUNCT
eurjchem-768	122	7	cdcl3	cdcl3	PROPN
eurjchem-768	122	8	,	,	PUNCT
eurjchem-768	122	9	δ	δ	PROPN
eurjchem-768	122	10	,	,	PUNCT
eurjchem-768	122	11	ppm	ppm	NOUN
eurjchem-768	122	12	):	):	PUNCT
eurjchem-768	122	13	150.1	150.1	NUM
eurjchem-768	122	14	,	,	PUNCT
eurjchem-768	122	15	148.2	148.2	NUM
eurjchem-768	122	16	,	,	PUNCT
eurjchem-768	122	17	142.7	142.7	NUM
eurjchem-768	122	18	,	,	PUNCT
eurjchem-768	122	19	134.3	134.3	NUM
eurjchem-768	122	20	,	,	PUNCT
eurjchem-768	122	21	120.0	120.0	NUM
eurjchem-768	122	22	,	,	PUNCT
eurjchem-768	122	23	119.9	119.9	NUM
eurjchem-768	122	24	,	,	PUNCT
eurjchem-768	122	25	111.8	111.8	NUM
eurjchem-768	122	26	,	,	PUNCT
eurjchem-768	122	27	77.4	77.4	NUM
eurjchem-768	122	28	,	,	PUNCT
eurjchem-768	122	29	75.5	75.5	NUM
eurjchem-768	122	30	,	,	PUNCT
eurjchem-768	122	31	55.4	55.4	NUM
eurjchem-768	122	32	,	,	PUNCT
eurjchem-768	122	33	33.8	33.8	NUM
eurjchem-768	122	34	,	,	PUNCT
eurjchem-768	122	35	31.0	31.0	NUM
eurjchem-768	122	36	,	,	PUNCT
eurjchem-768	122	37	25.1	25.1	NUM
eurjchem-768	122	38	,	,	PUNCT
eurjchem-768	122	39	17.9	17.9	NUM
eurjchem-768	122	40	,	,	PUNCT
eurjchem-768	122	41	5.2	5.2	NUM
eurjchem-768	122	42	,	,	PUNCT
eurjchem-768	122	43	‐5.1	‐5.1	ADV
eurjchem-768	122	44	.	.	PUNCT
eurjchem-768	123	1	esi‐ms	esi‐ms	PROPN
eurjchem-768	123	2	(	(	PUNCT
eurjchem-768	123	3	m	m	PROPN
eurjchem-768	123	4	/	/	SYM
eurjchem-768	123	5	z	z	NOUN
eurjchem-768	123	6	):	):	PUNCT
eurjchem-768	123	7	507	507	NUM
eurjchem-768	123	8	[	[	X
eurjchem-768	123	9	m+h]+	m+h]+	X
eurjchem-768	123	10	.	.	PUNCT
eurjchem-768	124	1	[	[	X
eurjchem-768	124	2	α]d25	α]d25	NOUN
eurjchem-768	124	3	=	=	SYM
eurjchem-768	124	4	‐7.27	‐7.27	X
eurjchem-768	124	5	(	(	PUNCT
eurjchem-768	124	6	c	c	NOUN
eurjchem-768	124	7	1.15	1.15	NUM
eurjchem-768	124	8	,	,	PUNCT
eurjchem-768	124	9	chcl3	chcl3	PROPN
eurjchem-768	124	10	)	)	PUNCT
eurjchem-768	124	11	.	.	PUNCT
eurjchem-768	125	1	anal	anal	PROPN
eurjchem-768	125	2	.	.	PUNCT
eurjchem-768	125	3	calcd	calcd	NOUN
eurjchem-768	125	4	.	.	PUNCT
eurjchem-768	126	1	for	for	ADP
eurjchem-768	126	2	c20h31io5si	c20h31io5si	NOUN
eurjchem-768	126	3	:	:	PUNCT
eurjchem-768	126	4	c	c	NOUN
eurjchem-768	126	5	,	,	PUNCT
eurjchem-768	126	6	47.43	47.43	NUM
eurjchem-768	126	7	;	;	PUNCT
eurjchem-768	126	8	h	h	NOUN
eurjchem-768	126	9	,	,	PUNCT
eurjchem-768	126	10	6.12	6.12	NUM
eurjchem-768	126	11	.	.	PUNCT
eurjchem-768	126	12	found	find	VERB
eurjchem-768	126	13	:	:	PUNCT
eurjchem-768	127	1	c	c	X
eurjchem-768	127	2	,	,	PUNCT
eurjchem-768	127	3	47.50	47.50	NUM
eurjchem-768	127	4	;	;	PUNCT
eurjchem-768	127	5	h	h	NOUN
eurjchem-768	127	6	,	,	PUNCT
eurjchem-768	127	7	6.11	6.11	NUM
eurjchem-768	127	8	%	%	NOUN
eurjchem-768	127	9	.	.	PUNCT
eurjchem-768	128	1	2.2.9	2.2.9	X
eurjchem-768	128	2	.	.	PUNCT
eurjchem-768	129	1	(	(	PUNCT
eurjchem-768	129	2	4r,6r)–4‐(4‐hydroxy‐3‐methoxyphenethyl)‐6‐(iodo‐	4r,6r)–4‐(4‐hydroxy‐3‐methoxyphenethyl)‐6‐(iodo‐	NUM
eurjchem-768	129	3	methyl)‐1,3‐dioxan‐2‐one	methyl)‐1,3‐dioxan‐2‐one	NOUN
eurjchem-768	129	4	(	(	PUNCT
eurjchem-768	129	5	11	11	NUM
eurjchem-768	129	6	)	)	PUNCT
eurjchem-768	129	7	to	to	ADP
eurjchem-768	129	8	a	a	DET
eurjchem-768	129	9	ice	ice	NOUN
eurjchem-768	129	10	cooled	cool	VERB
eurjchem-768	129	11	solution	solution	NOUN
eurjchem-768	129	12	of	of	ADP
eurjchem-768	129	13	compound	compound	NOUN
eurjchem-768	129	14	10	10	NUM
eurjchem-768	129	15	(	(	PUNCT
eurjchem-768	129	16	0.046	0.046	NUM
eurjchem-768	129	17	g	g	NOUN
eurjchem-768	129	18	,	,	PUNCT
eurjchem-768	129	19	0.092	0.092	NUM
eurjchem-768	129	20	mmol	mmol	NOUN
eurjchem-768	129	21	)	)	PUNCT
eurjchem-768	129	22	,	,	PUNCT
eurjchem-768	129	23	in	in	ADP
eurjchem-768	129	24	thf	thf	NOUN
eurjchem-768	129	25	(	(	PUNCT
eurjchem-768	129	26	10	10	NUM
eurjchem-768	129	27	ml	ml	NOUN
eurjchem-768	129	28	)	)	PUNCT
eurjchem-768	129	29	was	be	AUX
eurjchem-768	129	30	added	add	VERB
eurjchem-768	129	31	tbaf	tbaf	ADJ
eurjchem-768	129	32	(	(	PUNCT
eurjchem-768	129	33	1	1	NUM
eurjchem-768	129	34	m	m	NOUN
eurjchem-768	129	35	thf	thf	NOUN
eurjchem-768	129	36	0.70	0.70	NUM
eurjchem-768	129	37	ml	ml	NOUN
eurjchem-768	129	38	,	,	PUNCT
eurjchem-768	129	39	0.70	0.70	NUM
eurjchem-768	129	40	mmol	mmol	NOUN
eurjchem-768	129	41	)	)	PUNCT
eurjchem-768	129	42	.	.	PUNCT
eurjchem-768	130	1	after	after	SCONJ
eurjchem-768	130	2	15	15	NUM
eurjchem-768	130	3	min	min	NOUN
eurjchem-768	130	4	of	of	ADP
eurjchem-768	130	5	stirring	stir	VERB
eurjchem-768	130	6	the	the	DET
eurjchem-768	130	7	mixture	mixture	NOUN
eurjchem-768	130	8	was	be	AUX
eurjchem-768	130	9	brought	bring	VERB
eurjchem-768	130	10	to	to	AUX
eurjchem-768	130	11	room	room	NOUN
eurjchem-768	130	12	temperature	temperature	NOUN
eurjchem-768	130	13	and	and	CCONJ
eurjchem-768	130	14	stirred	stir	VERB
eurjchem-768	130	15	for	for	ADP
eurjchem-768	130	16	another	another	DET
eurjchem-768	130	17	5	5	NUM
eurjchem-768	130	18	h.	h.	NOUN
eurjchem-768	130	19	after	after	ADP
eurjchem-768	130	20	completion	completion	NOUN
eurjchem-768	130	21	of	of	ADP
eurjchem-768	130	22	the	the	DET
eurjchem-768	130	23	reaction	reaction	NOUN
eurjchem-768	130	24	the	the	DET
eurjchem-768	130	25	mixture	mixture	NOUN
eurjchem-768	130	26	was	be	AUX
eurjchem-768	130	27	concentrated	concentrate	VERB
eurjchem-768	130	28	and	and	CCONJ
eurjchem-768	130	29	purified	purify	VERB
eurjchem-768	130	30	by	by	ADP
eurjchem-768	130	31	column	column	NOUN
eurjchem-768	130	32	chromatography	chromatography	NOUN
eurjchem-768	130	33	and	and	CCONJ
eurjchem-768	130	34	the	the	DET
eurjchem-768	130	35	compound	compound	NOUN
eurjchem-768	130	36	11	11	NUM
eurjchem-768	130	37	was	be	AUX
eurjchem-768	130	38	directly	directly	ADV
eurjchem-768	130	39	utilized	utilize	VERB
eurjchem-768	130	40	immediately	immediately	ADV
eurjchem-768	130	41	to	to	ADP
eurjchem-768	130	42	next	next	ADJ
eurjchem-768	130	43	reaction	reaction	NOUN
eurjchem-768	130	44	.	.	PUNCT
eurjchem-768	131	1	2.2.10	2.2.10	NUM
eurjchem-768	131	2	.	.	PUNCT
eurjchem-768	132	1	4‐((r)‐3‐hydroxy‐4‐((r)‐oxiran‐2‐yl)butyl)‐2‐	4‐((r)‐3‐hydroxy‐4‐((r)‐oxiran‐2‐yl)butyl)‐2‐	NUM
eurjchem-768	132	2	methoxy‐phenol	methoxy‐phenol	NOUN
eurjchem-768	132	3	(	(	PUNCT
eurjchem-768	132	4	12	12	NUM
eurjchem-768	132	5	)	)	PUNCT
eurjchem-768	132	6	compound	compound	NOUN
eurjchem-768	132	7	11	11	NUM
eurjchem-768	132	8	(	(	PUNCT
eurjchem-768	132	9	0.028	0.028	NUM
eurjchem-768	132	10	g	g	NOUN
eurjchem-768	132	11	,	,	PUNCT
eurjchem-768	132	12	0.072	0.072	NUM
eurjchem-768	132	13	mmol	mmol	NOUN
eurjchem-768	132	14	)	)	PUNCT
eurjchem-768	132	15	and	and	CCONJ
eurjchem-768	132	16	k2co3	k2co3	ADJ
eurjchem-768	132	17	(	(	PUNCT
eurjchem-768	132	18	0.031	0.031	NUM
eurjchem-768	132	19	g	g	NOUN
eurjchem-768	132	20	,	,	PUNCT
eurjchem-768	132	21	0.228	0.228	NUM
eurjchem-768	132	22	mmol	mmol	NOUN
eurjchem-768	132	23	)	)	PUNCT
eurjchem-768	132	24	in	in	ADP
eurjchem-768	132	25	10	10	NUM
eurjchem-768	132	26	ml	ml	NOUN
eurjchem-768	132	27	of	of	ADP
eurjchem-768	132	28	dry	dry	ADJ
eurjchem-768	132	29	meoh	meoh	NOUN
eurjchem-768	132	30	was	be	AUX
eurjchem-768	132	31	stirred	stir	VERB
eurjchem-768	132	32	at	at	ADP
eurjchem-768	132	33	20	20	NUM
eurjchem-768	132	34	oc	oc	NOUN
eurjchem-768	132	35	for	for	ADP
eurjchem-768	132	36	30	30	NUM
eurjchem-768	132	37	min	min	NOUN
eurjchem-768	132	38	.	.	PROPN
eurjchem-768	132	39	et2o	et2o	PROPN
eurjchem-768	132	40	was	be	AUX
eurjchem-768	132	41	added	add	VERB
eurjchem-768	132	42	and	and	CCONJ
eurjchem-768	132	43	the	the	DET
eurjchem-768	132	44	mixture	mixture	NOUN
eurjchem-768	132	45	was	be	AUX
eurjchem-768	132	46	washed	wash	VERB
eurjchem-768	132	47	with	with	ADP
eurjchem-768	132	48	20	20	NUM
eurjchem-768	132	49	%	%	NOUN
eurjchem-768	132	50	aqueous	aqueous	ADJ
eurjchem-768	132	51	na2s2o3/5	na2s2o3/5	ADJ
eurjchem-768	132	52	%	%	NOUN
eurjchem-768	132	53	aqueous	aqueous	ADJ
eurjchem-768	132	54	nahco3	nahco3	NOUN
eurjchem-768	132	55	.	.	PUNCT
eurjchem-768	133	1	the	the	DET
eurjchem-768	133	2	organic	organic	ADJ
eurjchem-768	133	3	portion	portion	NOUN
eurjchem-768	133	4	was	be	AUX
eurjchem-768	133	5	separated	separate	VERB
eurjchem-768	133	6	,	,	PUNCT
eurjchem-768	133	7	dried	dry	VERB
eurjchem-768	133	8	over	over	ADP
eurjchem-768	133	9	anhydrous	anhydrous	ADJ
eurjchem-768	133	10	,	,	PUNCT
eurjchem-768	133	11	and	and	CCONJ
eurjchem-768	133	12	evaporated	evaporate	VERB
eurjchem-768	133	13	.	.	PUNCT
eurjchem-768	134	1	the	the	DET
eurjchem-768	134	2	crude	crude	ADJ
eurjchem-768	134	3	product	product	NOUN
eurjchem-768	134	4	was	be	AUX
eurjchem-768	134	5	purified	purify	VERB
eurjchem-768	134	6	by	by	ADP
eurjchem-768	134	7	column	column	NOUN
eurjchem-768	134	8	chromatography	chromatography	NOUN
eurjchem-768	134	9	on	on	ADP
eurjchem-768	134	10	silica	silica	NOUN
eurjchem-768	134	11	gel	gel	NOUN
eurjchem-768	134	12	(	(	PUNCT
eurjchem-768	134	13	30	30	NUM
eurjchem-768	134	14	%	%	NOUN
eurjchem-768	134	15	etoac	etoac	ADJ
eurjchem-768	134	16	/	/	SYM
eurjchem-768	134	17	hexane	hexane	NOUN
eurjchem-768	134	18	)	)	PUNCT
eurjchem-768	134	19	to	to	PART
eurjchem-768	134	20	give	give	VERB
eurjchem-768	134	21	compound	compound	NOUN
eurjchem-768	134	22	12	12	NUM
eurjchem-768	134	23	(	(	PUNCT
eurjchem-768	134	24	scheme	scheme	NOUN
eurjchem-768	134	25	1	1	NUM
eurjchem-768	134	26	)	)	PUNCT
eurjchem-768	134	27	.	.	PUNCT
eurjchem-768	135	1	yield	yield	NOUN
eurjchem-768	135	2	:	:	PUNCT
eurjchem-768	135	3	84	84	NUM
eurjchem-768	135	4	%	%	NOUN
eurjchem-768	135	5	,	,	PUNCT
eurjchem-768	135	6	0.014	0.014	NUM
eurjchem-768	135	7	g.	g.	PROPN
eurjchem-768	135	8	ir	ir	PROPN
eurjchem-768	135	9	(	(	PUNCT
eurjchem-768	135	10	kbr	kbr	PROPN
eurjchem-768	135	11	,	,	PUNCT
eurjchem-768	135	12	ν	ν	PROPN
eurjchem-768	135	13	,	,	PUNCT
eurjchem-768	135	14	cm‐1	cm‐1	PROPN
eurjchem-768	135	15	):	):	PUNCT
eurjchem-768	135	16	3311	3311	NUM
eurjchem-768	135	17	,	,	PUNCT
eurjchem-768	135	18	1416	1416	NUM
eurjchem-768	135	19	,	,	PUNCT
eurjchem-768	135	20	1369	1369	NUM
eurjchem-768	135	21	,	,	PUNCT
eurjchem-768	135	22	1254	1254	NUM
eurjchem-768	135	23	.	.	PUNCT
eurjchem-768	136	1	1h	1h	NUM
eurjchem-768	136	2	nmr	nmr	NOUN
eurjchem-768	136	3	(	(	PUNCT
eurjchem-768	136	4	200	200	NUM
eurjchem-768	136	5	mhz	mhz	NOUN
eurjchem-768	136	6	,	,	PUNCT
eurjchem-768	136	7	cdcl3	cdcl3	PROPN
eurjchem-768	136	8	,	,	PUNCT
eurjchem-768	136	9	δ	δ	PROPN
eurjchem-768	136	10	,	,	PUNCT
eurjchem-768	136	11	ppm	ppm	NUM
eurjchem-768	136	12	):	):	PUNCT
eurjchem-768	136	13	6.82	6.82	NUM
eurjchem-768	136	14	(	(	PUNCT
eurjchem-768	136	15	d	d	PROPN
eurjchem-768	136	16	,	,	PUNCT
eurjchem-768	136	17	1h	1h	NUM
eurjchem-768	136	18	,	,	PUNCT
eurjchem-768	136	19	j	j	PROPN
eurjchem-768	136	20	=	=	SYM
eurjchem-768	136	21	8.0	8.0	NUM
eurjchem-768	136	22	hz	hz	NOUN
eurjchem-768	136	23	,	,	PUNCT
eurjchem-768	136	24	m‐ar‐h	m‐ar‐h	PROPN
eurjchem-768	136	25	)	)	PUNCT
eurjchem-768	136	26	,	,	PUNCT
eurjchem-768	136	27	6.68‐6.60	6.68‐6.60	NUM
eurjchem-768	136	28	(	(	PUNCT
eurjchem-768	136	29	m	m	PROPN
eurjchem-768	136	30	,	,	PUNCT
eurjchem-768	136	31	2h	2h	NUM
eurjchem-768	136	32	,	,	PUNCT
eurjchem-768	136	33	o‐ar‐h	o‐ar‐h	PROPN
eurjchem-768	136	34	)	)	PUNCT
eurjchem-768	136	35	,	,	PUNCT
eurjchem-768	136	36	5.53	5.53	NUM
eurjchem-768	136	37	(	(	PUNCT
eurjchem-768	136	38	brs	brs	PROPN
eurjchem-768	136	39	,	,	PUNCT
eurjchem-768	136	40	1h	1h	NUM
eurjchem-768	136	41	,	,	PUNCT
eurjchem-768	136	42	p‐ar‐oh	p‐ar‐oh	NOUN
eurjchem-768	136	43	)	)	PUNCT
eurjchem-768	136	44	,	,	PUNCT
eurjchem-768	136	45	3.83	3.83	NUM
eurjchem-768	136	46	(	(	PUNCT
eurjchem-768	136	47	s	s	PROPN
eurjchem-768	136	48	,	,	PUNCT
eurjchem-768	136	49	3h	3h	NUM
eurjchem-768	136	50	,	,	PUNCT
eurjchem-768	136	51	ar‐o‐ch3	ar‐o‐ch3	ADJ
eurjchem-768	136	52	)	)	PUNCT
eurjchem-768	136	53	,	,	PUNCT
eurjchem-768	136	54	3.70	3.70	NUM
eurjchem-768	136	55	(	(	PUNCT
eurjchem-768	136	56	m	m	PROPN
eurjchem-768	136	57	,	,	PUNCT
eurjchem-768	136	58	1h	1h	NUM
eurjchem-768	136	59	,	,	PUNCT
eurjchem-768	136	60	3'‐ch	3'‐ch	NUM
eurjchem-768	136	61	)	)	PUNCT
eurjchem-768	136	62	,	,	PUNCT
eurjchem-768	136	63	3.56	3.56	NUM
eurjchem-768	136	64	(	(	PUNCT
eurjchem-768	136	65	brs	brs	PROPN
eurjchem-768	136	66	,	,	PUNCT
eurjchem-768	136	67	1h	1h	NUM
eurjchem-768	136	68	,	,	PUNCT
eurjchem-768	136	69	3'‐ch‐	3'‐ch‐	NUM
eurjchem-768	136	70	oh	oh	NOUN
eurjchem-768	136	71	)	)	PUNCT
eurjchem-768	136	72	,	,	PUNCT
eurjchem-768	136	73	3.14	3.14	NUM
eurjchem-768	136	74	(	(	PUNCT
eurjchem-768	136	75	m	m	PROPN
eurjchem-768	136	76	,	,	PUNCT
eurjchem-768	136	77	1h	1h	NUM
eurjchem-768	136	78	,	,	PUNCT
eurjchem-768	136	79	6'‐cha	6'‐cha	NUM
eurjchem-768	136	80	)	)	PUNCT
eurjchem-768	136	81	,	,	PUNCT
eurjchem-768	136	82	3.08	3.08	NUM
eurjchem-768	136	83	(	(	PUNCT
eurjchem-768	136	84	m	m	PROPN
eurjchem-768	136	85	,	,	PUNCT
eurjchem-768	136	86	1h	1h	NUM
eurjchem-768	136	87	,	,	PUNCT
eurjchem-768	136	88	5'‐ch	5'‐ch	NUM
eurjchem-768	136	89	)	)	PUNCT
eurjchem-768	136	90	,	,	PUNCT
eurjchem-768	136	91	2.65	2.65	NUM
eurjchem-768	136	92	,	,	PUNCT
eurjchem-768	136	93	(	(	PUNCT
eurjchem-768	136	94	m	m	PROPN
eurjchem-768	136	95	,	,	PUNCT
eurjchem-768	136	96	1h	1h	NUM
eurjchem-768	136	97	,	,	PUNCT
eurjchem-768	136	98	6'‐	6'‐	X
eurjchem-768	136	99	chb	chb	NOUN
eurjchem-768	136	100	)	)	PUNCT
eurjchem-768	136	101	,	,	PUNCT
eurjchem-768	136	102	2.61,‐2.52	2.61,‐2.52	NUM
eurjchem-768	136	103	(	(	PUNCT
eurjchem-768	136	104	m	m	PROPN
eurjchem-768	136	105	,	,	PUNCT
eurjchem-768	136	106	2h	2h	NUM
eurjchem-768	136	107	,	,	PUNCT
eurjchem-768	136	108	ar‐ch2	ar‐ch2	NOUN
eurjchem-768	136	109	)	)	PUNCT
eurjchem-768	136	110	,	,	PUNCT
eurjchem-768	136	111	1.83‐1.61	1.83‐1.61	NUM
eurjchem-768	136	112	(	(	PUNCT
eurjchem-768	136	113	m	m	PROPN
eurjchem-768	136	114	,	,	PUNCT
eurjchem-768	136	115	4h	4h	NUM
eurjchem-768	136	116	,	,	PUNCT
eurjchem-768	136	117	2'‐ch2	2'‐ch2	NUM
eurjchem-768	136	118	&	&	CCONJ
eurjchem-768	136	119	4'‐	4'‐	NUM
eurjchem-768	136	120	ch2	ch2	PROPN
eurjchem-768	136	121	)	)	PUNCT
eurjchem-768	136	122	.	.	PUNCT
eurjchem-768	137	1	13c	13c	NOUN
eurjchem-768	137	2	nmr	nmr	NOUN
eurjchem-768	137	3	(	(	PUNCT
eurjchem-768	137	4	50	50	NUM
eurjchem-768	137	5	mhz	mhz	NOUN
eurjchem-768	137	6	,	,	PUNCT
eurjchem-768	137	7	cdcl3	cdcl3	PROPN
eurjchem-768	137	8	,	,	PUNCT
eurjchem-768	137	9	δ	δ	PROPN
eurjchem-768	137	10	,	,	PUNCT
eurjchem-768	137	11	ppm	ppm	NOUN
eurjchem-768	137	12	):	):	PUNCT
eurjchem-768	137	13	150.3	150.3	NUM
eurjchem-768	137	14	,	,	PUNCT
eurjchem-768	137	15	143.4	143.4	NUM
eurjchem-768	137	16	,	,	PUNCT
eurjchem-768	137	17	134.6	134.6	NUM
eurjchem-768	137	18	,	,	PUNCT
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eurjchem-768	137	20	,	,	PUNCT
eurjchem-768	137	21	120.0	120.0	NUM
eurjchem-768	137	22	,	,	PUNCT
eurjchem-768	137	23	112.1	112.1	NUM
eurjchem-768	137	24	,	,	PUNCT
eurjchem-768	137	25	67.8	67.8	NUM
eurjchem-768	137	26	,	,	PUNCT
eurjchem-768	137	27	56.0	56.0	NUM
eurjchem-768	137	28	,	,	PUNCT
eurjchem-768	137	29	51.0	51.0	NUM
eurjchem-768	137	30	,	,	PUNCT
eurjchem-768	137	31	46.3	46.3	NUM
eurjchem-768	137	32	,	,	PUNCT
eurjchem-768	137	33	38.2	38.2	NUM
eurjchem-768	137	34	,	,	PUNCT
eurjchem-768	137	35	37.0	37.0	NUM
eurjchem-768	137	36	,	,	PUNCT
eurjchem-768	137	37	32.1	32.1	NUM
eurjchem-768	137	38	.	.	PUNCT
eurjchem-768	138	1	esi‐	esi‐	PUNCT
eurjchem-768	139	1	ms	ms	PROPN
eurjchem-768	139	2	(	(	PUNCT
eurjchem-768	139	3	m	m	PROPN
eurjchem-768	139	4	/	/	SYM
eurjchem-768	139	5	z	z	NOUN
eurjchem-768	139	6	):	):	PUNCT
eurjchem-768	139	7	238	238	NUM
eurjchem-768	140	1	[	[	X
eurjchem-768	140	2	m]+	m]+	NOUN
eurjchem-768	140	3	.	.	PUNCT
eurjchem-768	141	1	[	[	X
eurjchem-768	141	2	α]d25	α]d25	NOUN
eurjchem-768	141	3	=	=	SYM
eurjchem-768	141	4	+19.37	+19.37	PROPN
eurjchem-768	141	5	(	(	PUNCT
eurjchem-768	141	6	c	c	NOUN
eurjchem-768	141	7	0.20	0.20	NUM
eurjchem-768	141	8	,	,	PUNCT
eurjchem-768	141	9	chcl3	chcl3	PROPN
eurjchem-768	141	10	)	)	PUNCT
eurjchem-768	141	11	.	.	PUNCT
eurjchem-768	142	1	anal	anal	PROPN
eurjchem-768	142	2	.	.	PUNCT
eurjchem-768	142	3	calcd	calcd	NOUN
eurjchem-768	142	4	.	.	PUNCT
eurjchem-768	143	1	for	for	ADP
eurjchem-768	143	2	c13h18o4	c13h18o4	PROPN
eurjchem-768	143	3	:	:	PUNCT
eurjchem-768	143	4	c	c	X
eurjchem-768	143	5	,	,	PUNCT
eurjchem-768	143	6	65.54	65.54	NUM
eurjchem-768	143	7	;	;	PUNCT
eurjchem-768	143	8	h	h	NOUN
eurjchem-768	143	9	,	,	PUNCT
eurjchem-768	143	10	7.56	7.56	NUM
eurjchem-768	143	11	.	.	PUNCT
eurjchem-768	143	12	found	find	VERB
eurjchem-768	143	13	:	:	PUNCT
eurjchem-768	144	1	c	c	X
eurjchem-768	144	2	,	,	PUNCT
eurjchem-768	144	3	65.49	65.49	NUM
eurjchem-768	144	4	;	;	PUNCT
eurjchem-768	144	5	h	h	NOUN
eurjchem-768	144	6	,	,	PUNCT
eurjchem-768	144	7	7.51	7.51	NUM
eurjchem-768	144	8	%	%	NOUN
eurjchem-768	144	9	.	.	PUNCT
eurjchem-768	145	1	194	194	NUM
eurjchem-768	145	2	kumar	kumar	PROPN
eurjchem-768	145	3	et	et	PROPN
eurjchem-768	145	4	al	al	PROPN
eurjchem-768	145	5	.	.	PUNCT
eurjchem-768	145	6	/	/	SYM
eurjchem-768	145	7	european	european	PROPN
eurjchem-768	145	8	journal	journal	PROPN
eurjchem-768	145	9	of	of	ADP
eurjchem-768	145	10	chemistry	chemistry	NOUN
eurjchem-768	145	11	4	4	NUM
eurjchem-768	145	12	(	(	PUNCT
eurjchem-768	145	13	3	3	NUM
eurjchem-768	145	14	)	)	PUNCT
eurjchem-768	145	15	(	(	PUNCT
eurjchem-768	145	16	2013	2013	NUM
eurjchem-768	145	17	)	)	PUNCT
eurjchem-768	145	18	191‐194	191‐194	PROPN
eurjchem-768	145	19	2.2.11	2.2.11	NUM
eurjchem-768	145	20	.	.	PUNCT
eurjchem-768	146	1	(	(	PUNCT
eurjchem-768	146	2	3r	3r	NUM
eurjchem-768	146	3	,	,	PUNCT
eurjchem-768	146	4	5s)‐1‐(4‐hydroxy‐3‐methoxyphenyl	5s)‐1‐(4‐hydroxy‐3‐methoxyphenyl	NUM
eurjchem-768	146	5	)	)	PUNCT
eurjchem-768	146	6	decane‐3,5‐	decane‐3,5‐	NOUN
eurjchem-768	146	7	diol	diol	NOUN
eurjchem-768	146	8	(	(	PUNCT
eurjchem-768	146	9	1	1	NUM
eurjchem-768	146	10	)	)	PUNCT
eurjchem-768	146	11	to	to	ADP
eurjchem-768	146	12	copper	copper	NOUN
eurjchem-768	146	13	iodide	iodide	NOUN
eurjchem-768	146	14	(	(	PUNCT
eurjchem-768	146	15	0.002	0.002	NUM
eurjchem-768	146	16	g	g	NOUN
eurjchem-768	146	17	,	,	PUNCT
eurjchem-768	146	18	0.0116	0.0116	NUM
eurjchem-768	146	19	mmol	mmol	NOUN
eurjchem-768	146	20	)	)	PUNCT
eurjchem-768	146	21	in	in	ADP
eurjchem-768	146	22	anhydrous	anhydrous	ADJ
eurjchem-768	146	23	thf	thf	NOUN
eurjchem-768	146	24	(	(	PUNCT
eurjchem-768	146	25	5	5	NUM
eurjchem-768	146	26	ml	ml	NOUN
eurjchem-768	146	27	)	)	PUNCT
eurjchem-768	146	28	(	(	PUNCT
eurjchem-768	146	29	0.08	0.08	NUM
eurjchem-768	146	30	ml	ml	NOUN
eurjchem-768	146	31	,	,	PUNCT
eurjchem-768	146	32	0.087	0.087	NUM
eurjchem-768	146	33	mmol	mmol	NOUN
eurjchem-768	146	34	)	)	PUNCT
eurjchem-768	146	35	,	,	PUNCT
eurjchem-768	146	36	n‐butyl	n‐butyl	PUNCT
eurjchem-768	146	37	magnesium	magnesium	NOUN
eurjchem-768	146	38	chloride	chloride	NOUN
eurjchem-768	146	39	was	be	AUX
eurjchem-768	146	40	added	add	VERB
eurjchem-768	146	41	drop	drop	NOUN
eurjchem-768	146	42	wise	wise	ADJ
eurjchem-768	146	43	at	at	ADP
eurjchem-768	146	44	‐30	‐30	NOUN
eurjchem-768	146	45	°	°	ADP
eurjchem-768	146	46	c	c	NOUN
eurjchem-768	146	47	and	and	CCONJ
eurjchem-768	146	48	after	after	ADP
eurjchem-768	146	49	5	5	NUM
eurjchem-768	146	50	min	min	NOUN
eurjchem-768	146	51	compound	compound	NOUN
eurjchem-768	146	52	12	12	NUM
eurjchem-768	146	53	(	(	PUNCT
eurjchem-768	146	54	0.014	0.014	NUM
eurjchem-768	146	55	g	g	NOUN
eurjchem-768	146	56	,	,	PUNCT
eurjchem-768	146	57	0.058	0.058	NUM
eurjchem-768	146	58	mmol	mmol	NOUN
eurjchem-768	146	59	)	)	PUNCT
eurjchem-768	146	60	was	be	AUX
eurjchem-768	146	61	added	add	VERB
eurjchem-768	146	62	.	.	PUNCT
eurjchem-768	147	1	the	the	DET
eurjchem-768	147	2	mixture	mixture	NOUN
eurjchem-768	147	3	was	be	AUX
eurjchem-768	147	4	allowed	allow	VERB
eurjchem-768	147	5	to	to	PART
eurjchem-768	147	6	warm	warm	VERB
eurjchem-768	147	7	at	at	ADP
eurjchem-768	147	8	0	0	NUM
eurjchem-768	147	9	°	°	ADP
eurjchem-768	147	10	c	c	NOUN
eurjchem-768	147	11	and	and	CCONJ
eurjchem-768	147	12	maintained	maintain	VERB
eurjchem-768	147	13	at	at	ADP
eurjchem-768	147	14	this	this	DET
eurjchem-768	147	15	temperature	temperature	NOUN
eurjchem-768	147	16	for	for	ADP
eurjchem-768	147	17	2	2	NUM
eurjchem-768	147	18	h	h	NOUN
eurjchem-768	147	19	,	,	PUNCT
eurjchem-768	147	20	and	and	CCONJ
eurjchem-768	147	21	the	the	DET
eurjchem-768	147	22	mixture	mixture	NOUN
eurjchem-768	147	23	was	be	AUX
eurjchem-768	147	24	extracted	extract	VERB
eurjchem-768	147	25	with	with	ADP
eurjchem-768	147	26	dcm	dcm	PROPN
eurjchem-768	147	27	(	(	PUNCT
eurjchem-768	147	28	2	2	NUM
eurjchem-768	147	29	x	x	SYM
eurjchem-768	147	30	10	10	NUM
eurjchem-768	147	31	ml	ml	NOUN
eurjchem-768	147	32	)	)	PUNCT
eurjchem-768	147	33	and	and	CCONJ
eurjchem-768	147	34	the	the	DET
eurjchem-768	147	35	extract	extract	NOUN
eurjchem-768	147	36	was	be	AUX
eurjchem-768	147	37	dried	dry	VERB
eurjchem-768	147	38	over	over	ADP
eurjchem-768	147	39	anhyd	anhyd	NOUN
eurjchem-768	147	40	.	.	PUNCT
eurjchem-768	148	1	na2so4	na2so4	NOUN
eurjchem-768	148	2	.	.	PUNCT
eurjchem-768	149	1	the	the	DET
eurjchem-768	149	2	crude	crude	ADJ
eurjchem-768	149	3	product	product	NOUN
eurjchem-768	149	4	was	be	AUX
eurjchem-768	149	5	subjected	subject	VERB
eurjchem-768	149	6	to	to	ADP
eurjchem-768	149	7	purification	purification	NOUN
eurjchem-768	149	8	by	by	ADP
eurjchem-768	149	9	column	column	NOUN
eurjchem-768	149	10	chromatography	chromatography	NOUN
eurjchem-768	149	11	on	on	ADP
eurjchem-768	149	12	silica	silica	NOUN
eurjchem-768	149	13	gel	gel	NOUN
eurjchem-768	149	14	(	(	PUNCT
eurjchem-768	149	15	20	20	NUM
eurjchem-768	149	16	%	%	NOUN
eurjchem-768	149	17	etoac	etoac	ADJ
eurjchem-768	149	18	/	/	SYM
eurjchem-768	149	19	hexane	hexane	NOUN
eurjchem-768	149	20	)	)	PUNCT
eurjchem-768	149	21	to	to	PART
eurjchem-768	149	22	give	give	VERB
eurjchem-768	149	23	pure	pure	ADJ
eurjchem-768	149	24	compound	compound	NOUN
eurjchem-768	149	25	1	1	NUM
eurjchem-768	149	26	(	(	PUNCT
eurjchem-768	149	27	scheme	scheme	NOUN
eurjchem-768	149	28	1	1	NUM
eurjchem-768	149	29	)	)	PUNCT
eurjchem-768	149	30	.	.	PUNCT
eurjchem-768	150	1	yield	yield	NOUN
eurjchem-768	150	2	:	:	PUNCT
eurjchem-768	150	3	71	71	NUM
eurjchem-768	150	4	%	%	NOUN
eurjchem-768	150	5	,	,	PUNCT
eurjchem-768	150	6	0.012	0.012	NUM
eurjchem-768	150	7	g.	g.	PROPN
eurjchem-768	150	8	ir	ir	PROPN
eurjchem-768	150	9	(	(	PUNCT
eurjchem-768	150	10	kbr	kbr	PROPN
eurjchem-768	150	11	,	,	PUNCT
eurjchem-768	150	12	ν	ν	PROPN
eurjchem-768	150	13	,	,	PUNCT
eurjchem-768	150	14	cm‐1	cm‐1	PROPN
eurjchem-768	150	15	):	):	PUNCT
eurjchem-768	150	16	3414	3414	NUM
eurjchem-768	150	17	,	,	PUNCT
eurjchem-768	150	18	1564	1564	NUM
eurjchem-768	150	19	,	,	PUNCT
eurjchem-768	150	20	1442	1442	NUM
eurjchem-768	150	21	,	,	PUNCT
eurjchem-768	150	22	1250	1250	NUM
eurjchem-768	150	23	.	.	PUNCT
eurjchem-768	151	1	1h	1h	NUM
eurjchem-768	151	2	nmr	nmr	NOUN
eurjchem-768	151	3	(	(	PUNCT
eurjchem-768	151	4	200	200	NUM
eurjchem-768	151	5	mhz	mhz	NOUN
eurjchem-768	151	6	,	,	PUNCT
eurjchem-768	151	7	cdcl3	cdcl3	PROPN
eurjchem-768	151	8	,	,	PUNCT
eurjchem-768	151	9	δ	δ	PROPN
eurjchem-768	151	10	,	,	PUNCT
eurjchem-768	151	11	ppm	ppm	NUM
eurjchem-768	151	12	):	):	PUNCT
eurjchem-768	151	13	6.83	6.83	NUM
eurjchem-768	151	14	(	(	PUNCT
eurjchem-768	151	15	d	d	PROPN
eurjchem-768	151	16	,	,	PUNCT
eurjchem-768	151	17	1h	1h	NUM
eurjchem-768	151	18	,	,	PUNCT
eurjchem-768	151	19	j	j	PROPN
eurjchem-768	151	20	=	=	SYM
eurjchem-768	151	21	8.0	8.0	NUM
eurjchem-768	151	22	hz	hz	NOUN
eurjchem-768	151	23	,	,	PUNCT
eurjchem-768	151	24	m‐ar‐	m‐ar‐	PROPN
eurjchem-768	151	25	h	h	NOUN
eurjchem-768	151	26	)	)	PUNCT
eurjchem-768	151	27	,	,	PUNCT
eurjchem-768	151	28	6.70	6.70	NUM
eurjchem-768	151	29	(	(	PUNCT
eurjchem-768	151	30	d	d	PROPN
eurjchem-768	151	31	,	,	PUNCT
eurjchem-768	151	32	1h	1h	NUM
eurjchem-768	151	33	,	,	PUNCT
eurjchem-768	151	34	j	j	PROPN
eurjchem-768	151	35	=	=	PROPN
eurjchem-768	151	36	2.0	2.0	NUM
eurjchem-768	151	37	hz	hz	VERB
eurjchem-768	151	38	,	,	PUNCT
eurjchem-768	151	39	o‐ar‐h	o‐ar‐h	PROPN
eurjchem-768	151	40	)	)	PUNCT
eurjchem-768	151	41	,	,	PUNCT
eurjchem-768	151	42	6.64	6.64	NUM
eurjchem-768	151	43	(	(	PUNCT
eurjchem-768	151	44	dd	dd	PROPN
eurjchem-768	151	45	,	,	PUNCT
eurjchem-768	151	46	1h	1h	NUM
eurjchem-768	151	47	,	,	PUNCT
eurjchem-768	151	48	j	j	PROPN
eurjchem-768	151	49	=	=	SYM
eurjchem-768	151	50	8.0	8.0	NUM
eurjchem-768	151	51	,	,	PUNCT
eurjchem-768	151	52	2.0	2.0	NUM
eurjchem-768	151	53	hz	hz	ADJ
eurjchem-768	151	54	,	,	PUNCT
eurjchem-768	151	55	o‐ar‐h	o‐ar‐h	PROPN
eurjchem-768	151	56	)	)	PUNCT
eurjchem-768	151	57	,	,	PUNCT
eurjchem-768	151	58	5.53	5.53	NUM
eurjchem-768	151	59	(	(	PUNCT
eurjchem-768	151	60	brs	brs	PROPN
eurjchem-768	151	61	,	,	PUNCT
eurjchem-768	151	62	1h	1h	NUM
eurjchem-768	151	63	,	,	PUNCT
eurjchem-768	151	64	p‐ar‐oh	p‐ar‐oh	NOUN
eurjchem-768	151	65	)	)	PUNCT
eurjchem-768	151	66	,	,	PUNCT
eurjchem-768	151	67	4.02	4.02	NUM
eurjchem-768	151	68	(	(	PUNCT
eurjchem-768	151	69	m	m	PROPN
eurjchem-768	151	70	,	,	PUNCT
eurjchem-768	151	71	1h	1h	NUM
eurjchem-768	151	72	,	,	PUNCT
eurjchem-768	151	73	3'‐ch(oh	3'‐ch(oh	NUM
eurjchem-768	151	74	)	)	PUNCT
eurjchem-768	151	75	)	)	PUNCT
eurjchem-768	151	76	,	,	PUNCT
eurjchem-768	151	77	3.88	3.88	NUM
eurjchem-768	151	78	(	(	PUNCT
eurjchem-768	151	79	s	s	PROPN
eurjchem-768	151	80	,	,	PUNCT
eurjchem-768	151	81	3h	3h	NUM
eurjchem-768	151	82	,	,	PUNCT
eurjchem-768	151	83	ar‐o‐ch3	ar‐o‐ch3	ADJ
eurjchem-768	151	84	)	)	PUNCT
eurjchem-768	151	85	,	,	PUNCT
eurjchem-768	151	86	3.86	3.86	NUM
eurjchem-768	151	87	(	(	PUNCT
eurjchem-768	151	88	m	m	PROPN
eurjchem-768	151	89	,	,	PUNCT
eurjchem-768	151	90	1h	1h	NUM
eurjchem-768	151	91	,	,	PUNCT
eurjchem-768	151	92	5'‐ch(oh	5'‐ch(oh	NUM
eurjchem-768	151	93	)	)	PUNCT
eurjchem-768	151	94	)	)	PUNCT
eurjchem-768	151	95	,	,	PUNCT
eurjchem-768	151	96	3.58	3.58	NUM
eurjchem-768	151	97	(	(	PUNCT
eurjchem-768	151	98	brs	brs	NOUN
eurjchem-768	151	99	,	,	PUNCT
eurjchem-768	151	100	2h	2h	NUM
eurjchem-768	151	101	,	,	PUNCT
eurjchem-768	151	102	3'‐ch‐	3'‐ch‐	NUM
eurjchem-768	151	103	oh	oh	NUM
eurjchem-768	151	104	&	&	CCONJ
eurjchem-768	151	105	5'‐ch‐oh	5'‐ch‐oh	NUM
eurjchem-768	151	106	)	)	PUNCT
eurjchem-768	151	107	,	,	PUNCT
eurjchem-768	151	108	2.72‐2.64	2.72‐2.64	NUM
eurjchem-768	151	109	(	(	PUNCT
eurjchem-768	151	110	m	m	PROPN
eurjchem-768	151	111	,	,	PUNCT
eurjchem-768	151	112	2h	2h	NUM
eurjchem-768	151	113	,	,	PUNCT
eurjchem-768	151	114	ar‐ch2	ar‐ch2	NOUN
eurjchem-768	151	115	)	)	PUNCT
eurjchem-768	151	116	,	,	PUNCT
eurjchem-768	151	117	1.78‐1.62	1.78‐1.62	NUM
eurjchem-768	151	118	(	(	PUNCT
eurjchem-768	151	119	m	m	PROPN
eurjchem-768	151	120	,	,	PUNCT
eurjchem-768	151	121	2h	2h	NUM
eurjchem-768	151	122	,	,	PUNCT
eurjchem-768	151	123	ar‐ch2‐ch2	ar‐ch2‐ch2	ADP
eurjchem-768	151	124	)	)	PUNCT
eurjchem-768	151	125	,	,	PUNCT
eurjchem-768	151	126	1.47‐1.22	1.47‐1.22	NUM
eurjchem-768	151	127	(	(	PUNCT
eurjchem-768	151	128	m	m	PROPN
eurjchem-768	151	129	,	,	PUNCT
eurjchem-768	151	130	10h	10h	NUM
eurjchem-768	151	131	,	,	PUNCT
eurjchem-768	151	132	4',6',7	4',6',7	PROPN
eurjchem-768	151	133	'	'	PUNCT
eurjchem-768	151	134	&	&	CCONJ
eurjchem-768	151	135	8'‐ch2	8'‐ch2	NUM
eurjchem-768	151	136	)	)	PUNCT
eurjchem-768	151	137	,	,	PUNCT
eurjchem-768	151	138	0.89	0.89	NUM
eurjchem-768	151	139	(	(	PUNCT
eurjchem-768	151	140	t	t	PROPN
eurjchem-768	151	141	,	,	PUNCT
eurjchem-768	151	142	3h	3h	NUM
eurjchem-768	151	143	,	,	PUNCT
eurjchem-768	151	144	j	j	PROPN
eurjchem-768	151	145	=	=	SYM
eurjchem-768	152	1	7.0	7.0	NUM
eurjchem-768	152	2	hz	hz	ADJ
eurjchem-768	152	3	,	,	PUNCT
eurjchem-768	152	4	10'‐ch3	10'‐ch3	NUM
eurjchem-768	152	5	)	)	PUNCT
eurjchem-768	152	6	.	.	PUNCT
eurjchem-768	153	1	13c	13c	NOUN
eurjchem-768	153	2	nmr	nmr	NOUN
eurjchem-768	153	3	(	(	PUNCT
eurjchem-768	153	4	50	50	NUM
eurjchem-768	153	5	mhz	mhz	NOUN
eurjchem-768	153	6	,	,	PUNCT
eurjchem-768	153	7	cdcl3	cdcl3	PROPN
eurjchem-768	153	8	,	,	PUNCT
eurjchem-768	153	9	δ	δ	PROPN
eurjchem-768	153	10	,	,	PUNCT
eurjchem-768	153	11	ppm	ppm	NOUN
eurjchem-768	153	12	):	):	PUNCT
eurjchem-768	153	13	151.3	151.3	NUM
eurjchem-768	153	14	,	,	PUNCT
eurjchem-768	153	15	142.5	142.5	NUM
eurjchem-768	153	16	,	,	PUNCT
eurjchem-768	153	17	134.2	134.2	NUM
eurjchem-768	153	18	,	,	PUNCT
eurjchem-768	153	19	120.2	120.2	NUM
eurjchem-768	153	20	,	,	PUNCT
eurjchem-768	153	21	120.0	120.0	NUM
eurjchem-768	153	22	,	,	PUNCT
eurjchem-768	153	23	112.1	112.1	NUM
eurjchem-768	153	24	,	,	PUNCT
eurjchem-768	153	25	67.8	67.8	NUM
eurjchem-768	153	26	,	,	PUNCT
eurjchem-768	153	27	56.0	56.0	NUM
eurjchem-768	153	28	,	,	PUNCT
eurjchem-768	153	29	51.0	51.0	NUM
eurjchem-768	153	30	,	,	PUNCT
eurjchem-768	153	31	46.3	46.3	NUM
eurjchem-768	153	32	,	,	PUNCT
eurjchem-768	153	33	38.2	38.2	NUM
eurjchem-768	153	34	,	,	PUNCT
eurjchem-768	153	35	37.0	37.0	NUM
eurjchem-768	153	36	,	,	PUNCT
eurjchem-768	153	37	32.1	32.1	NUM
eurjchem-768	153	38	,	,	PUNCT
eurjchem-768	153	39	20.4	20.4	NUM
eurjchem-768	153	40	,	,	PUNCT
eurjchem-768	153	41	18.3	18.3	NUM
eurjchem-768	153	42	,	,	PUNCT
eurjchem-768	153	43	14.2	14.2	NUM
eurjchem-768	153	44	.	.	PUNCT
eurjchem-768	154	1	esi‐ms	esi‐ms	PROPN
eurjchem-768	154	2	(	(	PUNCT
eurjchem-768	154	3	m	m	PROPN
eurjchem-768	154	4	/	/	SYM
eurjchem-768	154	5	z	z	NOUN
eurjchem-768	154	6	):	):	PUNCT
eurjchem-768	154	7	296	296	NUM
eurjchem-768	154	8	[	[	X
eurjchem-768	154	9	m]+	m]+	NOUN
eurjchem-768	154	10	.	.	PUNCT
eurjchem-768	155	1	[	[	X
eurjchem-768	155	2	α]d25	α]d25	NOUN
eurjchem-768	155	3	=	=	SYM
eurjchem-768	155	4	+7.32	+7.32	X
eurjchem-768	155	5	(	(	PUNCT
eurjchem-768	155	6	c	c	NOUN
eurjchem-768	155	7	1.52	1.52	NUM
eurjchem-768	155	8	,	,	PUNCT
eurjchem-768	155	9	chcl3	chcl3	PROPN
eurjchem-768	155	10	)	)	PUNCT
eurjchem-768	155	11	.	.	PUNCT
eurjchem-768	156	1	anal	anal	PROPN
eurjchem-768	156	2	.	.	PUNCT
eurjchem-768	156	3	calcd	calcd	NOUN
eurjchem-768	156	4	.	.	PUNCT
eurjchem-768	157	1	for	for	ADP
eurjchem-768	157	2	c17h28o4	c17h28o4	ADJ
eurjchem-768	157	3	:	:	PUNCT
eurjchem-768	157	4	c	c	NOUN
eurjchem-768	157	5	,	,	PUNCT
eurjchem-768	157	6	68.92	68.92	NUM
eurjchem-768	157	7	;	;	PUNCT
eurjchem-768	157	8	h	h	X
eurjchem-768	157	9	,	,	PUNCT
eurjchem-768	157	10	9.46	9.46	NUM
eurjchem-768	157	11	.	.	PUNCT
eurjchem-768	157	12	found	find	VERB
eurjchem-768	157	13	:	:	PUNCT
eurjchem-768	158	1	c	c	X
eurjchem-768	158	2	,	,	PUNCT
eurjchem-768	158	3	68.81	68.81	NUM
eurjchem-768	158	4	;	;	PUNCT
eurjchem-768	158	5	h	h	NOUN
eurjchem-768	158	6	,	,	PUNCT
eurjchem-768	158	7	9.52	9.52	NUM
eurjchem-768	158	8	%	%	NOUN
eurjchem-768	158	9	.	.	PUNCT
eurjchem-768	159	1	3	3	X
eurjchem-768	159	2	.	.	NOUN
eurjchem-768	159	3	results	result	NOUN
eurjchem-768	159	4	and	and	CCONJ
eurjchem-768	159	5	discussion	discussion	VERB
eurjchem-768	159	6	the	the	DET
eurjchem-768	159	7	present	present	ADJ
eurjchem-768	159	8	synthesis	synthesis	NOUN
eurjchem-768	159	9	of	of	ADP
eurjchem-768	159	10	(	(	PUNCT
eurjchem-768	159	11	+	+	ADJ
eurjchem-768	159	12	)	)	PUNCT
eurjchem-768	159	13	‐[6]‐gingerdiol	‐[6]‐gingerdiol	NOUN
eurjchem-768	159	14	(	(	PUNCT
eurjchem-768	159	15	1	1	X
eurjchem-768	159	16	)	)	PUNCT
eurjchem-768	159	17	was	be	AUX
eurjchem-768	159	18	initiated	initiate	VERB
eurjchem-768	159	19	by	by	ADP
eurjchem-768	159	20	protecting	protect	VERB
eurjchem-768	159	21	the	the	DET
eurjchem-768	159	22	hydroxyl	hydroxyl	NOUN
eurjchem-768	159	23	group	group	NOUN
eurjchem-768	159	24	of	of	ADP
eurjchem-768	159	25	vanillin	vanillin	PROPN
eurjchem-768	159	26	(	(	PUNCT
eurjchem-768	159	27	4	4	NUM
eurjchem-768	159	28	)	)	PUNCT
eurjchem-768	159	29	by	by	ADP
eurjchem-768	159	30	treatment	treatment	NOUN
eurjchem-768	159	31	with	with	ADP
eurjchem-768	159	32	tbscl	tbscl	NOUN
eurjchem-768	159	33	and	and	CCONJ
eurjchem-768	159	34	imidazole	imidazole	NOUN
eurjchem-768	159	35	to	to	PART
eurjchem-768	159	36	form	form	VERB
eurjchem-768	159	37	the	the	DET
eurjchem-768	159	38	tbs‐ether	tbs‐ether	NUM
eurjchem-768	159	39	(	(	PUNCT
eurjchem-768	159	40	5	5	NUM
eurjchem-768	159	41	)	)	PUNCT
eurjchem-768	159	42	(	(	PUNCT
eurjchem-768	159	43	scheme	scheme	NOUN
eurjchem-768	159	44	1	1	NUM
eurjchem-768	159	45	)	)	PUNCT
eurjchem-768	159	46	.	.	PUNCT
eurjchem-768	160	1	the	the	DET
eurjchem-768	160	2	compound	compound	NOUN
eurjchem-768	160	3	5	5	NUM
eurjchem-768	160	4	underwent	underwent	NOUN
eurjchem-768	160	5	wittig	wittig	NOUN
eurjchem-768	160	6	olifination	olifination	NOUN
eurjchem-768	160	7	with	with	ADP
eurjchem-768	160	8	pph2chcooet	pph2chcooet	PROPN
eurjchem-768	160	9	to	to	PART
eurjchem-768	160	10	produce	produce	VERB
eurjchem-768	160	11	the	the	DET
eurjchem-768	160	12	unsaturated	unsaturated	ADJ
eurjchem-768	160	13	ester	ester	NOUN
eurjchem-768	160	14	6	6	NUM
eurjchem-768	160	15	which	which	PRON
eurjchem-768	160	16	was	be	AUX
eurjchem-768	160	17	reduced	reduce	VERB
eurjchem-768	160	18	with	with	ADP
eurjchem-768	160	19	nabh4	nabh4	NOUN
eurjchem-768	160	20	/	/	SYM
eurjchem-768	160	21	nicl2	nicl2	NOUN
eurjchem-768	160	22	to	to	PART
eurjchem-768	160	23	form	form	VERB
eurjchem-768	160	24	the	the	DET
eurjchem-768	160	25	saturated	saturate	VERB
eurjchem-768	160	26	ester	ester	NOUN
eurjchem-768	160	27	,	,	PUNCT
eurjchem-768	160	28	7	7	NUM
eurjchem-768	160	29	.	.	PUNCT
eurjchem-768	161	1	the	the	DET
eurjchem-768	161	2	reduction	reduction	NOUN
eurjchem-768	161	3	of	of	ADP
eurjchem-768	161	4	this	this	DET
eurjchem-768	161	5	ester	ester	NOUN
eurjchem-768	161	6	7	7	NUM
eurjchem-768	161	7	with	with	ADP
eurjchem-768	161	8	dibal‐h	dibal‐h	NOUN
eurjchem-768	161	9	to	to	ADP
eurjchem-768	161	10	the	the	DET
eurjchem-768	161	11	corresponding	corresponding	ADJ
eurjchem-768	161	12	alcohol	alcohol	NOUN
eurjchem-768	161	13	,	,	PUNCT
eurjchem-768	161	14	8	8	NUM
eurjchem-768	161	15	,	,	PUNCT
eurjchem-768	161	16	followed	follow	VERB
eurjchem-768	161	17	by	by	ADP
eurjchem-768	161	18	swern	swern	ADJ
eurjchem-768	161	19	oxidation	oxidation	NOUN
eurjchem-768	161	20	yielded	yield	VERB
eurjchem-768	161	21	the	the	DET
eurjchem-768	161	22	desired	desire	VERB
eurjchem-768	161	23	aldehyde	aldehyde	NOUN
eurjchem-768	161	24	3	3	NUM
eurjchem-768	161	25	.	.	PUNCT
eurjchem-768	162	1	this	this	DET
eurjchem-768	162	2	aldehyde	aldehyde	NOUN
eurjchem-768	162	3	(	(	PUNCT
eurjchem-768	162	4	3	3	NUM
eurjchem-768	162	5	)	)	PUNCT
eurjchem-768	162	6	was	be	AUX
eurjchem-768	162	7	subjected	subject	VERB
eurjchem-768	162	8	to	to	PART
eurjchem-768	162	9	maruoka	maruoka	VERB
eurjchem-768	162	10	asymmetric	asymmetric	ADJ
eurjchem-768	162	11	allylation	allylation	NOUN
eurjchem-768	163	1	[	[	X
eurjchem-768	163	2	13	13	NUM
eurjchem-768	163	3	]	]	PUNCT
eurjchem-768	163	4	using	use	VERB
eurjchem-768	163	5	the	the	DET
eurjchem-768	163	6	titanium	titanium	NOUN
eurjchem-768	163	7	complex	complex	NOUN
eurjchem-768	163	8	(	(	PUNCT
eurjchem-768	163	9	s	s	X
eurjchem-768	163	10	,	,	PUNCT
eurjchem-768	163	11	s)‐i	s)‐i	X
eurjchem-768	163	12	(	(	PUNCT
eurjchem-768	163	13	figure	figure	NOUN
eurjchem-768	163	14	1	1	NUM
eurjchem-768	163	15	)	)	PUNCT
eurjchem-768	163	16	and	and	CCONJ
eurjchem-768	163	17	allyl	allyl	NOUN
eurjchem-768	163	18	(	(	PUNCT
eurjchem-768	163	19	tributyl	tributyl	NOUN
eurjchem-768	163	20	)	)	PUNCT
eurjchem-768	163	21	tin	tin	NOUN
eurjchem-768	163	22	to	to	PART
eurjchem-768	163	23	produce	produce	VERB
eurjchem-768	163	24	the	the	DET
eurjchem-768	163	25	homoallylic	homoallylic	PROPN
eurjchem-768	163	26	alcohol	alcohol	NOUN
eurjchem-768	163	27	,	,	PUNCT
eurjchem-768	163	28	2	2	NUM
eurjchem-768	163	29	(	(	PUNCT
eurjchem-768	163	30	ee	ee	PROPN
eurjchem-768	163	31	97	97	NUM
eurjchem-768	163	32	%	%	NOUN
eurjchem-768	163	33	)	)	PUNCT
eurjchem-768	163	34	.	.	PUNCT
eurjchem-768	164	1	the	the	DET
eurjchem-768	164	2	later	later	ADV
eurjchem-768	164	3	was	be	AUX
eurjchem-768	164	4	treated	treat	VERB
eurjchem-768	164	5	with	with	ADP
eurjchem-768	164	6	di	di	X
eurjchem-768	164	7	(	(	PUNCT
eurjchem-768	164	8	tert‐	tert‐	PROPN
eurjchem-768	164	9	butyl	butyl	NOUN
eurjchem-768	164	10	)	)	PUNCT
eurjchem-768	164	11	carbonate	carbonate	NOUN
eurjchem-768	164	12	in	in	ADP
eurjchem-768	164	13	the	the	DET
eurjchem-768	164	14	presence	presence	NOUN
eurjchem-768	164	15	of	of	ADP
eurjchem-768	164	16	dmap	dmap	NOUN
eurjchem-768	164	17	to	to	PART
eurjchem-768	164	18	form	form	VERB
eurjchem-768	164	19	the	the	DET
eurjchem-768	164	20	homoallylic	homoallylic	NOUN
eurjchem-768	164	21	tert‐	tert‐	VERB
eurjchem-768	164	22	butyl	butyl	NOUN
eurjchem-768	164	23	carbonate	carbonate	NOUN
eurjchem-768	164	24	,	,	PUNCT
eurjchem-768	164	25	9	9	NUM
eurjchem-768	164	26	.	.	PUNCT
eurjchem-768	165	1	the	the	DET
eurjchem-768	165	2	treatment	treatment	NOUN
eurjchem-768	165	3	of	of	ADP
eurjchem-768	165	4	compound	compound	NOUN
eurjchem-768	165	5	9	9	NUM
eurjchem-768	165	6	with	with	ADP
eurjchem-768	165	7	i2	i2	PROPN
eurjchem-768	165	8	in	in	ADP
eurjchem-768	165	9	mecn	mecn	PROPN
eurjchem-768	165	10	at	at	ADP
eurjchem-768	165	11	‐20	‐20	PROPN
eurjchem-768	165	12	oc	oc	AUX
eurjchem-768	165	13	furnished	furnish	VERB
eurjchem-768	165	14	the	the	DET
eurjchem-768	165	15	iodocarbonate	iodocarbonate	NOUN
eurjchem-768	165	16	10	10	NUM
eurjchem-768	165	17	which	which	PRON
eurjchem-768	165	18	was	be	AUX
eurjchem-768	165	19	subsequently	subsequently	ADV
eurjchem-768	165	20	treated	treat	VERB
eurjchem-768	165	21	with	with	ADP
eurjchem-768	165	22	k2co3	k2co3	NOUN
eurjchem-768	165	23	in	in	ADP
eurjchem-768	165	24	meoh	meoh	PROPN
eurjchem-768	165	25	to	to	PART
eurjchem-768	165	26	afford	afford	VERB
eurjchem-768	165	27	the	the	DET
eurjchem-768	165	28	syn‐	syn‐	NOUN
eurjchem-768	165	29	epoxy	epoxy	NOUN
eurjchem-768	165	30	alcohol	alcohol	NOUN
eurjchem-768	165	31	11	11	NUM
eurjchem-768	165	32	the	the	DET
eurjchem-768	165	33	cleavage	cleavage	NOUN
eurjchem-768	165	34	of	of	ADP
eurjchem-768	165	35	the	the	DET
eurjchem-768	165	36	tbs	tbs	ADJ
eurjchem-768	165	37	ether	ether	NOUN
eurjchem-768	165	38	group	group	NOUN
eurjchem-768	165	39	also	also	ADV
eurjchem-768	165	40	took	take	VERB
eurjchem-768	165	41	place	place	NOUN
eurjchem-768	165	42	simultaneously	simultaneously	ADV
eurjchem-768	165	43	[	[	X
eurjchem-768	165	44	14,15	14,15	NUM
eurjchem-768	165	45	]	]	PUNCT
eurjchem-768	165	46	.	.	PUNCT
eurjchem-768	166	1	finally	finally	ADV
eurjchem-768	166	2	,	,	PUNCT
eurjchem-768	166	3	the	the	DET
eurjchem-768	166	4	reaction	reaction	NOUN
eurjchem-768	166	5	of	of	ADP
eurjchem-768	166	6	compound	compound	NOUN
eurjchem-768	166	7	11	11	NUM
eurjchem-768	166	8	with	with	ADP
eurjchem-768	166	9	grignard	grignard	ADJ
eurjchem-768	166	10	reagent	reagent	NOUN
eurjchem-768	166	11	,	,	PUNCT
eurjchem-768	166	12	n‐c4h9mgbr	n‐c4h9mgbr	PROPN
eurjchem-768	166	13	using	use	VERB
eurjchem-768	166	14	cui	cui	NOUN
eurjchem-768	166	15	produced	produce	VERB
eurjchem-768	166	16	the	the	DET
eurjchem-768	166	17	target	target	NOUN
eurjchem-768	166	18	molecule	molecule	NOUN
eurjchem-768	166	19	,	,	PUNCT
eurjchem-768	166	20	(	(	PUNCT
eurjchem-768	166	21	+	+	NOUN
eurjchem-768	166	22	)	)	PUNCT
eurjchem-768	166	23	‐[6]‐gingerdiol	‐[6]‐gingerdiol	NOUN
eurjchem-768	166	24	(	(	PUNCT
eurjchem-768	166	25	1	1	X
eurjchem-768	166	26	)	)	PUNCT
eurjchem-768	167	1	[	[	X
eurjchem-768	167	2	16	16	NUM
eurjchem-768	167	3	]	]	PUNCT
eurjchem-768	167	4	.	.	PUNCT
eurjchem-768	168	1	the	the	DET
eurjchem-768	168	2	optical	optical	ADJ
eurjchem-768	168	3	and	and	CCONJ
eurjchem-768	168	4	spectral	spectral	ADJ
eurjchem-768	168	5	properties	property	NOUN
eurjchem-768	168	6	of	of	ADP
eurjchem-768	168	7	the	the	DET
eurjchem-768	168	8	compound	compound	NOUN
eurjchem-768	168	9	were	be	AUX
eurjchem-768	168	10	found	find	VERB
eurjchem-768	168	11	to	to	PART
eurjchem-768	168	12	be	be	AUX
eurjchem-768	168	13	identical	identical	ADJ
eurjchem-768	168	14	to	to	ADP
eurjchem-768	168	15	those	those	PRON
eurjchem-768	168	16	reported	report	VERB
eurjchem-768	168	17	for	for	ADP
eurjchem-768	168	18	the	the	DET
eurjchem-768	168	19	natural	natural	ADJ
eurjchem-768	168	20	product	product	NOUN
eurjchem-768	168	21	[	[	X
eurjchem-768	168	22	1,2	1,2	NUM
eurjchem-768	168	23	]	]	PUNCT
eurjchem-768	168	24	.	.	PUNCT
eurjchem-768	169	1	ti	ti	X
eurjchem-768	170	1	o	o	NOUN
eurjchem-768	170	2	o	o	X
eurjchem-768	170	3	oipr	oipr	NOUN
eurjchem-768	171	1	o	o	X
eurjchem-768	171	2	ti	ti	X
eurjchem-768	171	3	oipro	oipro	ADJ
eurjchem-768	171	4	o	o	NOUN
eurjchem-768	171	5	figure	figure	NOUN
eurjchem-768	171	6	1	1	NUM
eurjchem-768	171	7	.	.	PUNCT
eurjchem-768	171	8	structure	structure	NOUN
eurjchem-768	171	9	of	of	ADP
eurjchem-768	171	10	complex	complex	ADJ
eurjchem-768	171	11	catalyst	catalyst	NOUN
eurjchem-768	171	12	(	(	PUNCT
eurjchem-768	171	13	s	s	PROPN
eurjchem-768	171	14	,	,	PUNCT
eurjchem-768	171	15	s)‐i	s)‐i	X
eurjchem-768	171	16	.	.	PUNCT
eurjchem-768	172	1	4	4	NUM
eurjchem-768	172	2	.	.	X
eurjchem-768	172	3	conclusion	conclusion	NOUN
eurjchem-768	172	4	in	in	ADP
eurjchem-768	172	5	conclusion	conclusion	NOUN
eurjchem-768	172	6	,	,	PUNCT
eurjchem-768	172	7	we	we	PRON
eurjchem-768	172	8	have	have	AUX
eurjchem-768	172	9	developed	develop	VERB
eurjchem-768	172	10	an	an	DET
eurjchem-768	172	11	efficient	efficient	ADJ
eurjchem-768	172	12	stereoselective	stereoselective	ADJ
eurjchem-768	172	13	synthesis	synthesis	NOUN
eurjchem-768	172	14	of	of	ADP
eurjchem-768	172	15	(	(	PUNCT
eurjchem-768	172	16	+	+	ADJ
eurjchem-768	172	17	)	)	PUNCT
eurjchem-768	172	18	‐[6]‐gingerdiol	‐[6]‐gingerdiol	NOUN
eurjchem-768	172	19	involving	involve	VERB
eurjchem-768	172	20	some	some	DET
eurjchem-768	172	21	simple	simple	ADJ
eurjchem-768	172	22	steps	step	NOUN
eurjchem-768	172	23	and	and	CCONJ
eurjchem-768	172	24	easily	easily	ADV
eurjchem-768	172	25	available	available	ADJ
eurjchem-768	172	26	reagents	reagent	NOUN
eurjchem-768	172	27	.	.	PUNCT
eurjchem-768	173	1	to	to	ADP
eurjchem-768	173	2	our	our	PRON
eurjchem-768	173	3	knowledge	knowledge	NOUN
eurjchem-768	173	4	,	,	PUNCT
eurjchem-768	173	5	this	this	PRON
eurjchem-768	173	6	is	be	AUX
eurjchem-768	173	7	the	the	DET
eurjchem-768	173	8	second	second	ADJ
eurjchem-768	173	9	report	report	NOUN
eurjchem-768	173	10	of	of	ADP
eurjchem-768	173	11	the	the	DET
eurjchem-768	173	12	synthesis	synthesis	NOUN
eurjchem-768	173	13	of	of	ADP
eurjchem-768	173	14	this	this	DET
eurjchem-768	173	15	medicinally	medicinally	ADV
eurjchem-768	173	16	important	important	ADJ
eurjchem-768	173	17	compound	compound	NOUN
eurjchem-768	173	18	.	.	PUNCT
eurjchem-768	174	1	the	the	DET
eurjchem-768	174	2	method	method	NOUN
eurjchem-768	174	3	may	may	AUX
eurjchem-768	174	4	be	be	AUX
eurjchem-768	174	5	utilized	utilize	VERB
eurjchem-768	174	6	for	for	ADP
eurjchem-768	174	7	the	the	DET
eurjchem-768	174	8	preparation	preparation	NOUN
eurjchem-768	174	9	of	of	ADP
eurjchem-768	174	10	various	various	ADJ
eurjchem-768	174	11	analogues	analogue	NOUN
eurjchem-768	174	12	of	of	ADP
eurjchem-768	174	13	this	this	DET
eurjchem-768	174	14	compound	compound	NOUN
eurjchem-768	174	15	.	.	PUNCT
eurjchem-768	175	1	acknowledgements	acknowledgement	VERB
eurjchem-768	175	2	the	the	DET
eurjchem-768	175	3	authors	author	NOUN
eurjchem-768	175	4	thank	thank	VERB
eurjchem-768	175	5	council	council	PROPN
eurjchem-768	175	6	of	of	ADP
eurjchem-768	175	7	scientific	scientific	ADJ
eurjchem-768	175	8	and	and	CCONJ
eurjchem-768	175	9	industrial	industrial	ADJ
eurjchem-768	175	10	research	research	NOUN
eurjchem-768	175	11	and	and	CCONJ
eurjchem-768	175	12	university	university	NOUN
eurjchem-768	175	13	grants	grant	NOUN
eurjchem-768	175	14	commission	commission	PROPN
eurjchem-768	175	15	,	,	PUNCT
eurjchem-768	175	16	new	new	ADJ
eurjchem-768	175	17	delhi	delhi	PROPN
eurjchem-768	175	18	for	for	ADP
eurjchem-768	175	19	financial	financial	ADJ
eurjchem-768	175	20	assistance	assistance	NOUN
eurjchem-768	175	21	.	.	PUNCT
eurjchem-768	176	1	references	reference	NOUN
eurjchem-768	176	2	[	[	X
eurjchem-768	176	3	1	1	NUM
eurjchem-768	176	4	]	]	PUNCT
eurjchem-768	176	5	.	.	PUNCT
eurjchem-768	177	1	murata	murata	PROPN
eurjchem-768	177	2	,	,	PUNCT
eurjchem-768	177	3	t.	t.	PROPN
eurjchem-768	177	4	;	;	PUNCT
eurjchem-768	177	5	shinohara	shinohara	PROPN
eurjchem-768	177	6	,	,	PUNCT
eurjchem-768	177	7	m.	m.	NOUN
eurjchem-768	177	8	;	;	PUNCT
eurjchem-768	177	9	miyamoto	miyamoto	NOUN
eurjchem-768	177	10	,	,	PUNCT
eurjchem-768	177	11	m.	m.	NOUN
eurjchem-768	177	12	chem	chem	NOUN
eurjchem-768	177	13	.	.	PUNCT
eurjchem-768	178	1	pharm	pharm	NOUN
eurjchem-768	178	2	.	.	PUNCT
eurjchem-768	179	1	bull	bull	PROPN
eurjchem-768	179	2	.	.	PUNCT
eurjchem-768	180	1	1972	1972	NUM
eurjchem-768	180	2	,	,	PUNCT
eurjchem-768	180	3	20	20	NUM
eurjchem-768	180	4	,	,	PUNCT
eurjchem-768	180	5	2291‐2292	2291‐2292	NUM
eurjchem-768	180	6	.	.	PUNCT
eurjchem-768	181	1	[	[	X
eurjchem-768	181	2	2	2	NUM
eurjchem-768	181	3	]	]	PUNCT
eurjchem-768	181	4	.	.	PUNCT
eurjchem-768	181	5	kikuzaki	kikuzaki	PROPN
eurjchem-768	181	6	,	,	PUNCT
eurjchem-768	181	7	h.	h.	PROPN
eurjchem-768	181	8	;	;	PUNCT
eurjchem-768	181	9	tsai	tsai	PROPN
eurjchem-768	181	10	,	,	PUNCT
eurjchem-768	181	11	s.‐m	s.‐m	PROPN
eurjchem-768	181	12	.	.	PROPN
eurjchem-768	181	13	;	;	PUNCT
eurjchem-768	181	14	nakatani	nakatani	ADJ
eurjchem-768	181	15	,	,	PUNCT
eurjchem-768	181	16	n.	n.	NOUN
eurjchem-768	181	17	phytochemistry	phytochemistry	PROPN
eurjchem-768	181	18	.	.	PUNCT
eurjchem-768	182	1	1992	1992	NUM
eurjchem-768	182	2	,	,	PUNCT
eurjchem-768	182	3	31	31	NUM
eurjchem-768	182	4	,	,	PUNCT
eurjchem-768	182	5	1783‐	1783‐	NUM
eurjchem-768	182	6	1786	1786	NUM
eurjchem-768	182	7	.	.	PUNCT
eurjchem-768	183	1	[	[	X
eurjchem-768	183	2	3	3	NUM
eurjchem-768	183	3	]	]	PUNCT
eurjchem-768	183	4	.	.	PUNCT
eurjchem-768	183	5	sekiva	sekiva	PROPN
eurjchem-768	183	6	,	,	PUNCT
eurjchem-768	183	7	y.	y.	PROPN
eurjchem-768	183	8	;	;	PUNCT
eurjchem-768	183	9	kubota	kubota	PROPN
eurjchem-768	183	10	,	,	PUNCT
eurjchem-768	183	11	k.	k.	PROPN
eurjchem-768	183	12	;	;	PUNCT
eurjchem-768	183	13	kobayashi	kobayashi	PROPN
eurjchem-768	183	14	,	,	PUNCT
eurjchem-768	183	15	a.	a.	PROPN
eurjchem-768	183	16	j.	j.	PROPN
eurjchem-768	183	17	agric	agric	PROPN
eurjchem-768	183	18	.	.	PUNCT
eurjchem-768	184	1	food	food	NOUN
eurjchem-768	184	2	chem	chem	NOUN
eurjchem-768	184	3	.	.	PUNCT
eurjchem-768	185	1	2000	2000	NUM
eurjchem-768	185	2	,	,	PUNCT
eurjchem-768	185	3	48	48	NUM
eurjchem-768	185	4	,	,	PUNCT
eurjchem-768	185	5	373‐	373‐	NUM
eurjchem-768	185	6	377	377	NUM
eurjchem-768	185	7	.	.	PUNCT
eurjchem-768	186	1	[	[	X
eurjchem-768	186	2	4	4	NUM
eurjchem-768	186	3	]	]	PUNCT
eurjchem-768	186	4	.	.	PUNCT
eurjchem-768	186	5	schuhbaum	schuhbaum	PROPN
eurjchem-768	186	6	,	,	PUNCT
eurjchem-768	186	7	h.	h.	PROPN
eurjchem-768	186	8	;	;	PUNCT
eurjchem-768	186	9	burgermeister	burgermeister	PROPN
eurjchem-768	186	10	,	,	PUNCT
eurjchem-768	186	11	j.	j.	PROPN
eurjchem-768	186	12	;	;	PUNCT
eurjchem-768	186	13	paper	paper	PROPN
eurjchem-768	186	14	,	,	PUNCT
eurjchem-768	186	15	d.	d.	PROPN
eurjchem-768	186	16	h.	h.	PROPN
eurjchem-768	186	17	;	;	PUNCT
eurjchem-768	186	18	franz	franz	PROPN
eurjchem-768	186	19	,	,	PUNCT
eurjchem-768	186	20	g.	g.	PROPN
eurjchem-768	186	21	pharmaceu	pharmaceu	PROPN
eurjchem-768	186	22	.	.	PUNCT
eurjchem-768	187	1	pharmocol	pharmocol	NOUN
eurjchem-768	187	2	.	.	PUNCT
eurjchem-768	188	1	lett	lett	PROPN
eurjchem-768	188	2	.	.	PROPN
eurjchem-768	189	1	2000	2000	NUM
eurjchem-768	189	2	,	,	PUNCT
eurjchem-768	189	3	10	10	NUM
eurjchem-768	189	4	,	,	PUNCT
eurjchem-768	189	5	82‐85	82‐85	NUM
eurjchem-768	189	6	.	.	PUNCT
eurjchem-768	190	1	[	[	X
eurjchem-768	190	2	5	5	NUM
eurjchem-768	190	3	]	]	PUNCT
eurjchem-768	190	4	.	.	PUNCT
eurjchem-768	191	1	ficker	ficker	PROPN
eurjchem-768	191	2	,	,	PUNCT
eurjchem-768	191	3	c.	c.	PROPN
eurjchem-768	191	4	;	;	PUNCT
eurjchem-768	191	5	smith	smith	PROPN
eurjchem-768	191	6	,	,	PUNCT
eurjchem-768	191	7	m.	m.	NOUN
eurjchem-768	191	8	l.	l.	PROPN
eurjchem-768	191	9	;	;	PUNCT
eurjchem-768	191	10	apkagana	apkagana	PROPN
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eurjchem-768	191	12	k.	k.	PROPN
eurjchem-768	191	13	;	;	PUNCT
eurjchem-768	191	14	glessor	glessor	NOUN
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eurjchem-768	191	16	m.	m.	NOUN
eurjchem-768	191	17	;	;	PUNCT
eurjchem-768	191	18	zhang	zhang	PROPN
eurjchem-768	191	19	,	,	PUNCT
eurjchem-768	191	20	h.	h.	PROPN
eurjchem-768	191	21	;	;	PUNCT
eurjchem-768	191	22	durst	durst	PROPN
eurjchem-768	191	23	,	,	PUNCT
eurjchem-768	191	24	h.	h.	PROPN
eurjchem-768	191	25	;	;	PUNCT
eurjchem-768	191	26	assabgui	assabgui	PROPN
eurjchem-768	191	27	,	,	PUNCT
eurjchem-768	191	28	r.	r.	PROPN
eurjchem-768	191	29	;	;	PUNCT
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eurjchem-768	191	32	j.	j.	PROPN
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eurjchem-768	191	40	,	,	PUNCT
eurjchem-768	191	41	897‐902	897‐902	NUM
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eurjchem-768	192	1	[	[	X
eurjchem-768	192	2	6	6	NUM
eurjchem-768	192	3	]	]	PUNCT
eurjchem-768	192	4	.	.	PUNCT
eurjchem-768	193	1	franck‐neumann	franck‐neumann	PROPN
eurjchem-768	193	2	,	,	PUNCT
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eurjchem-768	193	5	geoffroy	geoffroy	NOUN
eurjchem-768	193	6	,	,	PUNCT
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eurjchem-768	193	8	;	;	PUNCT
eurjchem-768	193	9	bissinger	bissinger	NOUN
eurjchem-768	193	10	,	,	PUNCT
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eurjchem-768	193	13	adelaide	adelaide	PROPN
eurjchem-768	193	14	,	,	PUNCT
eurjchem-768	193	15	s.	s.	PROPN
eurjchem-768	193	16	tetrahedron	tetrahedron	PROPN
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eurjchem-768	193	18	.	.	PUNCT
eurjchem-768	194	1	2001	2001	NUM
eurjchem-768	194	2	,	,	PUNCT
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eurjchem-768	194	4	,	,	PUNCT
eurjchem-768	194	5	6401‐6404	6401‐6404	NUM
eurjchem-768	194	6	.	.	PUNCT
eurjchem-768	195	1	[	[	X
eurjchem-768	195	2	7	7	NUM
eurjchem-768	195	3	]	]	PUNCT
eurjchem-768	195	4	.	.	PUNCT
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eurjchem-768	196	2	,	,	PUNCT
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eurjchem-768	196	4	;	;	PUNCT
eurjchem-768	196	5	krishnaiah	krishnaiah	PROPN
eurjchem-768	196	6	,	,	PUNCT
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eurjchem-768	196	8	;	;	PUNCT
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eurjchem-768	196	10	,	,	PUNCT
eurjchem-768	196	11	s.	s.	PROPN
eurjchem-768	196	12	;	;	PUNCT
eurjchem-768	196	13	reddy	reddy	PROPN
eurjchem-768	196	14	,	,	PUNCT
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eurjchem-768	198	2	,	,	PUNCT
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eurjchem-768	198	4	,	,	PUNCT
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eurjchem-768	199	1	[	[	X
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eurjchem-768	199	3	]	]	PUNCT
eurjchem-768	199	4	.	.	PUNCT
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eurjchem-768	200	2	,	,	PUNCT
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eurjchem-768	200	4	;	;	PUNCT
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eurjchem-768	200	6	,	,	PUNCT
eurjchem-768	200	7	p.	p.	PROPN
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eurjchem-768	200	10	,	,	PUNCT
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eurjchem-768	200	14	,	,	PUNCT
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eurjchem-768	200	18	.	.	PUNCT
eurjchem-768	201	1	chem	chem	PROPN
eurjchem-768	201	2	.	.	PUNCT
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eurjchem-768	202	2	.	.	PUNCT
eurjchem-768	203	1	2011	2011	NUM
eurjchem-768	203	2	,	,	PUNCT
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eurjchem-768	203	4	,	,	PUNCT
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eurjchem-768	203	6	.	.	PUNCT
eurjchem-768	204	1	[	[	X
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eurjchem-768	204	4	.	.	PUNCT
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eurjchem-768	205	2	,	,	PUNCT
eurjchem-768	205	3	b.	b.	PROPN
eurjchem-768	205	4	;	;	PUNCT
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eurjchem-768	205	6	,	,	PUNCT
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eurjchem-768	206	2	,	,	PUNCT
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eurjchem-768	206	4	.	.	PUNCT
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eurjchem-768	208	2	,	,	PUNCT
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eurjchem-768	208	4	;	;	PUNCT
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eurjchem-768	208	6	,	,	PUNCT
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eurjchem-768	208	8	;	;	PUNCT
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eurjchem-768	208	10	,	,	PUNCT
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eurjchem-768	209	2	,	,	PUNCT
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eurjchem-768	211	6	,	,	PUNCT
eurjchem-768	211	7	k.	k.	PROPN
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eurjchem-768	211	10	,	,	PUNCT
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eurjchem-768	211	18	.	.	PUNCT
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eurjchem-768	212	2	.	.	PUNCT
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eurjchem-768	213	2	.	.	PUNCT
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eurjchem-768	214	2	,	,	PUNCT
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eurjchem-768	214	4	,	,	PUNCT
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eurjchem-768	215	4	.	.	PUNCT
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eurjchem-768	216	6	,	,	PUNCT
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eurjchem-768	219	4	.	.	PUNCT
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eurjchem-768	219	12	;	;	PUNCT
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eurjchem-768	219	14	,	,	PUNCT
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eurjchem-768	219	18	.	.	PUNCT
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eurjchem-768	221	2	.	.	PUNCT
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eurjchem-768	222	2	,	,	PUNCT
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eurjchem-768	222	6	.	.	PUNCT
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eurjchem-768	223	4	.	.	PUNCT
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eurjchem-768	224	27	.	.	PUNCT
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eurjchem-768	225	2	,	,	PUNCT
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eurjchem-768	228	2	,	,	PUNCT
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