id	sid	tid	token	lemma	pos
eurjchem-609	1	1	untitled	untitle	VERB
eurjchem-609	1	2	european	european	PROPN
eurjchem-609	1	3	journal	journal	PROPN
eurjchem-609	1	4	of	of	ADP
eurjchem-609	1	5	chemistry	chemistry	NOUN
eurjchem-609	1	6	3	3	NUM
eurjchem-609	1	7	(	(	PUNCT
eurjchem-609	1	8	3	3	NUM
eurjchem-609	1	9	)	)	PUNCT
eurjchem-609	1	10	(	(	PUNCT
eurjchem-609	1	11	2012	2012	NUM
eurjchem-609	1	12	)	)	PUNCT
eurjchem-609	1	13	337‐339	337‐339	PROPN
eurjchem-609	1	14	european	european	PROPN
eurjchem-609	1	15	journal	journal	PROPN
eurjchem-609	1	16	of	of	ADP
eurjchem-609	1	17	chemistry	chemistry	NOUN
eurjchem-609	1	18	issn	issn	PROPN
eurjchem-609	1	19	2153‐2249	2153‐2249	PROPN
eurjchem-609	1	20	(	(	PUNCT
eurjchem-609	1	21	print	print	NOUN
eurjchem-609	1	22	)	)	PUNCT
eurjchem-609	1	23	/	/	SYM
eurjchem-609	1	24	issn	issn	PROPN
eurjchem-609	1	25	2153‐2257	2153‐2257	NUM
eurjchem-609	1	26	(	(	PUNCT
eurjchem-609	1	27	online	online	ADJ
eurjchem-609	1	28	)	)	PUNCT
eurjchem-609	1	29			NOUN
eurjchem-609	1	30	2012	2012	NUM
eurjchem-609	1	31	eurjchem	eurjchem	PROPN
eurjchem-609	1	32	doi:10.5155	doi:10.5155	NOUN
eurjchem-609	1	33	/	/	SYM
eurjchem-609	1	34	eurjchem.3.3.337‐339.609	eurjchem.3.3.337‐339.609	NOUN
eurjchem-609	1	35	european	european	ADJ
eurjchem-609	1	36	journal	journal	PROPN
eurjchem-609	1	37	of	of	ADP
eurjchem-609	1	38	chemistry	chemistry	PROPN
eurjchem-609	1	39	journal	journal	PROPN
eurjchem-609	1	40	homepage	homepage	NOUN
eurjchem-609	1	41	:	:	PUNCT
eurjchem-609	1	42	www.eurjchem.com	www.eurjchem.com	X
eurjchem-609	2	1	a	a	DET
eurjchem-609	2	2	simple	simple	ADJ
eurjchem-609	2	3	formal	formal	ADJ
eurjchem-609	2	4	stereoselective	stereoselective	ADJ
eurjchem-609	2	5	synthesis	synthesis	NOUN
eurjchem-609	2	6	of	of	ADP
eurjchem-609	2	7	herbarumin	herbarumin	PROPN
eurjchem-609	2	8	iii	iii	PROPN
eurjchem-609	2	9	nagendra	nagendra	PROPN
eurjchem-609	2	10	siddavatama	siddavatama	PROPN
eurjchem-609	2	11	,	,	PUNCT
eurjchem-609	2	12	krishnaiah	krishnaiah	PROPN
eurjchem-609	2	13	marthaa	marthaa	PROPN
eurjchem-609	2	14	,	,	PUNCT
eurjchem-609	2	15	krishna	krishna	PROPN
eurjchem-609	2	16	reddy	reddy	PROPN
eurjchem-609	2	17	vankab	vankab	PROPN
eurjchem-609	2	18	and	and	CCONJ
eurjchem-609	2	19	biswanath	biswanath	PROPN
eurjchem-609	2	20	dasa	dasa	PROPN
eurjchem-609	2	21	,	,	PUNCT
eurjchem-609	2	22	*	*	PUNCT
eurjchem-609	2	23	a	a	DET
eurjchem-609	2	24	organic	organic	ADJ
eurjchem-609	2	25	chemistry	chemistry	NOUN
eurjchem-609	2	26	division‐i	division‐i	NOUN
eurjchem-609	2	27	,	,	PUNCT
eurjchem-609	2	28	indian	indian	PROPN
eurjchem-609	2	29	institute	institute	PROPN
eurjchem-609	2	30	of	of	ADP
eurjchem-609	2	31	chemical	chemical	PROPN
eurjchem-609	2	32	technology	technology	NOUN
eurjchem-609	2	33	,	,	PUNCT
eurjchem-609	2	34	hyderabad‐500007	hyderabad‐500007	PROPN
eurjchem-609	2	35	,	,	PUNCT
eurjchem-609	2	36	india	india	PROPN
eurjchem-609	2	37	b	b	PROPN
eurjchem-609	2	38	department	department	PROPN
eurjchem-609	2	39	of	of	ADP
eurjchem-609	2	40	chemistry	chemistry	NOUN
eurjchem-609	2	41	,	,	PUNCT
eurjchem-609	2	42	sri	sri	PROPN
eurjchem-609	2	43	krishnadevaraya	krishnadevaraya	PROPN
eurjchem-609	2	44	university	university	PROPN
eurjchem-609	2	45	,	,	PUNCT
eurjchem-609	2	46	anantapur	anantapur	PROPN
eurjchem-609	2	47	,	,	PUNCT
eurjchem-609	2	48	515055	515055	NUM
eurjchem-609	2	49	,	,	PUNCT
eurjchem-609	2	50	india	india	PROPN
eurjchem-609	2	51	*	*	PUNCT
eurjchem-609	2	52	corresponding	correspond	VERB
eurjchem-609	2	53	author	author	NOUN
eurjchem-609	2	54	at	at	ADP
eurjchem-609	2	55	:	:	PUNCT
eurjchem-609	2	56	organic	organic	ADJ
eurjchem-609	2	57	chemistry	chemistry	NOUN
eurjchem-609	2	58	division‐i	division‐i	NOUN
eurjchem-609	2	59	,	,	PUNCT
eurjchem-609	2	60	indian	indian	PROPN
eurjchem-609	2	61	institute	institute	PROPN
eurjchem-609	2	62	of	of	ADP
eurjchem-609	2	63	chemical	chemical	PROPN
eurjchem-609	2	64	technology	technology	NOUN
eurjchem-609	2	65	,	,	PUNCT
eurjchem-609	2	66	hyderabad‐500007	hyderabad‐500007	PROPN
eurjchem-609	2	67	,	,	PUNCT
eurjchem-609	2	68	india	india	PROPN
eurjchem-609	2	69	.	.	PUNCT
eurjchem-609	3	1	tel	tel	PROPN
eurjchem-609	3	2	.	.	PUNCT
eurjchem-609	3	3	:	:	PUNCT
eurjchem-609	4	1	+91.40.27191737	+91.40.27191737	NUM
eurjchem-609	4	2	;	;	PUNCT
eurjchem-609	4	3	fax	fax	NOUN
eurjchem-609	4	4	:	:	PUNCT
eurjchem-609	4	5	+91.40.27160512	+91.40.27160512	PROPN
eurjchem-609	4	6	.	.	PUNCT
eurjchem-609	4	7	e‐mail	e‐mail	PUNCT
eurjchem-609	5	1	address	address	NOUN
eurjchem-609	5	2	:	:	PUNCT
eurjchem-609	5	3	biswanathdas@yahoo.com	biswanathdas@yahoo.com	X
eurjchem-609	5	4	(	(	PUNCT
eurjchem-609	5	5	b.	b.	PROPN
eurjchem-609	5	6	das	das	PROPN
eurjchem-609	5	7	)	)	PUNCT
eurjchem-609	5	8	.	.	PUNCT
eurjchem-609	6	1	article	article	NOUN
eurjchem-609	6	2	information	information	PROPN
eurjchem-609	6	3	abstract	abstract	ADV
eurjchem-609	6	4	received	receive	VERB
eurjchem-609	6	5	:	:	PUNCT
eurjchem-609	6	6	16	16	NUM
eurjchem-609	6	7	march	march	NOUN
eurjchem-609	6	8	2012	2012	NUM
eurjchem-609	6	9	received	receive	VERB
eurjchem-609	6	10	in	in	ADP
eurjchem-609	6	11	revised	revise	VERB
eurjchem-609	6	12	form	form	NOUN
eurjchem-609	6	13	:	:	PUNCT
eurjchem-609	6	14	09	09	NUM
eurjchem-609	6	15	april	april	PROPN
eurjchem-609	6	16	2012	2012	NUM
eurjchem-609	6	17	accepted	accept	VERB
eurjchem-609	6	18	:	:	PUNCT
eurjchem-609	6	19	12	12	NUM
eurjchem-609	6	20	april	april	PROPN
eurjchem-609	6	21	2012	2012	NUM
eurjchem-609	6	22	online	online	NOUN
eurjchem-609	6	23	:	:	PUNCT
eurjchem-609	6	24	30	30	NUM
eurjchem-609	6	25	september	september	PROPN
eurjchem-609	6	26	2012	2012	NUM
eurjchem-609	6	27	keywords	keyword	VERB
eurjchem-609	6	28	a	a	DET
eurjchem-609	6	29	formal	formal	ADJ
eurjchem-609	6	30	stereoselective	stereoselective	ADJ
eurjchem-609	6	31	synthesis	synthesis	NOUN
eurjchem-609	6	32	of	of	ADP
eurjchem-609	6	33	herbarumin	herbarumin	PROPN
eurjchem-609	6	34	iii	iii	PROPN
eurjchem-609	6	35	has	have	AUX
eurjchem-609	6	36	been	be	AUX
eurjchem-609	6	37	accomplished	accomplish	VERB
eurjchem-609	6	38	starting	start	VERB
eurjchem-609	6	39	from	from	ADP
eurjchem-609	6	40	butanal	butanal	ADJ
eurjchem-609	6	41	involving	involve	VERB
eurjchem-609	6	42	maruoka	maruoka	PROPN
eurjchem-609	6	43	asymmetric	asymmetric	PROPN
eurjchem-609	6	44	allylation	allylation	NOUN
eurjchem-609	6	45	,	,	PUNCT
eurjchem-609	6	46	diastereoselective	diastereoselective	ADJ
eurjchem-609	6	47	iodine‐induced	iodine‐induce	VERB
eurjchem-609	6	48	electrophilic	electrophilic	ADJ
eurjchem-609	6	49	cyclization	cyclization	NOUN
eurjchem-609	6	50	and	and	CCONJ
eurjchem-609	6	51	conversion	conversion	NOUN
eurjchem-609	6	52	of	of	ADP
eurjchem-609	6	53	iodocarbonate	iodocarbonate	NOUN
eurjchem-609	6	54	into	into	ADP
eurjchem-609	6	55	syn‐epoxy	syn‐epoxy	NOUN
eurjchem-609	6	56	alcohol	alcohol	NOUN
eurjchem-609	6	57	as	as	ADP
eurjchem-609	6	58	the	the	DET
eurjchem-609	6	59	key	key	ADJ
eurjchem-609	6	60	steps	step	NOUN
eurjchem-609	6	61	.	.	PUNCT
eurjchem-609	7	1	nonenolide	nonenolide	PROPN
eurjchem-609	7	2	phytotoxic	phytotoxic	PROPN
eurjchem-609	7	3	effect	effect	PROPN
eurjchem-609	7	4	syn‐epoxy	syn‐epoxy	PROPN
eurjchem-609	7	5	alcohol	alcohol	NOUN
eurjchem-609	7	6	maruoka	maruoka	PROPN
eurjchem-609	7	7	allylation	allylation	NOUN
eurjchem-609	7	8	trimethylsulfonium	trimethylsulfonium	NOUN
eurjchem-609	7	9	iodide	iodide	NOUN
eurjchem-609	7	10	diastereoselective	diastereoselective	ADJ
eurjchem-609	7	11	iodine‐induced	iodine‐induce	VERB
eurjchem-609	7	12	electrophilic	electrophilic	ADJ
eurjchem-609	7	13	cyclization	cyclization	NOUN
eurjchem-609	7	14	1	1	NUM
eurjchem-609	7	15	.	.	PUNCT
eurjchem-609	7	16	introduction	introduction	NOUN
eurjchem-609	7	17	the	the	DET
eurjchem-609	7	18	naturally	naturally	ADV
eurjchem-609	7	19	occurring	occur	VERB
eurjchem-609	7	20	nonenolide	nonenolide	NOUN
eurjchem-609	7	21	,	,	PUNCT
eurjchem-609	7	22	herbarumin	herbarumin	PROPN
eurjchem-609	7	23	iii	iii	X
eurjchem-609	7	24	(	(	PUNCT
eurjchem-609	7	25	1	1	NUM
eurjchem-609	7	26	)	)	PUNCT
eurjchem-609	7	27	along	along	ADP
eurjchem-609	7	28	with	with	ADP
eurjchem-609	7	29	its	its	PRON
eurjchem-609	7	30	two	two	NUM
eurjchem-609	7	31	analogues	analogue	NOUN
eurjchem-609	7	32	,	,	PUNCT
eurjchem-609	7	33	herbarumins	herbarumin	NOUN
eurjchem-609	7	34	i	i	PRON
eurjchem-609	7	35	(	(	PUNCT
eurjchem-609	7	36	2	2	NUM
eurjchem-609	7	37	)	)	PUNCT
eurjchem-609	7	38	and	and	CCONJ
eurjchem-609	7	39	ii	ii	PROPN
eurjchem-609	7	40	(	(	PUNCT
eurjchem-609	7	41	3	3	X
eurjchem-609	7	42	)	)	PUNCT
eurjchem-609	7	43	were	be	AUX
eurjchem-609	7	44	isolated	isolate	VERB
eurjchem-609	7	45	from	from	ADP
eurjchem-609	7	46	the	the	DET
eurjchem-609	7	47	fermentation	fermentation	NOUN
eurjchem-609	7	48	broth	broth	NOUN
eurjchem-609	7	49	and	and	CCONJ
eurjchem-609	7	50	mycelium	mycelium	NOUN
eurjchem-609	7	51	of	of	ADP
eurjchem-609	7	52	the	the	DET
eurjchem-609	7	53	fungus	fungus	ADJ
eurjchem-609	7	54	phoma	phoma	ADJ
eurjchem-609	7	55	herbarum	herbarum	PROPN
eurjchem-609	7	56	(	(	PUNCT
eurjchem-609	7	57	sphaeropsidaceae	sphaeropsidaceae	PROPN
eurjchem-609	7	58	)	)	PUNCT
eurjchem-609	8	1	[	[	X
eurjchem-609	8	2	1	1	NUM
eurjchem-609	8	3	]	]	PUNCT
eurjchem-609	8	4	(	(	PUNCT
eurjchem-609	8	5	figure	figure	NOUN
eurjchem-609	8	6	1	1	NUM
eurjchem-609	8	7	)	)	PUNCT
eurjchem-609	8	8	.	.	PUNCT
eurjchem-609	9	1	in	in	ADP
eurjchem-609	9	2	an	an	DET
eurjchem-609	9	3	assay	assay	NOUN
eurjchem-609	9	4	monitoring	monitoring	NOUN
eurjchem-609	9	5	,	,	PUNCT
eurjchem-609	9	6	the	the	DET
eurjchem-609	9	7	radical	radical	ADJ
eurjchem-609	9	8	elongation	elongation	NOUN
eurjchem-609	9	9	of	of	ADP
eurjchem-609	9	10	amaranthus	amaranthus	ADJ
eurjchem-609	9	11	hypochondriacus	hypochondriacus	ADJ
eurjchem-609	9	12	seedlings	seedling	NOUN
eurjchem-609	9	13	,	,	PUNCT
eurjchem-609	9	14	all	all	DET
eurjchem-609	9	15	these	these	DET
eurjchem-609	9	16	three	three	NUM
eurjchem-609	9	17	compounds	compound	NOUN
eurjchem-609	9	18	showed	show	VERB
eurjchem-609	9	19	impressive	impressive	ADJ
eurjchem-609	9	20	phytotoxic	phytotoxic	ADJ
eurjchem-609	9	21	effects	effect	NOUN
eurjchem-609	9	22	at	at	ADP
eurjchem-609	9	23	low	low	ADJ
eurjchem-609	9	24	concentrations	concentration	NOUN
eurjchem-609	9	25	.	.	PUNCT
eurjchem-609	10	1	these	these	DET
eurjchem-609	10	2	compounds	compound	NOUN
eurjchem-609	10	3	also	also	ADV
eurjchem-609	10	4	interacted	interact	VERB
eurjchem-609	10	5	with	with	ADP
eurjchem-609	10	6	bovine	bovine	ADJ
eurjchem-609	10	7	brain	brain	NOUN
eurjchem-609	10	8	calmodulin	calmodulin	NOUN
eurjchem-609	10	9	dependent	dependent	ADJ
eurjchem-609	10	10	enzyme	enzyme	NOUN
eurjchem-609	10	11	cmap	cmap	NOUN
eurjchem-609	10	12	phosphodiesterase	phosphodiesterase	NOUN
eurjchem-609	10	13	.	.	PUNCT
eurjchem-609	11	1	due	due	ADP
eurjchem-609	11	2	to	to	ADP
eurjchem-609	11	3	interesting	interesting	ADJ
eurjchem-609	11	4	structural	structural	ADJ
eurjchem-609	11	5	pattern	pattern	NOUN
eurjchem-609	11	6	and	and	CCONJ
eurjchem-609	11	7	important	important	ADJ
eurjchem-609	11	8	biological	biological	ADJ
eurjchem-609	11	9	properties	property	NOUN
eurjchem-609	11	10	,	,	PUNCT
eurjchem-609	11	11	herbarumin	herbarumin	PROPN
eurjchem-609	11	12	iii	iii	X
eurjchem-609	11	13	(	(	PUNCT
eurjchem-609	11	14	1	1	NUM
eurjchem-609	11	15	)	)	PUNCT
eurjchem-609	11	16	has	have	AUX
eurjchem-609	11	17	recently	recently	ADV
eurjchem-609	11	18	become	become	VERB
eurjchem-609	11	19	the	the	DET
eurjchem-609	11	20	synthetic	synthetic	ADJ
eurjchem-609	11	21	target	target	NOUN
eurjchem-609	11	22	of	of	ADP
eurjchem-609	11	23	the	the	DET
eurjchem-609	11	24	organic	organic	ADJ
eurjchem-609	11	25	chemists	chemist	NOUN
eurjchem-609	11	26	[	[	X
eurjchem-609	11	27	2‐9	2‐9	NOUN
eurjchem-609	11	28	]	]	X
eurjchem-609	11	29	.	.	PUNCT
eurjchem-609	12	1	in	in	ADP
eurjchem-609	12	2	continuation	continuation	NOUN
eurjchem-609	12	3	of	of	ADP
eurjchem-609	12	4	our	our	PRON
eurjchem-609	12	5	work	work	NOUN
eurjchem-609	12	6	[	[	X
eurjchem-609	12	7	10‐12	10‐12	NUM
eurjchem-609	12	8	]	]	PUNCT
eurjchem-609	12	9	on	on	ADP
eurjchem-609	12	10	stereoselective	stereoselective	ADJ
eurjchem-609	12	11	synthesis	synthesis	NOUN
eurjchem-609	12	12	of	of	ADP
eurjchem-609	12	13	natural	natural	ADJ
eurjchem-609	12	14	products	product	NOUN
eurjchem-609	12	15	we	we	PRON
eurjchem-609	12	16	have	have	AUX
eurjchem-609	12	17	developed	develop	VERB
eurjchem-609	12	18	a	a	DET
eurjchem-609	12	19	simple	simple	ADJ
eurjchem-609	12	20	formal	formal	ADJ
eurjchem-609	12	21	synthesis	synthesis	NOUN
eurjchem-609	12	22	of	of	ADP
eurjchem-609	12	23	the	the	DET
eurjchem-609	12	24	compound	compound	NOUN
eurjchem-609	12	25	,	,	PUNCT
eurjchem-609	12	26	which	which	PRON
eurjchem-609	12	27	we	we	PRON
eurjchem-609	12	28	would	would	AUX
eurjchem-609	12	29	like	like	VERB
eurjchem-609	12	30	to	to	PART
eurjchem-609	12	31	mention	mention	VERB
eurjchem-609	12	32	here	here	ADV
eurjchem-609	12	33	.	.	PUNCT
eurjchem-609	13	1	figure	figure	VERB
eurjchem-609	13	2	1	1	NUM
eurjchem-609	13	3	.	.	PUNCT
eurjchem-609	14	1	herabarumin	herabarumin	PROPN
eurjchem-609	14	2	iii	iii	PROPN
eurjchem-609	14	3	(	(	PUNCT
eurjchem-609	14	4	1	1	NUM
eurjchem-609	14	5	)	)	PUNCT
eurjchem-609	14	6	and	and	CCONJ
eurjchem-609	14	7	its	its	PRON
eurjchem-609	14	8	analogues	analogue	NOUN
eurjchem-609	14	9	(	(	PUNCT
eurjchem-609	14	10	2	2	NUM
eurjchem-609	14	11	and	and	CCONJ
eurjchem-609	14	12	3	3	NUM
eurjchem-609	14	13	)	)	PUNCT
eurjchem-609	14	14	.	.	PUNCT
eurjchem-609	15	1	2	2	X
eurjchem-609	15	2	.	.	X
eurjchem-609	15	3	experimental	experimental	ADJ
eurjchem-609	15	4	all	all	DET
eurjchem-609	15	5	the	the	DET
eurjchem-609	15	6	chemicals	chemical	NOUN
eurjchem-609	15	7	were	be	AUX
eurjchem-609	15	8	purchased	purchase	VERB
eurjchem-609	15	9	from	from	ADP
eurjchem-609	15	10	sigma	sigma	PROPN
eurjchem-609	15	11	aldrich	aldrich	PROPN
eurjchem-609	15	12	with	with	ADP
eurjchem-609	15	13	purity	purity	NOUN
eurjchem-609	15	14	not	not	PART
eurjchem-609	15	15	less	less	ADJ
eurjchem-609	15	16	than	than	ADP
eurjchem-609	15	17	99.9	99.9	NUM
eurjchem-609	15	18	%	%	NOUN
eurjchem-609	15	19	.	.	PUNCT
eurjchem-609	16	1	analytical	analytical	ADJ
eurjchem-609	16	2	thin	thin	ADJ
eurjchem-609	16	3	layer	layer	NOUN
eurjchem-609	16	4	chromatography	chromatography	NOUN
eurjchem-609	16	5	(	(	PUNCT
eurjchem-609	16	6	tlc	tlc	NOUN
eurjchem-609	16	7	)	)	PUNCT
eurjchem-609	16	8	was	be	AUX
eurjchem-609	16	9	carried	carry	VERB
eurjchem-609	16	10	out	out	ADP
eurjchem-609	16	11	by	by	ADP
eurjchem-609	16	12	using	use	VERB
eurjchem-609	16	13	silica	silica	NOUN
eurjchem-609	16	14	gel	gel	NOUN
eurjchem-609	16	15	60	60	NUM
eurjchem-609	16	16	f254	f254	PROPN
eurjchem-609	16	17	pre‐coated	pre‐coate	VERB
eurjchem-609	16	18	plates	plate	NOUN
eurjchem-609	16	19	.	.	PUNCT
eurjchem-609	17	1	visualization	visualization	NOUN
eurjchem-609	17	2	was	be	AUX
eurjchem-609	17	3	accomplished	accomplish	VERB
eurjchem-609	17	4	with	with	ADP
eurjchem-609	17	5	uv	uv	NOUN
eurjchem-609	17	6	lamp	lamp	NOUN
eurjchem-609	17	7	and	and	CCONJ
eurjchem-609	17	8	i2	i2	PROPN
eurjchem-609	17	9	stain	stain	NOUN
eurjchem-609	17	10	.	.	PUNCT
eurjchem-609	18	1	all	all	DET
eurjchem-609	18	2	products	product	NOUN
eurjchem-609	18	3	were	be	AUX
eurjchem-609	18	4	characterized	characterize	VERB
eurjchem-609	18	5	by	by	ADP
eurjchem-609	18	6	their	their	PRON
eurjchem-609	18	7	nmr	nmr	NOUN
eurjchem-609	18	8	and	and	CCONJ
eurjchem-609	18	9	mass	mass	ADJ
eurjchem-609	18	10	spectra	spectra	NOUN
eurjchem-609	18	11	.	.	PUNCT
eurjchem-609	19	1	2.1	2.1	NUM
eurjchem-609	19	2	.	.	PUNCT
eurjchem-609	20	1	instrumentation	instrumentation	NOUN
eurjchem-609	20	2	1h	1h	NUM
eurjchem-609	20	3	nmr	nmr	NOUN
eurjchem-609	20	4	and	and	CCONJ
eurjchem-609	20	5	13c	13c	NOUN
eurjchem-609	20	6	nmr	nmr	NOUN
eurjchem-609	20	7	were	be	AUX
eurjchem-609	20	8	recorded	record	VERB
eurjchem-609	20	9	on	on	ADP
eurjchem-609	20	10	varian	varian	PROPN
eurjchem-609	20	11	gemini	gemini	PROPN
eurjchem-609	20	12	200	200	NUM
eurjchem-609	20	13	mhz	mhz	NOUN
eurjchem-609	20	14	,	,	PUNCT
eurjchem-609	20	15	bruker	bruker	ADJ
eurjchem-609	20	16	avance	avance	NOUN
eurjchem-609	20	17	300	300	NUM
eurjchem-609	20	18	mhz	mhz	NOUN
eurjchem-609	20	19	(	(	PUNCT
eurjchem-609	20	20	1h	1h	NUM
eurjchem-609	20	21	)	)	PUNCT
eurjchem-609	20	22	and	and	CCONJ
eurjchem-609	20	23	50	50	NUM
eurjchem-609	20	24	mhz	mhz	NOUN
eurjchem-609	20	25	(	(	PUNCT
eurjchem-609	20	26	13c	13c	NOUN
eurjchem-609	20	27	)	)	PUNCT
eurjchem-609	20	28	spectrometers	spectrometer	NOUN
eurjchem-609	20	29	200	200	NUM
eurjchem-609	20	30	or	or	CCONJ
eurjchem-609	20	31	300	300	NUM
eurjchem-609	20	32	mhz	mhz	NOUN
eurjchem-609	20	33	,	,	PUNCT
eurjchem-609	20	34	in	in	ADP
eurjchem-609	20	35	cdcl3	cdcl3	NOUN
eurjchem-609	20	36	using	use	VERB
eurjchem-609	20	37	tms	tms	PROPN
eurjchem-609	20	38	as	as	SCONJ
eurjchem-609	20	39	the	the	DET
eurjchem-609	20	40	internal	internal	ADJ
eurjchem-609	20	41	standard	standard	ADJ
eurjchem-609	20	42	and	and	CCONJ
eurjchem-609	20	43	chemical	chemical	ADJ
eurjchem-609	20	44	shifts	shift	NOUN
eurjchem-609	20	45	were	be	AUX
eurjchem-609	20	46	reported	report	VERB
eurjchem-609	20	47	in	in	ADP
eurjchem-609	20	48	parts	part	NOUN
eurjchem-609	20	49	per	per	ADP
eurjchem-609	20	50	million	million	NUM
eurjchem-609	20	51	(	(	PUNCT
eurjchem-609	20	52	ppm	ppm	NOUN
eurjchem-609	20	53	,	,	PUNCT
eurjchem-609	20	54			NUM
eurjchem-609	20	55	)	)	PUNCT
eurjchem-609	20	56	downfield	downfield	VERB
eurjchem-609	20	57	from	from	ADP
eurjchem-609	20	58	the	the	DET
eurjchem-609	20	59	tetramethylsilane	tetramethylsilane	NOUN
eurjchem-609	20	60	.	.	PUNCT
eurjchem-609	21	1	ft‐	ft‐	PROPN
eurjchem-609	21	2	ir	ir	PROPN
eurjchem-609	21	3	spectra	spectra	PROPN
eurjchem-609	21	4	were	be	AUX
eurjchem-609	21	5	recorded	record	VERB
eurjchem-609	21	6	with	with	ADP
eurjchem-609	21	7	perkin	perkin	PROPN
eurjchem-609	21	8	elmer	elmer	PROPN
eurjchem-609	21	9	rx1	rx1	PROPN
eurjchem-609	21	10	ft‐ir	ft‐ir	NOUN
eurjchem-609	21	11	spectrophotometer	spectrophotometer	NOUN
eurjchem-609	21	12	.	.	PUNCT
eurjchem-609	22	1	mass	mass	PROPN
eurjchem-609	22	2	spectra	spectra	PROPN
eurjchem-609	22	3	were	be	AUX
eurjchem-609	22	4	recorded	record	VERB
eurjchem-609	22	5	with	with	ADP
eurjchem-609	22	6	vg	vg	NOUN
eurjchem-609	22	7	autospec	autospec	NOUN
eurjchem-609	22	8	instrument	instrument	NOUN
eurjchem-609	22	9	;	;	PUNCT
eurjchem-609	22	10	in	in	ADP
eurjchem-609	22	11	m	m	PROPN
eurjchem-609	22	12	/	/	SYM
eurjchem-609	22	13	z	z	NOUN
eurjchem-609	22	14	ratio	ratio	NOUN
eurjchem-609	22	15	.	.	PUNCT
eurjchem-609	23	1	optical	optical	ADJ
eurjchem-609	23	2	rotations	rotation	NOUN
eurjchem-609	23	3	were	be	AUX
eurjchem-609	23	4	determined	determine	VERB
eurjchem-609	23	5	with	with	ADP
eurjchem-609	23	6	jasco	jasco	ADJ
eurjchem-609	23	7	dip	dip	NOUN
eurjchem-609	23	8	360	360	NUM
eurjchem-609	23	9	digital	digital	ADJ
eurjchem-609	23	10	polarimeter	polarimeter	NOUN
eurjchem-609	23	11	.	.	PUNCT
eurjchem-609	24	1	column	column	PROPN
eurjchem-609	24	2	chromatography	chromatography	NOUN
eurjchem-609	24	3	was	be	AUX
eurjchem-609	24	4	carried	carry	VERB
eurjchem-609	24	5	out	out	ADP
eurjchem-609	24	6	with	with	ADP
eurjchem-609	24	7	silica	silica	NOUN
eurjchem-609	24	8	gel	gel	NOUN
eurjchem-609	24	9	(	(	PUNCT
eurjchem-609	24	10	bdh	bdh	NOUN
eurjchem-609	24	11	100‐200	100‐200	NUM
eurjchem-609	24	12	mesh	mesh	NOUN
eurjchem-609	24	13	)	)	PUNCT
eurjchem-609	24	14	and	and	CCONJ
eurjchem-609	24	15	tlc	tlc	VERB
eurjchem-609	24	16	with	with	ADP
eurjchem-609	24	17	silica	silica	NOUN
eurjchem-609	24	18	gel	gel	NOUN
eurjchem-609	24	19	gf254	gf254	PROPN
eurjchem-609	24	20	precoated	precoate	VERB
eurjchem-609	24	21	plates	plate	NOUN
eurjchem-609	24	22	.	.	PUNCT
eurjchem-609	25	1	all	all	DET
eurjchem-609	25	2	melting	melt	VERB
eurjchem-609	25	3	points	point	NOUN
eurjchem-609	25	4	were	be	AUX
eurjchem-609	25	5	determined	determine	VERB
eurjchem-609	25	6	on	on	ADP
eurjchem-609	25	7	a	a	DET
eurjchem-609	25	8	fisher‐johns	fisher‐johns	NOUN
eurjchem-609	25	9	melting	melting	NOUN
eurjchem-609	25	10	point	point	NOUN
eurjchem-609	25	11	apparatus	apparatus	NOUN
eurjchem-609	25	12	and	and	CCONJ
eurjchem-609	25	13	are	be	AUX
eurjchem-609	25	14	uncorrected	uncorrecte	VERB
eurjchem-609	25	15	.	.	PUNCT
eurjchem-609	26	1	2.2	2.2	NUM
eurjchem-609	26	2	.	.	PUNCT
eurjchem-609	26	3	synthesis	synthesis	NOUN
eurjchem-609	26	4	chemicals	chemical	NOUN
eurjchem-609	26	5	were	be	AUX
eurjchem-609	26	6	purchased	purchase	VERB
eurjchem-609	26	7	from	from	ADP
eurjchem-609	26	8	sigma	sigma	PROPN
eurjchem-609	26	9	aldrich	aldrich	PROPN
eurjchem-609	26	10	and	and	CCONJ
eurjchem-609	26	11	directly	directly	ADV
eurjchem-609	26	12	used	use	VERB
eurjchem-609	26	13	for	for	ADP
eurjchem-609	26	14	the	the	DET
eurjchem-609	26	15	synthesis	synthesis	NOUN
eurjchem-609	26	16	.	.	PUNCT
eurjchem-609	27	1	all	all	DET
eurjchem-609	27	2	solvents	solvent	NOUN
eurjchem-609	27	3	were	be	AUX
eurjchem-609	27	4	purified	purify	VERB
eurjchem-609	27	5	by	by	ADP
eurjchem-609	27	6	standard	standard	ADJ
eurjchem-609	27	7	techniques	technique	NOUN
eurjchem-609	27	8	and	and	CCONJ
eurjchem-609	27	9	reactions	reaction	NOUN
eurjchem-609	27	10	were	be	AUX
eurjchem-609	27	11	carried	carry	VERB
eurjchem-609	27	12	out	out	ADP
eurjchem-609	27	13	under	under	ADP
eurjchem-609	27	14	an	an	DET
eurjchem-609	27	15	atmosphere	atmosphere	NOUN
eurjchem-609	27	16	of	of	ADP
eurjchem-609	27	17	n2	n2	NOUN
eurjchem-609	27	18	in	in	ADP
eurjchem-609	27	19	anhydrous	anhydrous	ADJ
eurjchem-609	27	20	solvents	solvent	NOUN
eurjchem-609	27	21	.	.	PUNCT
eurjchem-609	28	1	visualization	visualization	NOUN
eurjchem-609	28	2	was	be	AUX
eurjchem-609	28	3	accomplished	accomplish	VERB
eurjchem-609	28	4	with	with	ADP
eurjchem-609	28	5	uv	uv	NOUN
eurjchem-609	28	6	lamp	lamp	NOUN
eurjchem-609	28	7	and	and	CCONJ
eurjchem-609	28	8	i2	i2	PROPN
eurjchem-609	28	9	stain	stain	NOUN
eurjchem-609	28	10	.	.	PUNCT
eurjchem-609	29	1	all	all	DET
eurjchem-609	29	2	products	product	NOUN
eurjchem-609	29	3	were	be	AUX
eurjchem-609	29	4	characterized	characterize	VERB
eurjchem-609	29	5	by	by	ADP
eurjchem-609	29	6	their	their	PRON
eurjchem-609	29	7	nmr	nmr	NOUN
eurjchem-609	29	8	and	and	CCONJ
eurjchem-609	29	9	mass	mass	PROPN
eurjchem-609	29	10	spectra	spectra	PROPN
eurjchem-609	29	11	.	.	PUNCT
eurjchem-609	30	1	tlc	tlc	PROPN
eurjchem-609	30	2	was	be	AUX
eurjchem-609	30	3	performed	perform	VERB
eurjchem-609	30	4	on	on	ADP
eurjchem-609	30	5	precoated	precoate	VERB
eurjchem-609	30	6	silica	silica	NOUN
eurjchem-609	30	7	gel	gel	NOUN
eurjchem-609	30	8	plates	plate	NOUN
eurjchem-609	30	9	(	(	PUNCT
eurjchem-609	30	10	60	60	NUM
eurjchem-609	30	11	f254	f254	PROPN
eurjchem-609	30	12	,	,	PUNCT
eurjchem-609	30	13	0.2	0.2	NUM
eurjchem-609	30	14	mm	mm	NOUN
eurjchem-609	30	15	layer	layer	NOUN
eurjchem-609	30	16	;	;	PUNCT
eurjchem-609	30	17	e.	e.	PROPN
eurjchem-609	30	18	merck	merck	PROPN
eurjchem-609	30	19	)	)	PUNCT
eurjchem-609	30	20	.	.	PUNCT
eurjchem-609	31	1	2.2.1	2.2.1	NUM
eurjchem-609	31	2	.	.	PUNCT
eurjchem-609	32	1	(	(	PUNCT
eurjchem-609	32	2	r)‐hept‐1‐en‐4‐ol	r)‐hept‐1‐en‐4‐ol	X
eurjchem-609	32	3	(	(	PUNCT
eurjchem-609	32	4	5	5	NUM
eurjchem-609	32	5	)	)	PUNCT
eurjchem-609	32	6	to	to	ADP
eurjchem-609	32	7	a	a	DET
eurjchem-609	32	8	stirred	stir	VERB
eurjchem-609	32	9	solution	solution	NOUN
eurjchem-609	32	10	of	of	ADP
eurjchem-609	32	11	ticl4	ticl4	PROPN
eurjchem-609	32	12	(	(	PUNCT
eurjchem-609	32	13	0.223	0.223	NUM
eurjchem-609	32	14	g	g	NOUN
eurjchem-609	32	15	,	,	PUNCT
eurjchem-609	32	16	2.08	2.08	NUM
eurjchem-609	32	17	mmol	mmol	NOUN
eurjchem-609	32	18	)	)	PUNCT
eurjchem-609	32	19	in	in	ADP
eurjchem-609	32	20	ch2cl2	ch2cl2	X
eurjchem-609	32	21	(	(	PUNCT
eurjchem-609	32	22	10	10	NUM
eurjchem-609	32	23	ml	ml	NOUN
eurjchem-609	32	24	)	)	PUNCT
eurjchem-609	32	25	was	be	AUX
eurjchem-609	32	26	added	add	VERB
eurjchem-609	32	27	dried	dried	ADJ
eurjchem-609	32	28	ti(oipr)4	ti(oipr)4	ADV
eurjchem-609	32	29	(	(	PUNCT
eurjchem-609	32	30	1.86	1.86	NUM
eurjchem-609	32	31	g	g	NOUN
eurjchem-609	32	32	,	,	PUNCT
eurjchem-609	32	33	6.24	6.24	NUM
eurjchem-609	32	34	mmol	mmol	NOUN
eurjchem-609	32	35	)	)	PUNCT
eurjchem-609	32	36	at	at	ADP
eurjchem-609	32	37	0	0	NUM
eurjchem-609	32	38	oc	oc	ADP
eurjchem-609	32	39	338	338	NUM
eurjchem-609	32	40	siddavatam	siddavatam	NOUN
eurjchem-609	32	41	et	et	PROPN
eurjchem-609	32	42	al	al	PROPN
eurjchem-609	32	43	.	.	PUNCT
eurjchem-609	32	44	/	/	SYM
eurjchem-609	32	45	european	european	PROPN
eurjchem-609	32	46	journal	journal	PROPN
eurjchem-609	32	47	of	of	ADP
eurjchem-609	32	48	chemistry	chemistry	NOUN
eurjchem-609	32	49	3	3	NUM
eurjchem-609	32	50	(	(	PUNCT
eurjchem-609	32	51	3	3	NUM
eurjchem-609	32	52	)	)	PUNCT
eurjchem-609	32	53	(	(	PUNCT
eurjchem-609	32	54	2012	2012	NUM
eurjchem-609	32	55	)	)	PUNCT
eurjchem-609	32	56	337‐339	337‐339	PROPN
eurjchem-609	32	57	reagents	reagent	NOUN
eurjchem-609	32	58	,	,	PUNCT
eurjchem-609	32	59	conditions	condition	NOUN
eurjchem-609	32	60	,	,	PUNCT
eurjchem-609	32	61	yields	yield	NOUN
eurjchem-609	32	62	:	:	PUNCT
eurjchem-609	32	63	(	(	PUNCT
eurjchem-609	32	64	a	a	X
eurjchem-609	32	65	)	)	PUNCT
eurjchem-609	32	66	(	(	PUNCT
eurjchem-609	32	67	s	s	X
eurjchem-609	32	68	,	,	PUNCT
eurjchem-609	32	69	s)‐i	s)‐i	X
eurjchem-609	32	70	(	(	PUNCT
eurjchem-609	32	71	20	20	NUM
eurjchem-609	32	72	mol%	mol%	NOUN
eurjchem-609	32	73	)	)	PUNCT
eurjchem-609	32	74	,	,	PUNCT
eurjchem-609	32	75	allyl	allyl	NOUN
eurjchem-609	32	76	(	(	PUNCT
eurjchem-609	32	77	tri‐n‐butyl	tri‐n‐butyl	NOUN
eurjchem-609	32	78	)	)	PUNCT
eurjchem-609	32	79	tin	tin	NOUN
eurjchem-609	32	80	,	,	PUNCT
eurjchem-609	32	81	ch2cl2	ch2cl2	NOUN
eurjchem-609	32	82	,	,	PUNCT
eurjchem-609	32	83	0	0	NUM
eurjchem-609	32	84	oc	oc	NOUN
eurjchem-609	32	85	,	,	PUNCT
eurjchem-609	32	86	12	12	NUM
eurjchem-609	32	87	h	h	NOUN
eurjchem-609	32	88	,	,	PUNCT
eurjchem-609	32	89	83	83	NUM
eurjchem-609	32	90	%	%	NOUN
eurjchem-609	32	91	;	;	PUNCT
eurjchem-609	32	92	(	(	PUNCT
eurjchem-609	32	93	b	b	X
eurjchem-609	32	94	)	)	PUNCT
eurjchem-609	32	95	boc2o	boc2o	PROPN
eurjchem-609	32	96	,	,	PUNCT
eurjchem-609	32	97	dmap	dmap	NOUN
eurjchem-609	32	98	,	,	PUNCT
eurjchem-609	32	99	ch3cn	ch3cn	NUM
eurjchem-609	32	100	,	,	PUNCT
eurjchem-609	32	101	0	0	NUM
eurjchem-609	32	102	oc‐room	oc‐room	PROPN
eurjchem-609	32	103	temperature	temperature	NOUN
eurjchem-609	32	104	,	,	PUNCT
eurjchem-609	32	105	10	10	NUM
eurjchem-609	32	106	h	h	NOUN
eurjchem-609	32	107	,	,	PUNCT
eurjchem-609	32	108	80	80	NUM
eurjchem-609	32	109	%	%	NOUN
eurjchem-609	32	110	;	;	PUNCT
eurjchem-609	32	111	(	(	PUNCT
eurjchem-609	32	112	c	c	X
eurjchem-609	32	113	)	)	PUNCT
eurjchem-609	32	114	i2	i2	PROPN
eurjchem-609	32	115	,	,	PUNCT
eurjchem-609	32	116	ch3cn	ch3cn	NUM
eurjchem-609	32	117	,	,	PUNCT
eurjchem-609	32	118	‐20	‐20	ADJ
eurjchem-609	32	119	oc	oc	NOUN
eurjchem-609	32	120	,	,	PUNCT
eurjchem-609	32	121	6	6	NUM
eurjchem-609	32	122	h	h	NOUN
eurjchem-609	32	123	,	,	PUNCT
eurjchem-609	32	124	70	70	NUM
eurjchem-609	32	125	%	%	NOUN
eurjchem-609	32	126	;	;	PUNCT
eurjchem-609	32	127	(	(	PUNCT
eurjchem-609	32	128	d	d	X
eurjchem-609	32	129	)	)	PUNCT
eurjchem-609	32	130	k2co3	k2co3	ADJ
eurjchem-609	32	131	,	,	PUNCT
eurjchem-609	32	132	meoh	meoh	NOUN
eurjchem-609	32	133	,	,	PUNCT
eurjchem-609	32	134	room	room	NOUN
eurjchem-609	32	135	temperature	temperature	NOUN
eurjchem-609	32	136	,	,	PUNCT
eurjchem-609	32	137	30	30	NUM
eurjchem-609	32	138	min	min	NOUN
eurjchem-609	32	139	,	,	PUNCT
eurjchem-609	32	140	84	84	NUM
eurjchem-609	32	141	%	%	NOUN
eurjchem-609	32	142	;	;	PUNCT
eurjchem-609	32	143	(	(	PUNCT
eurjchem-609	32	144	e	e	NOUN
eurjchem-609	32	145	)	)	PUNCT
eurjchem-609	32	146	tbscl	tbscl	PROPN
eurjchem-609	32	147	,	,	PUNCT
eurjchem-609	32	148	imidazole	imidazole	NOUN
eurjchem-609	32	149	,	,	PUNCT
eurjchem-609	32	150	ch2cl2	ch2cl2	PROPN
eurjchem-609	32	151	,	,	PUNCT
eurjchem-609	32	152	0o	0o	NUM
eurjchem-609	32	153	c‐room	c‐room	NOUN
eurjchem-609	32	154	temperature	temperature	NOUN
eurjchem-609	32	155	,	,	PUNCT
eurjchem-609	32	156	5	5	NUM
eurjchem-609	32	157	h	h	NOUN
eurjchem-609	32	158	,	,	PUNCT
eurjchem-609	32	159	89	89	NUM
eurjchem-609	32	160	%	%	NOUN
eurjchem-609	32	161	;	;	PUNCT
eurjchem-609	32	162	(	(	PUNCT
eurjchem-609	32	163	f	f	X
eurjchem-609	32	164	)	)	PUNCT
eurjchem-609	32	165	tmsi	tmsi	NOUN
eurjchem-609	32	166	,	,	PUNCT
eurjchem-609	32	167	n‐buli	n‐buli	PUNCT
eurjchem-609	32	168	,	,	PUNCT
eurjchem-609	32	169	thf	thf	NOUN
eurjchem-609	32	170	,	,	PUNCT
eurjchem-609	32	171	‐10	‐10	ADP
eurjchem-609	32	172	oc	oc	NOUN
eurjchem-609	32	173	to	to	PART
eurjchem-609	32	174	room	room	NOUN
eurjchem-609	32	175	temperature	temperature	NOUN
eurjchem-609	32	176	,	,	PUNCT
eurjchem-609	32	177	3	3	NUM
eurjchem-609	32	178	h	h	NOUN
eurjchem-609	32	179	,	,	PUNCT
eurjchem-609	32	180	86	86	NUM
eurjchem-609	32	181	%	%	NOUN
eurjchem-609	32	182	.	.	PUNCT
eurjchem-609	33	1	scheme	scheme	NOUN
eurjchem-609	33	2	1	1	NUM
eurjchem-609	33	3	under	under	ADP
eurjchem-609	33	4	nitrogen	nitrogen	NOUN
eurjchem-609	33	5	atmosphere	atmosphere	NOUN
eurjchem-609	33	6	and	and	CCONJ
eurjchem-609	33	7	the	the	DET
eurjchem-609	33	8	mixture	mixture	NOUN
eurjchem-609	33	9	was	be	AUX
eurjchem-609	33	10	allowed	allow	VERB
eurjchem-609	33	11	to	to	PART
eurjchem-609	33	12	warm	warm	VERB
eurjchem-609	33	13	to	to	AUX
eurjchem-609	33	14	room	room	NOUN
eurjchem-609	33	15	temperature	temperature	NOUN
eurjchem-609	33	16	.	.	PUNCT
eurjchem-609	34	1	after	after	SCONJ
eurjchem-609	34	2	1	1	NUM
eurjchem-609	34	3	h	h	NOUN
eurjchem-609	34	4	,	,	PUNCT
eurjchem-609	34	5	silver	silver	NOUN
eurjchem-609	34	6	(	(	PUNCT
eurjchem-609	34	7	i	i	NOUN
eurjchem-609	34	8	)	)	PUNCT
eurjchem-609	34	9	oxide	oxide	NOUN
eurjchem-609	34	10	(	(	PUNCT
eurjchem-609	34	11	0.963	0.963	NUM
eurjchem-609	34	12	g	g	NOUN
eurjchem-609	34	13	,	,	PUNCT
eurjchem-609	34	14	4.16	4.16	NUM
eurjchem-609	34	15	mmol	mmol	NOUN
eurjchem-609	34	16	)	)	PUNCT
eurjchem-609	34	17	was	be	AUX
eurjchem-609	34	18	added	add	VERB
eurjchem-609	34	19	at	at	ADP
eurjchem-609	34	20	room	room	NOUN
eurjchem-609	34	21	temperature	temperature	NOUN
eurjchem-609	34	22	,	,	PUNCT
eurjchem-609	34	23	and	and	CCONJ
eurjchem-609	34	24	the	the	DET
eurjchem-609	34	25	mixture	mixture	NOUN
eurjchem-609	34	26	was	be	AUX
eurjchem-609	34	27	stirred	stir	VERB
eurjchem-609	34	28	for	for	ADP
eurjchem-609	34	29	5	5	NUM
eurjchem-609	34	30	h	h	NOUN
eurjchem-609	34	31	under	under	ADP
eurjchem-609	34	32	exclusion	exclusion	NOUN
eurjchem-609	34	33	of	of	ADP
eurjchem-609	34	34	direct	direct	ADJ
eurjchem-609	34	35	light	light	NOUN
eurjchem-609	34	36	.	.	PUNCT
eurjchem-609	35	1	the	the	DET
eurjchem-609	35	2	mixture	mixture	NOUN
eurjchem-609	35	3	was	be	AUX
eurjchem-609	35	4	diluted	dilute	VERB
eurjchem-609	35	5	with	with	ADP
eurjchem-609	35	6	ch2cl2	ch2cl2	PUNCT
eurjchem-609	35	7	(	(	PUNCT
eurjchem-609	35	8	50	50	NUM
eurjchem-609	35	9	ml	ml	NOUN
eurjchem-609	35	10	)	)	PUNCT
eurjchem-609	35	11	,	,	PUNCT
eurjchem-609	35	12	and	and	CCONJ
eurjchem-609	35	13	treated	treat	VERB
eurjchem-609	35	14	with	with	ADP
eurjchem-609	35	15	(	(	PUNCT
eurjchem-609	35	16	s)‐binol	s)‐binol	PROPN
eurjchem-609	35	17	(	(	PUNCT
eurjchem-609	35	18	2.379	2.379	NUM
eurjchem-609	35	19	g	g	NOUN
eurjchem-609	35	20	,	,	PUNCT
eurjchem-609	35	21	8.32	8.32	NUM
eurjchem-609	35	22	mmol	mmol	NOUN
eurjchem-609	35	23	)	)	PUNCT
eurjchem-609	35	24	at	at	ADP
eurjchem-609	35	25	room	room	NOUN
eurjchem-609	35	26	temperature	temperature	NOUN
eurjchem-609	35	27	for	for	ADP
eurjchem-609	35	28	2	2	NUM
eurjchem-609	35	29	h	h	NOUN
eurjchem-609	35	30	to	to	PART
eurjchem-609	35	31	furnish	furnish	VERB
eurjchem-609	35	32	chiral	chiral	ADJ
eurjchem-609	35	33	bis‐ti(iv	bis‐ti(iv	NOUN
eurjchem-609	35	34	)	)	PUNCT
eurjchem-609	35	35	oxide	oxide	NOUN
eurjchem-609	35	36	(	(	PUNCT
eurjchem-609	35	37	s	s	PROPN
eurjchem-609	35	38	,	,	PUNCT
eurjchem-609	35	39	s)‐i	s)‐i	PROPN
eurjchem-609	35	40	.	.	PUNCT
eurjchem-609	36	1	the	the	DET
eurjchem-609	36	2	in	in	ADP
eurjchem-609	36	3	situ	situ	NOUN
eurjchem-609	36	4	generated	generate	VERB
eurjchem-609	36	5	(	(	PUNCT
eurjchem-609	36	6	s	s	PROPN
eurjchem-609	36	7	,	,	PUNCT
eurjchem-609	36	8	s)‐i	s)‐i	NOUN
eurjchem-609	36	9	was	be	AUX
eurjchem-609	36	10	cooled	cool	VERB
eurjchem-609	36	11	to	to	ADP
eurjchem-609	36	12	–	–	PUNCT
eurjchem-609	36	13	15	15	NUM
eurjchem-609	36	14	oc	oc	NOUN
eurjchem-609	36	15	,	,	PUNCT
eurjchem-609	36	16	and	and	CCONJ
eurjchem-609	36	17	treated	treat	VERB
eurjchem-609	36	18	sequentially	sequentially	ADV
eurjchem-609	36	19	with	with	ADP
eurjchem-609	36	20	aldehyde	aldehyde	NOUN
eurjchem-609	36	21	4	4	NUM
eurjchem-609	36	22	(	(	PUNCT
eurjchem-609	36	23	3	3	NUM
eurjchem-609	36	24	g	g	NOUN
eurjchem-609	36	25	,	,	PUNCT
eurjchem-609	36	26	41	41	NUM
eurjchem-609	36	27	mmol	mmol	NOUN
eurjchem-609	36	28	)	)	PUNCT
eurjchem-609	36	29	and	and	CCONJ
eurjchem-609	36	30	allyltri‐n‐butyltin	allyltri‐n‐butyltin	NOUN
eurjchem-609	36	31	(	(	PUNCT
eurjchem-609	36	32	16.72	16.72	NUM
eurjchem-609	36	33	g	g	NOUN
eurjchem-609	36	34	,	,	PUNCT
eurjchem-609	36	35	54	54	NUM
eurjchem-609	36	36	mmol	mmol	NOUN
eurjchem-609	36	37	)	)	PUNCT
eurjchem-609	36	38	at	at	ADP
eurjchem-609	36	39	the	the	DET
eurjchem-609	36	40	same	same	ADJ
eurjchem-609	36	41	temperature	temperature	NOUN
eurjchem-609	36	42	.	.	PUNCT
eurjchem-609	37	1	the	the	DET
eurjchem-609	37	2	mixture	mixture	NOUN
eurjchem-609	37	3	was	be	AUX
eurjchem-609	37	4	allowed	allow	VERB
eurjchem-609	37	5	to	to	PART
eurjchem-609	37	6	warm	warm	VERB
eurjchem-609	37	7	to	to	ADP
eurjchem-609	37	8	0	0	NUM
eurjchem-609	37	9	oc	oc	NOUN
eurjchem-609	37	10	and	and	CCONJ
eurjchem-609	37	11	stirred	stir	VERB
eurjchem-609	37	12	for	for	ADP
eurjchem-609	37	13	20	20	NUM
eurjchem-609	37	14	h.	h.	NOUN
eurjchem-609	37	15	the	the	DET
eurjchem-609	37	16	reaction	reaction	NOUN
eurjchem-609	37	17	mixture	mixture	NOUN
eurjchem-609	37	18	was	be	AUX
eurjchem-609	37	19	quenched	quench	VERB
eurjchem-609	37	20	with	with	ADP
eurjchem-609	37	21	saturated	saturate	VERB
eurjchem-609	37	22	aqueous	aqueous	ADJ
eurjchem-609	37	23	nahco3	nahco3	NOUN
eurjchem-609	37	24	(	(	PUNCT
eurjchem-609	37	25	60	60	NUM
eurjchem-609	37	26	ml	ml	NOUN
eurjchem-609	37	27	)	)	PUNCT
eurjchem-609	37	28	,	,	PUNCT
eurjchem-609	37	29	and	and	CCONJ
eurjchem-609	37	30	extracted	extract	VERB
eurjchem-609	37	31	with	with	ADP
eurjchem-609	37	32	ether	ether	NOUN
eurjchem-609	37	33	(	(	PUNCT
eurjchem-609	37	34	3	3	NUM
eurjchem-609	37	35	x	x	SYM
eurjchem-609	37	36	60	60	NUM
eurjchem-609	37	37	ml	ml	NOUN
eurjchem-609	37	38	)	)	PUNCT
eurjchem-609	37	39	.	.	PUNCT
eurjchem-609	38	1	the	the	DET
eurjchem-609	38	2	organic	organic	ADJ
eurjchem-609	38	3	extracts	extract	NOUN
eurjchem-609	38	4	were	be	AUX
eurjchem-609	38	5	dried	dry	VERB
eurjchem-609	38	6	over	over	ADP
eurjchem-609	38	7	anhydrous	anhydrous	ADJ
eurjchem-609	38	8	na2so4	na2so4	NOUN
eurjchem-609	38	9	.	.	PUNCT
eurjchem-609	39	1	evaporation	evaporation	NOUN
eurjchem-609	39	2	of	of	ADP
eurjchem-609	39	3	solvents	solvent	NOUN
eurjchem-609	39	4	and	and	CCONJ
eurjchem-609	39	5	purification	purification	NOUN
eurjchem-609	39	6	of	of	ADP
eurjchem-609	39	7	the	the	DET
eurjchem-609	39	8	residue	residue	NOUN
eurjchem-609	39	9	by	by	ADP
eurjchem-609	39	10	column	column	NOUN
eurjchem-609	39	11	chromatography	chromatography	NOUN
eurjchem-609	39	12	on	on	ADP
eurjchem-609	39	13	silica	silica	NOUN
eurjchem-609	39	14	gel	gel	NOUN
eurjchem-609	39	15	(	(	PUNCT
eurjchem-609	39	16	5	5	NUM
eurjchem-609	39	17	%	%	NOUN
eurjchem-609	39	18	etoac	etoac	ADJ
eurjchem-609	39	19	/	/	SYM
eurjchem-609	39	20	hexane	hexane	NOUN
eurjchem-609	39	21	)	)	PUNCT
eurjchem-609	39	22	gave	give	VERB
eurjchem-609	39	23	homoallyl	homoallyl	VERB
eurjchem-609	39	24	alcohol	alcohol	NOUN
eurjchem-609	39	25	5	5	NUM
eurjchem-609	39	26	(	(	PUNCT
eurjchem-609	39	27	3.53	3.53	NUM
eurjchem-609	39	28	g	g	NOUN
eurjchem-609	39	29	,	,	PUNCT
eurjchem-609	39	30	83	83	NUM
eurjchem-609	39	31	%	%	NOUN
eurjchem-609	39	32	yield	yield	NOUN
eurjchem-609	39	33	)	)	PUNCT
eurjchem-609	39	34	as	as	ADP
eurjchem-609	39	35	colorless	colorless	ADJ
eurjchem-609	39	36	liquid	liquid	NOUN
eurjchem-609	39	37	(	(	PUNCT
eurjchem-609	39	38	scheme	scheme	NOUN
eurjchem-609	39	39	1	1	NUM
eurjchem-609	39	40	)	)	PUNCT
eurjchem-609	39	41	.	.	PUNCT
eurjchem-609	40	1	[	[	X
eurjchem-609	40	2	α]d25	α]d25	NOUN
eurjchem-609	40	3	=	=	SYM
eurjchem-609	40	4	+7.1	+7.1	PROPN
eurjchem-609	40	5	(	(	PUNCT
eurjchem-609	40	6	c	c	NOUN
eurjchem-609	40	7	1.0	1.0	NUM
eurjchem-609	40	8	,	,	PUNCT
eurjchem-609	40	9	chcl3	chcl3	PROPN
eurjchem-609	40	10	)	)	PUNCT
eurjchem-609	40	11	,	,	PUNCT
eurjchem-609	40	12	ir	ir	PROPN
eurjchem-609	40	13	(	(	PUNCT
eurjchem-609	40	14	cm‐1	cm‐1	PROPN
eurjchem-609	40	15	):	):	PUNCT
eurjchem-609	40	16	2985	2985	NUM
eurjchem-609	40	17	,	,	PUNCT
eurjchem-609	40	18	1486	1486	NUM
eurjchem-609	40	19	,	,	PUNCT
eurjchem-609	40	20	1371	1371	NUM
eurjchem-609	40	21	,	,	PUNCT
eurjchem-609	40	22	1212	1212	NUM
eurjchem-609	40	23	.	.	PUNCT
eurjchem-609	41	1	1h	1h	NUM
eurjchem-609	41	2	nmr	nmr	NOUN
eurjchem-609	41	3	(	(	PUNCT
eurjchem-609	41	4	200	200	NUM
eurjchem-609	41	5	mhz	mhz	NOUN
eurjchem-609	41	6	,	,	PUNCT
eurjchem-609	41	7	cdcl3	cdcl3	PROPN
eurjchem-609	41	8	,	,	PUNCT
eurjchem-609	41	9	δ	δ	PROPN
eurjchem-609	41	10	,	,	PUNCT
eurjchem-609	41	11	ppm	ppm	NUM
eurjchem-609	41	12	):	):	PUNCT
eurjchem-609	41	13	5.80	5.80	NUM
eurjchem-609	41	14	(	(	PUNCT
eurjchem-609	41	15	1h	1h	NUM
eurjchem-609	41	16	,	,	PUNCT
eurjchem-609	41	17	m	m	NOUN
eurjchem-609	41	18	)	)	PUNCT
eurjchem-609	41	19	,	,	PUNCT
eurjchem-609	41	20	5.16‐5.05	5.16‐5.05	NUM
eurjchem-609	41	21	(	(	PUNCT
eurjchem-609	41	22	2h	2h	NUM
eurjchem-609	41	23	,	,	PUNCT
eurjchem-609	41	24	m	m	NOUN
eurjchem-609	41	25	)	)	PUNCT
eurjchem-609	41	26	,	,	PUNCT
eurjchem-609	41	27	3.73	3.73	NUM
eurjchem-609	41	28	(	(	PUNCT
eurjchem-609	41	29	1h	1h	NUM
eurjchem-609	41	30	,	,	PUNCT
eurjchem-609	41	31	m	m	NOUN
eurjchem-609	41	32	)	)	PUNCT
eurjchem-609	41	33	,	,	PUNCT
eurjchem-609	41	34	2.34‐2.13	2.34‐2.13	NUM
eurjchem-609	41	35	(	(	PUNCT
eurjchem-609	41	36	2h	2h	NUM
eurjchem-609	41	37	,	,	PUNCT
eurjchem-609	41	38	m	m	NOUN
eurjchem-609	41	39	)	)	PUNCT
eurjchem-609	41	40	,	,	PUNCT
eurjchem-609	41	41	1.52‐1.30	1.52‐1.30	NUM
eurjchem-609	41	42	(	(	PUNCT
eurjchem-609	41	43	4h	4h	NUM
eurjchem-609	41	44	,	,	PUNCT
eurjchem-609	41	45	m	m	PROPN
eurjchem-609	41	46	)	)	PUNCT
eurjchem-609	41	47	,	,	PUNCT
eurjchem-609	41	48	0.92	0.92	NUM
eurjchem-609	41	49	(	(	PUNCT
eurjchem-609	41	50	3h	3h	NUM
eurjchem-609	41	51	,	,	PUNCT
eurjchem-609	41	52	t	t	PROPN
eurjchem-609	41	53	,	,	PUNCT
eurjchem-609	41	54	j	j	PROPN
eurjchem-609	41	55	=	=	SYM
eurjchem-609	41	56	7.0	7.0	NUM
eurjchem-609	41	57	hz	hz	NOUN
eurjchem-609	41	58	)	)	PUNCT
eurjchem-609	41	59	.	.	PUNCT
eurjchem-609	42	1	13c	13c	NOUN
eurjchem-609	42	2	nmr	nmr	NOUN
eurjchem-609	42	3	(	(	PUNCT
eurjchem-609	42	4	50	50	NUM
eurjchem-609	42	5	mhz	mhz	NOUN
eurjchem-609	42	6	,	,	PUNCT
eurjchem-609	42	7	cdcl3	cdcl3	PROPN
eurjchem-609	42	8	,	,	PUNCT
eurjchem-609	42	9	δ	δ	PROPN
eurjchem-609	42	10	,	,	PUNCT
eurjchem-609	42	11	ppm	ppm	NOUN
eurjchem-609	42	12	):	):	PUNCT
eurjchem-609	42	13	134.5	134.5	NUM
eurjchem-609	42	14	,	,	PUNCT
eurjchem-609	42	15	118.0	118.0	NUM
eurjchem-609	42	16	,	,	PUNCT
eurjchem-609	42	17	71.4	71.4	NUM
eurjchem-609	42	18	,	,	PUNCT
eurjchem-609	42	19	42.0	42.0	NUM
eurjchem-609	42	20	,	,	PUNCT
eurjchem-609	42	21	38.9	38.9	NUM
eurjchem-609	42	22	,	,	PUNCT
eurjchem-609	42	23	19.0	19.0	NUM
eurjchem-609	42	24	,	,	PUNCT
eurjchem-609	42	25	14.1	14.1	NUM
eurjchem-609	42	26	.	.	PUNCT
eurjchem-609	43	1	esi‐ms	esi‐ms	PROPN
eurjchem-609	43	2	(	(	PUNCT
eurjchem-609	43	3	m	m	PROPN
eurjchem-609	43	4	/	/	SYM
eurjchem-609	43	5	z	z	NOUN
eurjchem-609	43	6	):	):	PUNCT
eurjchem-609	43	7	115	115	NUM
eurjchem-609	44	1	[	[	X
eurjchem-609	44	2	m+h]+	m+h]+	X
eurjchem-609	44	3	.	.	PUNCT
eurjchem-609	45	1	anal	anal	PROPN
eurjchem-609	45	2	.	.	PUNCT
eurjchem-609	45	3	calcd	calcd	NOUN
eurjchem-609	45	4	.	.	PUNCT
eurjchem-609	46	1	for	for	ADP
eurjchem-609	46	2	c7h14o	c7h14o	NOUN
eurjchem-609	46	3	:	:	PUNCT
eurjchem-609	46	4	c	c	X
eurjchem-609	46	5	,	,	PUNCT
eurjchem-609	46	6	73.68	73.68	NUM
eurjchem-609	46	7	;	;	PUNCT
eurjchem-609	46	8	h	h	NOUN
eurjchem-609	46	9	,	,	PUNCT
eurjchem-609	46	10	12.28	12.28	NUM
eurjchem-609	46	11	.	.	PUNCT
eurjchem-609	47	1	found	find	VERB
eurjchem-609	47	2	:	:	PUNCT
eurjchem-609	48	1	c	c	X
eurjchem-609	48	2	,	,	PUNCT
eurjchem-609	48	3	73.57	73.57	NUM
eurjchem-609	48	4	;	;	PUNCT
eurjchem-609	48	5	h	h	NOUN
eurjchem-609	48	6	,	,	PUNCT
eurjchem-609	48	7	12.32	12.32	NUM
eurjchem-609	48	8	%	%	NOUN
eurjchem-609	48	9	.	.	PUNCT
eurjchem-609	49	1	2.2.2	2.2.2	X
eurjchem-609	49	2	.	.	PUNCT
eurjchem-609	50	1	(	(	PUNCT
eurjchem-609	50	2	r)‐tert‐butylhept‐1‐en‐4‐yl	r)‐tert‐butylhept‐1‐en‐4‐yl	PROPN
eurjchem-609	50	3	carbonate	carbonate	NOUN
eurjchem-609	50	4	(	(	PUNCT
eurjchem-609	50	5	6	6	NUM
eurjchem-609	50	6	)	)	PUNCT
eurjchem-609	50	7	to	to	ADP
eurjchem-609	50	8	a	a	DET
eurjchem-609	50	9	solution	solution	NOUN
eurjchem-609	50	10	of	of	ADP
eurjchem-609	50	11	alcohol	alcohol	NOUN
eurjchem-609	50	12	5	5	NUM
eurjchem-609	50	13	(	(	PUNCT
eurjchem-609	50	14	3.5	3.5	NUM
eurjchem-609	50	15	g	g	NOUN
eurjchem-609	50	16	,	,	PUNCT
eurjchem-609	50	17	30.7	30.7	NUM
eurjchem-609	50	18	mmol	mmol	NOUN
eurjchem-609	50	19	)	)	PUNCT
eurjchem-609	50	20	in	in	ADP
eurjchem-609	50	21	ch3cn	ch3cn	PROPN
eurjchem-609	50	22	(	(	PUNCT
eurjchem-609	50	23	50	50	NUM
eurjchem-609	50	24	ml	ml	NOUN
eurjchem-609	50	25	)	)	PUNCT
eurjchem-609	50	26	were	be	AUX
eurjchem-609	50	27	added	add	VERB
eurjchem-609	50	28	boc2o	boc2o	PROPN
eurjchem-609	50	29	(	(	PUNCT
eurjchem-609	50	30	15.05	15.05	NUM
eurjchem-609	50	31	g	g	NOUN
eurjchem-609	50	32	,	,	PUNCT
eurjchem-609	50	33	46.05	46.05	NUM
eurjchem-609	50	34	mmol	mmol	NOUN
eurjchem-609	50	35	)	)	PUNCT
eurjchem-609	50	36	and	and	CCONJ
eurjchem-609	50	37	dmap	dmap	NOUN
eurjchem-609	50	38	(	(	PUNCT
eurjchem-609	50	39	1.46	1.46	NUM
eurjchem-609	50	40	g	g	NOUN
eurjchem-609	50	41	,	,	PUNCT
eurjchem-609	50	42	12	12	NUM
eurjchem-609	50	43	mmol	mmol	NOUN
eurjchem-609	50	44	)	)	PUNCT
eurjchem-609	50	45	at	at	ADP
eurjchem-609	50	46	0	0	NUM
eurjchem-609	50	47	oc	oc	NOUN
eurjchem-609	50	48	.	.	PUNCT
eurjchem-609	51	1	after	after	ADP
eurjchem-609	51	2	5	5	NUM
eurjchem-609	51	3	h	h	NOUN
eurjchem-609	51	4	of	of	ADP
eurjchem-609	51	5	stirring	stirring	NOUN
eurjchem-609	51	6	,	,	PUNCT
eurjchem-609	51	7	the	the	DET
eurjchem-609	51	8	solvent	solvent	NOUN
eurjchem-609	51	9	was	be	AUX
eurjchem-609	51	10	evaporated	evaporate	VERB
eurjchem-609	51	11	under	under	ADP
eurjchem-609	51	12	reduced	reduced	ADJ
eurjchem-609	51	13	pressure	pressure	NOUN
eurjchem-609	51	14	.	.	PUNCT
eurjchem-609	52	1	the	the	DET
eurjchem-609	52	2	residue	residue	NOUN
eurjchem-609	52	3	was	be	AUX
eurjchem-609	52	4	taken	take	VERB
eurjchem-609	52	5	up	up	ADP
eurjchem-609	52	6	in	in	ADP
eurjchem-609	52	7	etoh	etoh	NOUN
eurjchem-609	52	8	(	(	PUNCT
eurjchem-609	52	9	50	50	NUM
eurjchem-609	52	10	ml	ml	NOUN
eurjchem-609	52	11	)	)	PUNCT
eurjchem-609	52	12	,	,	PUNCT
eurjchem-609	52	13	and	and	CCONJ
eurjchem-609	52	14	imidazole	imidazole	NOUN
eurjchem-609	52	15	(	(	PUNCT
eurjchem-609	52	16	8.13	8.13	NUM
eurjchem-609	52	17	g	g	NOUN
eurjchem-609	52	18	,	,	PUNCT
eurjchem-609	52	19	123.2	123.2	NUM
eurjchem-609	52	20	mmol	mmol	NOUN
eurjchem-609	52	21	)	)	PUNCT
eurjchem-609	52	22	was	be	AUX
eurjchem-609	52	23	added	add	VERB
eurjchem-609	52	24	.	.	PUNCT
eurjchem-609	53	1	the	the	DET
eurjchem-609	53	2	resulting	result	VERB
eurjchem-609	53	3	mixture	mixture	NOUN
eurjchem-609	53	4	was	be	AUX
eurjchem-609	53	5	stirred	stir	VERB
eurjchem-609	53	6	at	at	ADP
eurjchem-609	53	7	room	room	NOUN
eurjchem-609	53	8	temperature	temperature	NOUN
eurjchem-609	53	9	for	for	ADP
eurjchem-609	53	10	15	15	NUM
eurjchem-609	53	11	min	min	NOUN
eurjchem-609	53	12	.	.	PROPN
eurjchem-609	54	1	and	and	CCONJ
eurjchem-609	54	2	ch2cl2	ch2cl2	PROPN
eurjchem-609	54	3	was	be	AUX
eurjchem-609	54	4	added	add	VERB
eurjchem-609	54	5	.	.	PUNCT
eurjchem-609	55	1	the	the	DET
eurjchem-609	55	2	organic	organic	ADJ
eurjchem-609	55	3	phase	phase	NOUN
eurjchem-609	55	4	was	be	AUX
eurjchem-609	55	5	washed	wash	VERB
eurjchem-609	55	6	with	with	ADP
eurjchem-609	55	7	5	5	NUM
eurjchem-609	55	8	%	%	NOUN
eurjchem-609	55	9	hcl	hcl	NOUN
eurjchem-609	55	10	solution	solution	NOUN
eurjchem-609	55	11	,	,	PUNCT
eurjchem-609	55	12	dried	dry	VERB
eurjchem-609	55	13	over	over	ADP
eurjchem-609	55	14	na2so4	na2so4	NOUN
eurjchem-609	55	15	,	,	PUNCT
eurjchem-609	55	16	filtered	filter	VERB
eurjchem-609	55	17	and	and	CCONJ
eurjchem-609	55	18	concentrated	concentrate	VERB
eurjchem-609	55	19	in	in	ADP
eurjchem-609	55	20	vacuo	vacuo	PROPN
eurjchem-609	55	21	.	.	PUNCT
eurjchem-609	56	1	purification	purification	NOUN
eurjchem-609	56	2	of	of	ADP
eurjchem-609	56	3	the	the	DET
eurjchem-609	56	4	residue	residue	NOUN
eurjchem-609	56	5	by	by	ADP
eurjchem-609	56	6	column	column	NOUN
eurjchem-609	56	7	chromatography	chromatography	NOUN
eurjchem-609	56	8	(	(	PUNCT
eurjchem-609	56	9	1	1	NUM
eurjchem-609	56	10	%	%	NOUN
eurjchem-609	56	11	etoac	etoac	ADJ
eurjchem-609	56	12	/	/	SYM
eurjchem-609	56	13	hexane	hexane	NOUN
eurjchem-609	56	14	)	)	PUNCT
eurjchem-609	56	15	gave	give	VERB
eurjchem-609	56	16	6	6	NUM
eurjchem-609	56	17	(	(	PUNCT
eurjchem-609	56	18	4.75	4.75	NUM
eurjchem-609	56	19	g	g	NOUN
eurjchem-609	56	20	,	,	PUNCT
eurjchem-609	56	21	80	80	NUM
eurjchem-609	56	22	%	%	NOUN
eurjchem-609	56	23	yield	yield	NOUN
eurjchem-609	56	24	)	)	PUNCT
eurjchem-609	56	25	as	as	ADP
eurjchem-609	56	26	colorless	colorless	ADJ
eurjchem-609	56	27	liquid	liquid	NOUN
eurjchem-609	56	28	(	(	PUNCT
eurjchem-609	56	29	scheme	scheme	NOUN
eurjchem-609	56	30	1	1	NUM
eurjchem-609	56	31	)	)	PUNCT
eurjchem-609	56	32	.	.	PUNCT
eurjchem-609	57	1	[	[	X
eurjchem-609	57	2	α]d25	α]d25	NOUN
eurjchem-609	57	3	=	=	SYM
eurjchem-609	57	4	‐14.7	‐14.7	X
eurjchem-609	57	5	(	(	PUNCT
eurjchem-609	57	6	c	c	PROPN
eurjchem-609	57	7	1.0	1.0	NUM
eurjchem-609	57	8	,	,	PUNCT
eurjchem-609	57	9	chcl3	chcl3	PROPN
eurjchem-609	57	10	)	)	PUNCT
eurjchem-609	57	11	.	.	PUNCT
eurjchem-609	58	1	ir	ir	PROPN
eurjchem-609	58	2	(	(	PUNCT
eurjchem-609	58	3	cm‐1	cm‐1	PROPN
eurjchem-609	58	4	):	):	PUNCT
eurjchem-609	58	5	1742	1742	NUM
eurjchem-609	58	6	,	,	PUNCT
eurjchem-609	58	7	1463	1463	NUM
eurjchem-609	58	8	,	,	PUNCT
eurjchem-609	58	9	1372	1372	NUM
eurjchem-609	58	10	,	,	PUNCT
eurjchem-609	58	11	1213	1213	NUM
eurjchem-609	58	12	.	.	PUNCT
eurjchem-609	59	1	1h	1h	NUM
eurjchem-609	59	2	nmr	nmr	NOUN
eurjchem-609	59	3	(	(	PUNCT
eurjchem-609	59	4	200	200	NUM
eurjchem-609	59	5	mhz	mhz	NOUN
eurjchem-609	59	6	,	,	PUNCT
eurjchem-609	59	7	cdcl3	cdcl3	PROPN
eurjchem-609	59	8	,	,	PUNCT
eurjchem-609	59	9	δ	δ	PROPN
eurjchem-609	59	10	,	,	PUNCT
eurjchem-609	59	11	ppm	ppm	NUM
eurjchem-609	59	12	):	):	PUNCT
eurjchem-609	59	13	5.76	5.76	NUM
eurjchem-609	59	14	(	(	PUNCT
eurjchem-609	59	15	1h	1h	NUM
eurjchem-609	59	16	,	,	PUNCT
eurjchem-609	59	17	m	m	NOUN
eurjchem-609	59	18	)	)	PUNCT
eurjchem-609	59	19	,	,	PUNCT
eurjchem-609	59	20	5.13‐4.99	5.13‐4.99	NUM
eurjchem-609	59	21	(	(	PUNCT
eurjchem-609	59	22	2h	2h	NUM
eurjchem-609	59	23	,	,	PUNCT
eurjchem-609	59	24	m	m	NOUN
eurjchem-609	59	25	)	)	PUNCT
eurjchem-609	59	26	,	,	PUNCT
eurjchem-609	59	27	4.68	4.68	NUM
eurjchem-609	59	28	(	(	PUNCT
eurjchem-609	59	29	1h	1h	NUM
eurjchem-609	59	30	,	,	PUNCT
eurjchem-609	59	31	m	m	NOUN
eurjchem-609	59	32	)	)	PUNCT
eurjchem-609	59	33	,	,	PUNCT
eurjchem-609	59	34	2.38‐2.25	2.38‐2.25	NUM
eurjchem-609	59	35	(	(	PUNCT
eurjchem-609	59	36	2h	2h	NUM
eurjchem-609	59	37	,	,	PUNCT
eurjchem-609	59	38	m	m	NOUN
eurjchem-609	59	39	)	)	PUNCT
eurjchem-609	59	40	,	,	PUNCT
eurjchem-609	59	41	1.60‐1.51	1.60‐1.51	NUM
eurjchem-609	59	42	(	(	PUNCT
eurjchem-609	59	43	2h	2h	NUM
eurjchem-609	59	44	,	,	PUNCT
eurjchem-609	59	45	m	m	NOUN
eurjchem-609	59	46	)	)	PUNCT
eurjchem-609	59	47	,	,	PUNCT
eurjchem-609	59	48	1.48	1.48	NUM
eurjchem-609	59	49	(	(	PUNCT
eurjchem-609	59	50	9h	9h	NUM
eurjchem-609	59	51	,	,	PUNCT
eurjchem-609	59	52	s	s	PART
eurjchem-609	59	53	)	)	PUNCT
eurjchem-609	59	54	,	,	PUNCT
eurjchem-609	59	55	1.41‐1.30	1.41‐1.30	NUM
eurjchem-609	59	56	(	(	PUNCT
eurjchem-609	59	57	2h	2h	NUM
eurjchem-609	59	58	,	,	PUNCT
eurjchem-609	59	59	m	m	NOUN
eurjchem-609	59	60	)	)	PUNCT
eurjchem-609	59	61	,	,	PUNCT
eurjchem-609	59	62	0.91	0.91	NUM
eurjchem-609	59	63	(	(	PUNCT
eurjchem-609	59	64	3h	3h	NUM
eurjchem-609	59	65	,	,	PUNCT
eurjchem-609	59	66	t	t	PROPN
eurjchem-609	59	67	,	,	PUNCT
eurjchem-609	59	68	j	j	PROPN
eurjchem-609	59	69	=	=	SYM
eurjchem-609	59	70	7.0	7.0	NUM
eurjchem-609	59	71	hz	hz	NOUN
eurjchem-609	59	72	)	)	PUNCT
eurjchem-609	59	73	.	.	PUNCT
eurjchem-609	60	1	13c	13c	NOUN
eurjchem-609	60	2	nmr	nmr	NOUN
eurjchem-609	60	3	(	(	PUNCT
eurjchem-609	60	4	50	50	NUM
eurjchem-609	60	5	mhz	mhz	NOUN
eurjchem-609	60	6	,	,	PUNCT
eurjchem-609	60	7	cdcl3	cdcl3	PROPN
eurjchem-609	60	8	,	,	PUNCT
eurjchem-609	60	9	δ	δ	PROPN
eurjchem-609	60	10	,	,	PUNCT
eurjchem-609	60	11	ppm	ppm	NUM
eurjchem-609	60	12	):	):	PUNCT
eurjchem-609	60	13	153.0	153.0	NUM
eurjchem-609	60	14	,	,	PUNCT
eurjchem-609	60	15	133.1	133.1	NUM
eurjchem-609	60	16	,	,	PUNCT
eurjchem-609	60	17	127.2	127.2	NUM
eurjchem-609	60	18	,	,	PUNCT
eurjchem-609	60	19	76.1	76.1	NUM
eurjchem-609	60	20	,	,	PUNCT
eurjchem-609	60	21	75.2	75.2	NUM
eurjchem-609	60	22	,	,	PUNCT
eurjchem-609	60	23	38.9	38.9	NUM
eurjchem-609	60	24	,	,	PUNCT
eurjchem-609	60	25	35.5	35.5	NUM
eurjchem-609	60	26	,	,	PUNCT
eurjchem-609	60	27	18.1	18.1	NUM
eurjchem-609	60	28	,	,	PUNCT
eurjchem-609	60	29	13.2	13.2	NUM
eurjchem-609	60	30	.	.	PUNCT
eurjchem-609	61	1	esi‐	esi‐	PUNCT
eurjchem-609	62	1	ms	ms	PROPN
eurjchem-609	62	2	(	(	PUNCT
eurjchem-609	62	3	m	m	PROPN
eurjchem-609	62	4	/	/	SYM
eurjchem-609	62	5	z	z	NOUN
eurjchem-609	62	6	):	):	PUNCT
eurjchem-609	62	7	237	237	NUM
eurjchem-609	63	1	[	[	X
eurjchem-609	63	2	m+na]+	m+na]+	NOUN
eurjchem-609	63	3	.	.	PUNCT
eurjchem-609	64	1	anal	anal	ADJ
eurjchem-609	64	2	.	.	PUNCT
eurjchem-609	64	3	calcd	calcd	NOUN
eurjchem-609	64	4	.	.	PUNCT
eurjchem-609	65	1	for	for	SCONJ
eurjchem-609	65	2	c12h22o3	c12h22o3	NOUN
eurjchem-609	65	3	:	:	PUNCT
eurjchem-609	65	4	c	c	X
eurjchem-609	65	5	,	,	PUNCT
eurjchem-609	65	6	67.29	67.29	NUM
eurjchem-609	65	7	;	;	PUNCT
eurjchem-609	65	8	h	h	NOUN
eurjchem-609	65	9	,	,	PUNCT
eurjchem-609	65	10	10.28	10.28	NUM
eurjchem-609	65	11	.	.	PUNCT
eurjchem-609	65	12	found	find	VERB
eurjchem-609	65	13	:	:	PUNCT
eurjchem-609	66	1	c	c	X
eurjchem-609	66	2	,	,	PUNCT
eurjchem-609	66	3	67.38	67.38	NUM
eurjchem-609	66	4	;	;	PUNCT
eurjchem-609	66	5	h	h	NOUN
eurjchem-609	66	6	,	,	PUNCT
eurjchem-609	66	7	10.21	10.21	NUM
eurjchem-609	66	8	%	%	NOUN
eurjchem-609	66	9	.	.	PUNCT
eurjchem-609	67	1	2.2.3	2.2.3	X
eurjchem-609	67	2	.	.	PUNCT
eurjchem-609	68	1	(	(	PUNCT
eurjchem-609	68	2	4r	4r	NOUN
eurjchem-609	68	3	,	,	PUNCT
eurjchem-609	68	4	6r)‐4‐(iodomethyl)‐6‐propyl‐1,3,‐dioxan‐2‐one	6r)‐4‐(iodomethyl)‐6‐propyl‐1,3,‐dioxan‐2‐one	NUM
eurjchem-609	68	5	(	(	PUNCT
eurjchem-609	68	6	7	7	NUM
eurjchem-609	68	7	)	)	PUNCT
eurjchem-609	68	8	a	a	DET
eurjchem-609	68	9	mixture	mixture	NOUN
eurjchem-609	68	10	of	of	ADP
eurjchem-609	68	11	carbonate	carbonate	NOUN
eurjchem-609	68	12	6	6	NUM
eurjchem-609	68	13	(	(	PUNCT
eurjchem-609	68	14	4	4	NUM
eurjchem-609	68	15	g	g	NOUN
eurjchem-609	68	16	,	,	PUNCT
eurjchem-609	68	17	18.69	18.69	NUM
eurjchem-609	68	18	mmol	mmol	NOUN
eurjchem-609	68	19	)	)	PUNCT
eurjchem-609	68	20	and	and	CCONJ
eurjchem-609	68	21	iodine	iodine	NOUN
eurjchem-609	68	22	(	(	PUNCT
eurjchem-609	68	23	13.66	13.66	NUM
eurjchem-609	68	24	g	g	NOUN
eurjchem-609	68	25	,	,	PUNCT
eurjchem-609	68	26	56.07	56.07	NUM
eurjchem-609	68	27	mmol	mmol	NOUN
eurjchem-609	68	28	)	)	PUNCT
eurjchem-609	68	29	in	in	ADP
eurjchem-609	68	30	100	100	NUM
eurjchem-609	68	31	ml	ml	NOUN
eurjchem-609	68	32	of	of	ADP
eurjchem-609	68	33	dry	dry	ADJ
eurjchem-609	68	34	acetonitrile	acetonitrile	NOUN
eurjchem-609	68	35	was	be	AUX
eurjchem-609	68	36	stirred	stir	VERB
eurjchem-609	68	37	mechanically	mechanically	ADV
eurjchem-609	68	38	under	under	ADP
eurjchem-609	68	39	nitrogen	nitrogen	NOUN
eurjchem-609	68	40	at	at	ADP
eurjchem-609	68	41	‐20	‐20	PROPN
eurjchem-609	68	42	oc	oc	NOUN
eurjchem-609	68	43	for	for	ADP
eurjchem-609	68	44	6	6	NUM
eurjchem-609	68	45	h.	h.	NOUN
eurjchem-609	68	46	the	the	DET
eurjchem-609	68	47	mixture	mixture	NOUN
eurjchem-609	68	48	was	be	AUX
eurjchem-609	68	49	partitioned	partition	VERB
eurjchem-609	68	50	between	between	ADP
eurjchem-609	68	51	300	300	NUM
eurjchem-609	68	52	ml	ml	NOUN
eurjchem-609	68	53	of	of	ADP
eurjchem-609	68	54	20	20	NUM
eurjchem-609	68	55	%	%	NOUN
eurjchem-609	68	56	na2s2o3/5	na2s2o3/5	ADJ
eurjchem-609	68	57	%	%	NOUN
eurjchem-609	68	58	nahco3	nahco3	NOUN
eurjchem-609	68	59	and	and	CCONJ
eurjchem-609	68	60	500	500	NUM
eurjchem-609	68	61	ml	ml	NOUN
eurjchem-609	68	62	of	of	ADP
eurjchem-609	68	63	ether	ether	NOUN
eurjchem-609	68	64	.	.	PUNCT
eurjchem-609	69	1	the	the	DET
eurjchem-609	69	2	organic	organic	ADJ
eurjchem-609	69	3	layer	layer	NOUN
eurjchem-609	69	4	was	be	AUX
eurjchem-609	69	5	washed	wash	VERB
eurjchem-609	69	6	with	with	ADP
eurjchem-609	69	7	saturated	saturate	VERB
eurjchem-609	69	8	aqueous	aqueous	ADJ
eurjchem-609	69	9	nacl	nacl	NOUN
eurjchem-609	69	10	(	(	PUNCT
eurjchem-609	69	11	50	50	NUM
eurjchem-609	69	12	ml	ml	NOUN
eurjchem-609	69	13	)	)	PUNCT
eurjchem-609	69	14	,	,	PUNCT
eurjchem-609	69	15	dried	dry	VERB
eurjchem-609	69	16	over	over	ADP
eurjchem-609	69	17	anhydrous	anhydrous	ADJ
eurjchem-609	69	18	na2so4	na2so4	NOUN
eurjchem-609	69	19	,	,	PUNCT
eurjchem-609	69	20	and	and	CCONJ
eurjchem-609	69	21	evaporated	evaporate	VERB
eurjchem-609	69	22	.	.	PUNCT
eurjchem-609	70	1	the	the	DET
eurjchem-609	70	2	crude	crude	ADJ
eurjchem-609	70	3	product	product	NOUN
eurjchem-609	70	4	was	be	AUX
eurjchem-609	70	5	purified	purify	VERB
eurjchem-609	70	6	by	by	ADP
eurjchem-609	70	7	column	column	NOUN
eurjchem-609	70	8	chromatography	chromatography	NOUN
eurjchem-609	70	9	(	(	PUNCT
eurjchem-609	70	10	10	10	NUM
eurjchem-609	70	11	%	%	NOUN
eurjchem-609	70	12	etoac	etoac	ADJ
eurjchem-609	70	13	/	/	SYM
eurjchem-609	70	14	hexane	hexane	NOUN
eurjchem-609	70	15	)	)	PUNCT
eurjchem-609	70	16	to	to	PART
eurjchem-609	70	17	give	give	VERB
eurjchem-609	70	18	7	7	NUM
eurjchem-609	70	19	(	(	PUNCT
eurjchem-609	70	20	3.60	3.60	NUM
eurjchem-609	70	21	g	g	NOUN
eurjchem-609	70	22	,	,	PUNCT
eurjchem-609	70	23	70	70	NUM
eurjchem-609	70	24	%	%	NOUN
eurjchem-609	70	25	yield	yield	NOUN
eurjchem-609	70	26	)	)	PUNCT
eurjchem-609	70	27	as	as	ADP
eurjchem-609	70	28	a	a	DET
eurjchem-609	70	29	yellow	yellow	ADJ
eurjchem-609	70	30	oil	oil	NOUN
eurjchem-609	70	31	(	(	PUNCT
eurjchem-609	70	32	scheme	scheme	NOUN
eurjchem-609	70	33	1	1	NUM
eurjchem-609	70	34	)	)	PUNCT
eurjchem-609	70	35	.	.	PUNCT
eurjchem-609	71	1	[	[	X
eurjchem-609	71	2	α]d25	α]d25	NOUN
eurjchem-609	71	3	=	=	SYM
eurjchem-609	71	4	+4.8	+4.8	X
eurjchem-609	71	5	(	(	PUNCT
eurjchem-609	71	6	c	c	NOUN
eurjchem-609	71	7	1.0	1.0	NUM
eurjchem-609	71	8	,	,	PUNCT
eurjchem-609	71	9	chcl3	chcl3	PROPN
eurjchem-609	71	10	)	)	PUNCT
eurjchem-609	71	11	.	.	PUNCT
eurjchem-609	72	1	ir	ir	PROPN
eurjchem-609	72	2	(	(	PUNCT
eurjchem-609	72	3	cm‐1	cm‐1	PROPN
eurjchem-609	72	4	):	):	PUNCT
eurjchem-609	72	5	1736	1736	NUM
eurjchem-609	72	6	,	,	PUNCT
eurjchem-609	72	7	1461	1461	NUM
eurjchem-609	72	8	,	,	PUNCT
eurjchem-609	72	9	1377	1377	NUM
eurjchem-609	72	10	,	,	PUNCT
eurjchem-609	72	11	1262	1262	NUM
eurjchem-609	72	12	.	.	PUNCT
eurjchem-609	73	1	1h	1h	NUM
eurjchem-609	73	2	nmr	nmr	NOUN
eurjchem-609	73	3	(	(	PUNCT
eurjchem-609	73	4	200	200	NUM
eurjchem-609	73	5	mhz	mhz	NOUN
eurjchem-609	73	6	,	,	PUNCT
eurjchem-609	73	7	cdcl3	cdcl3	PROPN
eurjchem-609	73	8	,	,	PUNCT
eurjchem-609	73	9	δ	δ	PROPN
eurjchem-609	73	10	,	,	PUNCT
eurjchem-609	73	11	ppm	ppm	NUM
eurjchem-609	73	12	):	):	PUNCT
eurjchem-609	73	13	4.79‐4.60	4.79‐4.60	NUM
eurjchem-609	73	14	(	(	PUNCT
eurjchem-609	73	15	2h	2h	NUM
eurjchem-609	73	16	,	,	PUNCT
eurjchem-609	73	17	m	m	NOUN
eurjchem-609	73	18	)	)	PUNCT
eurjchem-609	73	19	,	,	PUNCT
eurjchem-609	73	20	3.43	3.43	NUM
eurjchem-609	73	21	(	(	PUNCT
eurjchem-609	73	22	1h	1h	NUM
eurjchem-609	73	23	,	,	PUNCT
eurjchem-609	73	24	dd	dd	NOUN
eurjchem-609	73	25	,	,	PUNCT
eurjchem-609	73	26	j	j	PROPN
eurjchem-609	73	27	=	=	PUNCT
eurjchem-609	73	28	5.0	5.0	NUM
eurjchem-609	73	29	,	,	PUNCT
eurjchem-609	73	30	3.0	3.0	NUM
eurjchem-609	73	31	hz	hz	NOUN
eurjchem-609	73	32	)	)	PUNCT
eurjchem-609	73	33	,	,	PUNCT
eurjchem-609	73	34	3.34	3.34	NUM
eurjchem-609	73	35	(	(	PUNCT
eurjchem-609	73	36	1h	1h	NUM
eurjchem-609	73	37	,	,	PUNCT
eurjchem-609	73	38	dd	dd	NOUN
eurjchem-609	73	39	,	,	PUNCT
eurjchem-609	73	40	j	j	PROPN
eurjchem-609	73	41	=	=	SYM
eurjchem-609	73	42	5.0	5.0	NUM
eurjchem-609	73	43	,	,	PUNCT
eurjchem-609	73	44	2.0	2.0	NUM
eurjchem-609	73	45	hz	hz	NOUN
eurjchem-609	73	46	)	)	PUNCT
eurjchem-609	73	47	,	,	PUNCT
eurjchem-609	73	48	1.80	1.80	NUM
eurjchem-609	73	49	(	(	PUNCT
eurjchem-609	73	50	1h	1h	NUM
eurjchem-609	73	51	,	,	PUNCT
eurjchem-609	73	52	m	m	NOUN
eurjchem-609	73	53	)	)	PUNCT
eurjchem-609	73	54	,	,	PUNCT
eurjchem-609	73	55	1.51‐1.32	1.51‐1.32	NUM
eurjchem-609	73	56	(	(	PUNCT
eurjchem-609	73	57	5h	5h	NUM
eurjchem-609	73	58	,	,	PUNCT
eurjchem-609	73	59	m	m	PROPN
eurjchem-609	73	60	)	)	PUNCT
eurjchem-609	73	61	,	,	PUNCT
eurjchem-609	73	62	0.92	0.92	NUM
eurjchem-609	73	63	(	(	PUNCT
eurjchem-609	73	64	3h	3h	NUM
eurjchem-609	73	65	,	,	PUNCT
eurjchem-609	73	66	t	t	PROPN
eurjchem-609	73	67	,	,	PUNCT
eurjchem-609	73	68	j	j	PROPN
eurjchem-609	73	69	=	=	SYM
eurjchem-609	73	70	7.0	7.0	NUM
eurjchem-609	73	71	hz	hz	NOUN
eurjchem-609	73	72	)	)	PUNCT
eurjchem-609	73	73	.	.	PUNCT
eurjchem-609	74	1	13c	13c	NOUN
eurjchem-609	74	2	nmr	nmr	NOUN
eurjchem-609	74	3	(	(	PUNCT
eurjchem-609	74	4	50	50	NUM
eurjchem-609	74	5	mhz	mhz	NOUN
eurjchem-609	74	6	,	,	PUNCT
eurjchem-609	74	7	cdcl3	cdcl3	PROPN
eurjchem-609	74	8	,	,	PUNCT
eurjchem-609	74	9	δ	δ	PROPN
eurjchem-609	74	10	,	,	PUNCT
eurjchem-609	74	11	ppm	ppm	NOUN
eurjchem-609	74	12	):	):	PUNCT
eurjchem-609	74	13	148.8	148.8	NUM
eurjchem-609	74	14	,	,	PUNCT
eurjchem-609	74	15	78.5	78.5	NUM
eurjchem-609	74	16	,	,	PUNCT
eurjchem-609	74	17	77.0	77.0	NUM
eurjchem-609	74	18	,	,	PUNCT
eurjchem-609	74	19	35.1	35.1	NUM
eurjchem-609	74	20	,	,	PUNCT
eurjchem-609	74	21	24.2	24.2	NUM
eurjchem-609	74	22	,	,	PUNCT
eurjchem-609	74	23	22.4	22.4	NUM
eurjchem-609	74	24	,	,	PUNCT
eurjchem-609	74	25	14.1	14.1	NUM
eurjchem-609	74	26	,	,	PUNCT
eurjchem-609	74	27	5.9	5.9	NUM
eurjchem-609	74	28	.	.	PUNCT
eurjchem-609	75	1	esi‐ms	esi‐ms	PROPN
eurjchem-609	75	2	(	(	PUNCT
eurjchem-609	75	3	m	m	PROPN
eurjchem-609	75	4	/	/	SYM
eurjchem-609	75	5	z	z	NOUN
eurjchem-609	75	6	):	):	PUNCT
eurjchem-609	75	7	307	307	NUM
eurjchem-609	75	8	[	[	X
eurjchem-609	75	9	m+na]+	m+na]+	NOUN
eurjchem-609	75	10	.	.	PUNCT
eurjchem-609	76	1	anal	anal	ADJ
eurjchem-609	76	2	.	.	PUNCT
eurjchem-609	76	3	calcd	calcd	NOUN
eurjchem-609	76	4	.	.	PUNCT
eurjchem-609	77	1	for	for	SCONJ
eurjchem-609	77	2	c8h13io3	c8h13io3	ADJ
eurjchem-609	77	3	:	:	PUNCT
eurjchem-609	77	4	c	c	X
eurjchem-609	77	5	,	,	PUNCT
eurjchem-609	77	6	33.80	33.80	NUM
eurjchem-609	77	7	;	;	PUNCT
eurjchem-609	77	8	h	h	NOUN
eurjchem-609	77	9	,	,	PUNCT
eurjchem-609	77	10	4.58	4.58	NUM
eurjchem-609	77	11	.	.	PUNCT
eurjchem-609	77	12	found	find	VERB
eurjchem-609	77	13	:	:	PUNCT
eurjchem-609	78	1	c	c	X
eurjchem-609	78	2	,	,	PUNCT
eurjchem-609	78	3	33.72	33.72	NUM
eurjchem-609	78	4	;	;	PUNCT
eurjchem-609	78	5	h	h	NOUN
eurjchem-609	78	6	,	,	PUNCT
eurjchem-609	78	7	4.63	4.63	NUM
eurjchem-609	78	8	%	%	NOUN
eurjchem-609	78	9	.	.	PUNCT
eurjchem-609	79	1	2.2.4	2.2.4	X
eurjchem-609	79	2	.	.	PUNCT
eurjchem-609	79	3	(	(	PUNCT
eurjchem-609	79	4	r)‐1‐(r)‐oxiran‐2‐yl)pentan‐2‐ol	r)‐1‐(r)‐oxiran‐2‐yl)pentan‐2‐ol	PROPN
eurjchem-609	79	5	(	(	PUNCT
eurjchem-609	79	6	8)	8)	NUM
eurjchem-609	79	7	a	a	DET
eurjchem-609	79	8	mixture	mixture	NOUN
eurjchem-609	79	9	of	of	ADP
eurjchem-609	79	10	iodocarbonate	iodocarbonate	ADJ
eurjchem-609	79	11	7	7	NUM
eurjchem-609	79	12	(	(	PUNCT
eurjchem-609	79	13	3.5	3.5	NUM
eurjchem-609	79	14	g	g	NOUN
eurjchem-609	79	15	,	,	PUNCT
eurjchem-609	79	16	12.32	12.32	NUM
eurjchem-609	79	17	mmol	mmol	NOUN
eurjchem-609	79	18	)	)	PUNCT
eurjchem-609	79	19	and	and	CCONJ
eurjchem-609	79	20	k2co3	k2co3	ADJ
eurjchem-609	79	21	(	(	PUNCT
eurjchem-609	79	22	5.17	5.17	NUM
eurjchem-609	79	23	g	g	NOUN
eurjchem-609	79	24	,	,	PUNCT
eurjchem-609	79	25	36.9	36.9	NUM
eurjchem-609	79	26	mmol	mmol	NOUN
eurjchem-609	79	27	)	)	PUNCT
eurjchem-609	79	28	in	in	ADP
eurjchem-609	79	29	25	25	NUM
eurjchem-609	79	30	ml	ml	NOUN
eurjchem-609	79	31	of	of	ADP
eurjchem-609	79	32	dry	dry	ADJ
eurjchem-609	79	33	meoh	meoh	NOUN
eurjchem-609	79	34	was	be	AUX
eurjchem-609	79	35	stirred	stir	VERB
eurjchem-609	79	36	at	at	ADP
eurjchem-609	79	37	20	20	NUM
eurjchem-609	79	38	oc	oc	NOUN
eurjchem-609	79	39	for	for	ADP
eurjchem-609	79	40	30	30	NUM
eurjchem-609	79	41	min	min	NOUN
eurjchem-609	79	42	.	.	PROPN
eurjchem-609	79	43	ether	ether	NOUN
eurjchem-609	79	44	(	(	PUNCT
eurjchem-609	79	45	15	15	NUM
eurjchem-609	79	46	ml	ml	NOUN
eurjchem-609	79	47	)	)	PUNCT
eurjchem-609	79	48	was	be	AUX
eurjchem-609	79	49	added	add	VERB
eurjchem-609	79	50	and	and	CCONJ
eurjchem-609	79	51	the	the	DET
eurjchem-609	79	52	mixture	mixture	NOUN
eurjchem-609	79	53	was	be	AUX
eurjchem-609	79	54	washed	wash	VERB
eurjchem-609	79	55	with	with	ADP
eurjchem-609	79	56	aqueous	aqueous	ADJ
eurjchem-609	79	57	na2s2o3	na2s2o3	NUM
eurjchem-609	79	58	/	/	SYM
eurjchem-609	79	59	nahco3	nahco3	NOUN
eurjchem-609	79	60	.	.	PUNCT
eurjchem-609	80	1	the	the	DET
eurjchem-609	80	2	organic	organic	ADJ
eurjchem-609	80	3	portion	portion	NOUN
eurjchem-609	80	4	was	be	AUX
eurjchem-609	80	5	separated	separate	VERB
eurjchem-609	80	6	,	,	PUNCT
eurjchem-609	80	7	dried	dry	VERB
eurjchem-609	80	8	over	over	ADP
eurjchem-609	80	9	anhydrous	anhydrous	ADJ
eurjchem-609	80	10	na2so4	na2so4	NOUN
eurjchem-609	80	11	,	,	PUNCT
eurjchem-609	80	12	and	and	CCONJ
eurjchem-609	80	13	evaporated	evaporate	VERB
eurjchem-609	80	14	.	.	PUNCT
eurjchem-609	81	1	the	the	DET
eurjchem-609	81	2	crude	crude	ADJ
eurjchem-609	81	3	product	product	NOUN
eurjchem-609	81	4	was	be	AUX
eurjchem-609	81	5	purified	purify	VERB
eurjchem-609	81	6	by	by	ADP
eurjchem-609	81	7	column	column	NOUN
eurjchem-609	81	8	chromatography	chromatography	NOUN
eurjchem-609	81	9	(	(	PUNCT
eurjchem-609	81	10	30	30	NUM
eurjchem-609	81	11	%	%	NOUN
eurjchem-609	81	12	etoac	etoac	ADJ
eurjchem-609	81	13	/	/	SYM
eurjchem-609	81	14	hexane	hexane	NOUN
eurjchem-609	81	15	)	)	PUNCT
eurjchem-609	81	16	to	to	PART
eurjchem-609	81	17	give	give	VERB
eurjchem-609	81	18	epoxy	epoxy	NOUN
eurjchem-609	81	19	alcohol	alcohol	NOUN
eurjchem-609	81	20	8	8	NUM
eurjchem-609	81	21	(	(	PUNCT
eurjchem-609	81	22	1.50	1.50	NUM
eurjchem-609	81	23	g	g	NOUN
eurjchem-609	81	24	,	,	PUNCT
eurjchem-609	81	25	84	84	NUM
eurjchem-609	81	26	%	%	NOUN
eurjchem-609	81	27	yield	yield	NOUN
eurjchem-609	81	28	)	)	PUNCT
eurjchem-609	81	29	as	as	ADP
eurjchem-609	81	30	colorless	colorless	ADJ
eurjchem-609	81	31	liquid	liquid	NOUN
eurjchem-609	81	32	(	(	PUNCT
eurjchem-609	81	33	scheme	scheme	NOUN
eurjchem-609	81	34	1	1	NUM
eurjchem-609	81	35	)	)	PUNCT
eurjchem-609	81	36	.	.	PUNCT
eurjchem-609	82	1	[	[	X
eurjchem-609	82	2	α]d25	α]d25	NOUN
eurjchem-609	82	3	=	=	SYM
eurjchem-609	82	4	‐28.75	‐28.75	PROPN
eurjchem-609	82	5	(	(	PUNCT
eurjchem-609	82	6	c	c	PROPN
eurjchem-609	82	7	1.0	1.0	NUM
eurjchem-609	82	8	,	,	PUNCT
eurjchem-609	82	9	chcl3	chcl3	PROPN
eurjchem-609	82	10	)	)	PUNCT
eurjchem-609	82	11	.	.	PUNCT
eurjchem-609	83	1	ir	ir	PROPN
eurjchem-609	83	2	(	(	PUNCT
eurjchem-609	83	3	cm‐1	cm‐1	PROPN
eurjchem-609	83	4	):	):	PUNCT
eurjchem-609	83	5	3450	3450	NUM
eurjchem-609	83	6	,	,	PUNCT
eurjchem-609	83	7	1427	1427	NUM
eurjchem-609	83	8	,	,	PUNCT
eurjchem-609	83	9	1377	1377	NUM
eurjchem-609	83	10	,	,	PUNCT
eurjchem-609	83	11	1191	1191	NUM
eurjchem-609	83	12	.	.	PUNCT
eurjchem-609	84	1	1h	1h	NUM
eurjchem-609	84	2	nmr	nmr	NOUN
eurjchem-609	84	3	(	(	PUNCT
eurjchem-609	84	4	200	200	NUM
eurjchem-609	84	5	mhz	mhz	NOUN
eurjchem-609	84	6	,	,	PUNCT
eurjchem-609	84	7	cdcl3	cdcl3	PROPN
eurjchem-609	84	8	,	,	PUNCT
eurjchem-609	84	9	δ	δ	PROPN
eurjchem-609	84	10	,	,	PUNCT
eurjchem-609	84	11	ppm	ppm	NUM
eurjchem-609	84	12	):	):	PUNCT
eurjchem-609	84	13	3.83	3.83	NUM
eurjchem-609	84	14	(	(	PUNCT
eurjchem-609	84	15	1h	1h	NUM
eurjchem-609	84	16	,	,	PUNCT
eurjchem-609	84	17	m	m	NOUN
eurjchem-609	84	18	)	)	PUNCT
eurjchem-609	84	19	,	,	PUNCT
eurjchem-609	84	20	3.04	3.04	NUM
eurjchem-609	84	21	1h	1h	NUM
eurjchem-609	84	22	,	,	PUNCT
eurjchem-609	84	23	m	m	NOUN
eurjchem-609	84	24	)	)	PUNCT
eurjchem-609	84	25	,	,	PUNCT
eurjchem-609	84	26	2.74	2.74	NUM
eurjchem-609	84	27	(	(	PUNCT
eurjchem-609	84	28	1h	1h	NUM
eurjchem-609	84	29	,	,	PUNCT
eurjchem-609	84	30	dd	dd	NOUN
eurjchem-609	84	31	,	,	PUNCT
eurjchem-609	84	32	j	j	PROPN
eurjchem-609	84	33	=	=	PUNCT
eurjchem-609	84	34	5.0	5.0	NUM
eurjchem-609	84	35	,	,	PUNCT
eurjchem-609	84	36	3.0	3.0	NUM
eurjchem-609	84	37	hz	hz	NOUN
eurjchem-609	84	38	)	)	PUNCT
eurjchem-609	84	39	,	,	PUNCT
eurjchem-609	84	40	2.43	2.43	NUM
eurjchem-609	84	41	(	(	PUNCT
eurjchem-609	84	42	1h	1h	NUM
eurjchem-609	84	43	,	,	PUNCT
eurjchem-609	84	44	dd	dd	NOUN
eurjchem-609	84	45	,	,	PUNCT
eurjchem-609	84	46	j	j	PROPN
eurjchem-609	84	47	=	=	SYM
eurjchem-609	84	48	5.0	5.0	NUM
eurjchem-609	84	49	,	,	PUNCT
eurjchem-609	84	50	2.0	2.0	NUM
eurjchem-609	84	51	hz	hz	NOUN
eurjchem-609	84	52	)	)	PUNCT
eurjchem-609	84	53	,	,	PUNCT
eurjchem-609	84	54	2.30	2.30	NUM
eurjchem-609	84	55	(	(	PUNCT
eurjchem-609	84	56	1h	1h	NUM
eurjchem-609	84	57	,	,	PUNCT
eurjchem-609	84	58	br	br	PROPN
eurjchem-609	84	59	)	)	PUNCT
eurjchem-609	84	60	,	,	PUNCT
eurjchem-609	84	61	1.80	1.80	NUM
eurjchem-609	84	62	(	(	PUNCT
eurjchem-609	84	63	1h	1h	NUM
eurjchem-609	84	64	,	,	PUNCT
eurjchem-609	84	65	m	m	PROPN
eurjchem-609	84	66	)	)	PUNCT
eurjchem-609	84	67	,	,	PUNCT
eurjchem-609	84	68	1.52‐1.37	1.52‐1.37	NUM
eurjchem-609	84	69	(	(	PUNCT
eurjchem-609	84	70	5h	5h	NUM
eurjchem-609	84	71	,	,	PUNCT
eurjchem-609	84	72	m	m	PROPN
eurjchem-609	84	73	)	)	PUNCT
eurjchem-609	84	74	,	,	PUNCT
eurjchem-609	84	75	0.92	0.92	NUM
eurjchem-609	84	76	(	(	PUNCT
eurjchem-609	84	77	3h	3h	NUM
eurjchem-609	84	78	,	,	PUNCT
eurjchem-609	84	79	t	t	PROPN
eurjchem-609	84	80	,	,	PUNCT
eurjchem-609	84	81	j	j	PROPN
eurjchem-609	84	82	=	=	SYM
eurjchem-609	84	83	7.0	7.0	NUM
eurjchem-609	84	84	hz	hz	NOUN
eurjchem-609	84	85	)	)	PUNCT
eurjchem-609	84	86	.	.	PUNCT
eurjchem-609	85	1	13c	13c	NOUN
eurjchem-609	85	2	nmr	nmr	NOUN
eurjchem-609	85	3	(	(	PUNCT
eurjchem-609	85	4	50	50	NUM
eurjchem-609	85	5	mhz	mhz	NOUN
eurjchem-609	85	6	,	,	PUNCT
eurjchem-609	85	7	cdcl3	cdcl3	PROPN
eurjchem-609	85	8	,	,	PUNCT
eurjchem-609	85	9	δ	δ	PROPN
eurjchem-609	85	10	,	,	PUNCT
eurjchem-609	85	11	ppm	ppm	NOUN
eurjchem-609	85	12	):	):	PUNCT
eurjchem-609	85	13	76.1	76.1	NUM
eurjchem-609	85	14	,	,	PUNCT
eurjchem-609	85	15	49.2	49.2	NUM
eurjchem-609	85	16	,	,	PUNCT
eurjchem-609	85	17	46.7	46.7	NUM
eurjchem-609	85	18	,	,	PUNCT
eurjchem-609	85	19	39.0	39.0	NUM
eurjchem-609	85	20	,	,	PUNCT
eurjchem-609	85	21	36.2	36.2	NUM
eurjchem-609	85	22	,	,	PUNCT
eurjchem-609	85	23	18.7	18.7	NUM
eurjchem-609	85	24	,	,	PUNCT
eurjchem-609	85	25	14.0	14.0	NUM
eurjchem-609	85	26	.	.	PUNCT
eurjchem-609	86	1	esi‐ms	esi‐ms	PROPN
eurjchem-609	86	2	(	(	PUNCT
eurjchem-609	86	3	m	m	PROPN
eurjchem-609	86	4	/	/	SYM
eurjchem-609	86	5	z	z	NOUN
eurjchem-609	86	6	):	):	PUNCT
eurjchem-609	86	7	153	153	NUM
eurjchem-609	86	8	[	[	X
eurjchem-609	86	9	m+na]+	m+na]+	NOUN
eurjchem-609	86	10	.	.	PUNCT
eurjchem-609	87	1	anal	anal	ADJ
eurjchem-609	87	2	.	.	PUNCT
eurjchem-609	87	3	calcd	calcd	NOUN
eurjchem-609	87	4	.	.	PUNCT
eurjchem-609	88	1	for	for	ADP
eurjchem-609	88	2	c7h14o2	c7h14o2	NOUN
eurjchem-609	88	3	:	:	PUNCT
eurjchem-609	88	4	c	c	X
eurjchem-609	88	5	,	,	PUNCT
eurjchem-609	88	6	64.62	64.62	NUM
eurjchem-609	88	7	;	;	PUNCT
eurjchem-609	88	8	h	h	NOUN
eurjchem-609	88	9	,	,	PUNCT
eurjchem-609	88	10	10.77	10.77	NUM
eurjchem-609	88	11	.	.	PUNCT
eurjchem-609	88	12	found	find	VERB
eurjchem-609	88	13	:	:	PUNCT
eurjchem-609	89	1	c	c	X
eurjchem-609	89	2	,	,	PUNCT
eurjchem-609	89	3	64.75	64.75	NUM
eurjchem-609	89	4	;	;	PUNCT
eurjchem-609	89	5	h	h	NOUN
eurjchem-609	89	6	,	,	PUNCT
eurjchem-609	89	7	10.81	10.81	NUM
eurjchem-609	89	8	%	%	NOUN
eurjchem-609	89	9	.	.	PUNCT
eurjchem-609	90	1	siddavatam	siddavatam	NOUN
eurjchem-609	90	2	et	et	PROPN
eurjchem-609	90	3	al	al	PROPN
eurjchem-609	90	4	.	.	PUNCT
eurjchem-609	90	5	/	/	SYM
eurjchem-609	90	6	european	european	PROPN
eurjchem-609	90	7	journal	journal	PROPN
eurjchem-609	90	8	of	of	ADP
eurjchem-609	90	9	chemistry	chemistry	NOUN
eurjchem-609	90	10	3	3	NUM
eurjchem-609	90	11	(	(	PUNCT
eurjchem-609	90	12	3	3	NUM
eurjchem-609	90	13	)	)	PUNCT
eurjchem-609	90	14	(	(	PUNCT
eurjchem-609	90	15	2012	2012	NUM
eurjchem-609	90	16	)	)	PUNCT
eurjchem-609	90	17	337‐339	337‐339	PROPN
eurjchem-609	90	18	339	339	NUM
eurjchem-609	90	19	2.2.5	2.2.5	NUM
eurjchem-609	90	20	.	.	PUNCT
eurjchem-609	91	1	tert‐butyldimethyl‐(r)‐1‐(r)‐oxiran‐2‐yl)pentan‐2‐	tert‐butyldimethyl‐(r)‐1‐(r)‐oxiran‐2‐yl)pentan‐2‐	NUM
eurjchem-609	91	2	yloxy)silane	yloxy)silane	NOUN
eurjchem-609	91	3	(	(	PUNCT
eurjchem-609	91	4	9	9	NUM
eurjchem-609	91	5	)	)	PUNCT
eurjchem-609	91	6	to	to	ADP
eurjchem-609	91	7	a	a	DET
eurjchem-609	91	8	stirred	stir	VERB
eurjchem-609	91	9	solution	solution	NOUN
eurjchem-609	91	10	of	of	ADP
eurjchem-609	91	11	epoxy	epoxy	NOUN
eurjchem-609	91	12	alcohol	alcohol	NOUN
eurjchem-609	91	13	8	8	NUM
eurjchem-609	91	14	(	(	PUNCT
eurjchem-609	91	15	1.20	1.20	NUM
eurjchem-609	91	16	g	g	NOUN
eurjchem-609	91	17	,	,	PUNCT
eurjchem-609	91	18	9.20	9.20	NUM
eurjchem-609	91	19	mmol	mmol	NOUN
eurjchem-609	91	20	)	)	PUNCT
eurjchem-609	91	21	and	and	CCONJ
eurjchem-609	91	22	imidazole	imidazole	NOUN
eurjchem-609	91	23	(	(	PUNCT
eurjchem-609	91	24	5.64	5.64	NUM
eurjchem-609	91	25	g	g	NOUN
eurjchem-609	91	26	,	,	PUNCT
eurjchem-609	91	27	27.69	27.69	NUM
eurjchem-609	91	28	mmol	mmol	NOUN
eurjchem-609	91	29	)	)	PUNCT
eurjchem-609	91	30	in	in	ADP
eurjchem-609	91	31	dry	dry	ADJ
eurjchem-609	91	32	ch2cl2	ch2cl2	PUNCT
eurjchem-609	91	33	(	(	PUNCT
eurjchem-609	91	34	30	30	NUM
eurjchem-609	91	35	ml	ml	NOUN
eurjchem-609	91	36	)	)	PUNCT
eurjchem-609	91	37	was	be	AUX
eurjchem-609	91	38	added	add	VERB
eurjchem-609	91	39	tbdms‐cl	tbdms‐cl	PROPN
eurjchem-609	91	40	(	(	PUNCT
eurjchem-609	91	41	4.14	4.14	NUM
eurjchem-609	91	42	g	g	NOUN
eurjchem-609	91	43	,	,	PUNCT
eurjchem-609	91	44	27.69	27.69	NUM
eurjchem-609	91	45	mmol	mmol	NOUN
eurjchem-609	91	46	.	.	PUNCT
eurjchem-609	91	47	)	)	PUNCT
eurjchem-609	92	1	slowly	slowly	ADV
eurjchem-609	92	2	at	at	ADP
eurjchem-609	92	3	0	0	NUM
eurjchem-609	92	4	oc	oc	PROPN
eurjchem-609	92	5	.	.	PUNCT
eurjchem-609	93	1	the	the	DET
eurjchem-609	93	2	mixture	mixture	NOUN
eurjchem-609	93	3	was	be	AUX
eurjchem-609	93	4	then	then	ADV
eurjchem-609	93	5	kept	keep	VERB
eurjchem-609	93	6	at	at	ADP
eurjchem-609	93	7	room	room	NOUN
eurjchem-609	93	8	temperature	temperature	NOUN
eurjchem-609	93	9	for	for	ADP
eurjchem-609	93	10	4	4	NUM
eurjchem-609	93	11	h	h	NOUN
eurjchem-609	93	12	,	,	PUNCT
eurjchem-609	93	13	and	and	CCONJ
eurjchem-609	93	14	then	then	ADV
eurjchem-609	93	15	quenched	quench	VERB
eurjchem-609	93	16	with	with	ADP
eurjchem-609	93	17	water	water	NOUN
eurjchem-609	93	18	(	(	PUNCT
eurjchem-609	93	19	10	10	NUM
eurjchem-609	93	20	ml	ml	NOUN
eurjchem-609	93	21	)	)	PUNCT
eurjchem-609	93	22	.	.	PUNCT
eurjchem-609	94	1	the	the	DET
eurjchem-609	94	2	ch2cl2	ch2cl2	NOUN
eurjchem-609	94	3	layer	layer	NOUN
eurjchem-609	94	4	was	be	AUX
eurjchem-609	94	5	separated	separate	VERB
eurjchem-609	94	6	and	and	CCONJ
eurjchem-609	94	7	the	the	DET
eurjchem-609	94	8	aqueous	aqueous	ADJ
eurjchem-609	94	9	layer	layer	NOUN
eurjchem-609	94	10	was	be	AUX
eurjchem-609	94	11	extracted	extract	VERB
eurjchem-609	94	12	with	with	ADP
eurjchem-609	94	13	ch2cl2	ch2cl2	PUNCT
eurjchem-609	94	14	(	(	PUNCT
eurjchem-609	94	15	2	2	NUM
eurjchem-609	94	16	x	x	SYM
eurjchem-609	94	17	10	10	NUM
eurjchem-609	94	18	ml	ml	NOUN
eurjchem-609	94	19	)	)	PUNCT
eurjchem-609	94	20	.	.	PUNCT
eurjchem-609	95	1	the	the	DET
eurjchem-609	95	2	combined	combine	VERB
eurjchem-609	95	3	organic	organic	ADJ
eurjchem-609	95	4	layers	layer	NOUN
eurjchem-609	95	5	were	be	AUX
eurjchem-609	95	6	washed	wash	VERB
eurjchem-609	95	7	with	with	ADP
eurjchem-609	95	8	water	water	NOUN
eurjchem-609	95	9	(	(	PUNCT
eurjchem-609	95	10	10	10	NUM
eurjchem-609	95	11	ml	ml	NOUN
eurjchem-609	95	12	)	)	PUNCT
eurjchem-609	95	13	,	,	PUNCT
eurjchem-609	95	14	brine	brine	NOUN
eurjchem-609	95	15	(	(	PUNCT
eurjchem-609	95	16	10	10	NUM
eurjchem-609	95	17	ml	ml	NOUN
eurjchem-609	95	18	)	)	PUNCT
eurjchem-609	95	19	,	,	PUNCT
eurjchem-609	95	20	and	and	CCONJ
eurjchem-609	95	21	dried	dry	VERB
eurjchem-609	95	22	over	over	ADP
eurjchem-609	95	23	anhydrous	anhydrous	ADJ
eurjchem-609	95	24	na2so4	na2so4	NOUN
eurjchem-609	95	25	.	.	PUNCT
eurjchem-609	96	1	the	the	DET
eurjchem-609	96	2	solvent	solvent	NOUN
eurjchem-609	96	3	was	be	AUX
eurjchem-609	96	4	removed	remove	VERB
eurjchem-609	96	5	in	in	ADP
eurjchem-609	96	6	vacuum	vacuum	NOUN
eurjchem-609	96	7	,	,	PUNCT
eurjchem-609	96	8	and	and	CCONJ
eurjchem-609	96	9	the	the	DET
eurjchem-609	96	10	residue	residue	NOUN
eurjchem-609	96	11	was	be	AUX
eurjchem-609	96	12	purified	purify	VERB
eurjchem-609	96	13	by	by	ADP
eurjchem-609	96	14	column	column	NOUN
eurjchem-609	96	15	chromatography	chromatography	NOUN
eurjchem-609	96	16	(	(	PUNCT
eurjchem-609	96	17	2	2	NUM
eurjchem-609	96	18	%	%	NOUN
eurjchem-609	96	19	etoac	etoac	ADJ
eurjchem-609	96	20	/	/	SYM
eurjchem-609	96	21	hexane	hexane	NOUN
eurjchem-609	96	22	)	)	PUNCT
eurjchem-609	96	23	to	to	PART
eurjchem-609	96	24	form	form	VERB
eurjchem-609	96	25	tbs‐	tbs‐	X
eurjchem-609	96	26	protected	protect	VERB
eurjchem-609	96	27	epoxide	epoxide	NOUN
eurjchem-609	96	28	9	9	NUM
eurjchem-609	96	29	(	(	PUNCT
eurjchem-609	96	30	1.90	1.90	NUM
eurjchem-609	96	31	g	g	NOUN
eurjchem-609	96	32	,	,	PUNCT
eurjchem-609	96	33	89	89	NUM
eurjchem-609	96	34	%	%	NOUN
eurjchem-609	96	35	yield	yield	NOUN
eurjchem-609	96	36	)	)	PUNCT
eurjchem-609	96	37	as	as	ADP
eurjchem-609	96	38	a	a	DET
eurjchem-609	96	39	colorless	colorless	ADJ
eurjchem-609	96	40	liquid	liquid	NOUN
eurjchem-609	96	41	(	(	PUNCT
eurjchem-609	96	42	scheme	scheme	NOUN
eurjchem-609	96	43	1	1	NUM
eurjchem-609	96	44	)	)	PUNCT
eurjchem-609	96	45	.	.	PUNCT
eurjchem-609	97	1	[	[	X
eurjchem-609	97	2	α]d25	α]d25	NOUN
eurjchem-609	97	3	=	=	SYM
eurjchem-609	97	4	+18.3	+18.3	X
eurjchem-609	97	5	(	(	PUNCT
eurjchem-609	97	6	c	c	PROPN
eurjchem-609	97	7	1.0	1.0	NUM
eurjchem-609	97	8	,	,	PUNCT
eurjchem-609	97	9	chcl3	chcl3	PROPN
eurjchem-609	97	10	)	)	PUNCT
eurjchem-609	97	11	.	.	PUNCT
eurjchem-609	98	1	ir	ir	PROPN
eurjchem-609	98	2	(	(	PUNCT
eurjchem-609	98	3	cm‐1	cm‐1	PROPN
eurjchem-609	98	4	):	):	PUNCT
eurjchem-609	98	5	1433	1433	NUM
eurjchem-609	98	6	,	,	PUNCT
eurjchem-609	98	7	1391	1391	NUM
eurjchem-609	98	8	,	,	PUNCT
eurjchem-609	98	9	1258	1258	NUM
eurjchem-609	98	10	.	.	PUNCT
eurjchem-609	99	1	1h	1h	NUM
eurjchem-609	99	2	nmr	nmr	NOUN
eurjchem-609	99	3	(	(	PUNCT
eurjchem-609	99	4	200	200	NUM
eurjchem-609	99	5	mhz	mhz	NOUN
eurjchem-609	99	6	,	,	PUNCT
eurjchem-609	99	7	cdcl3	cdcl3	PROPN
eurjchem-609	99	8	,	,	PUNCT
eurjchem-609	99	9	δ	δ	PROPN
eurjchem-609	99	10	,	,	PUNCT
eurjchem-609	99	11	ppm	ppm	NUM
eurjchem-609	99	12	):	):	PUNCT
eurjchem-609	99	13	3.42	3.42	NUM
eurjchem-609	99	14	(	(	PUNCT
eurjchem-609	99	15	1h	1h	NUM
eurjchem-609	99	16	,	,	PUNCT
eurjchem-609	99	17	m	m	NOUN
eurjchem-609	99	18	)	)	PUNCT
eurjchem-609	99	19	,	,	PUNCT
eurjchem-609	99	20	2.86	2.86	NUM
eurjchem-609	99	21	(	(	PUNCT
eurjchem-609	99	22	1h	1h	NUM
eurjchem-609	99	23	,	,	PUNCT
eurjchem-609	99	24	m	m	NOUN
eurjchem-609	99	25	)	)	PUNCT
eurjchem-609	99	26	,	,	PUNCT
eurjchem-609	99	27	2.64	2.64	NUM
eurjchem-609	99	28	(	(	PUNCT
eurjchem-609	99	29	1h	1h	NUM
eurjchem-609	99	30	,	,	PUNCT
eurjchem-609	99	31	dd	dd	NOUN
eurjchem-609	99	32	,	,	PUNCT
eurjchem-609	99	33	j	j	PROPN
eurjchem-609	99	34	=	=	PUNCT
eurjchem-609	99	35	5.0	5.0	NUM
eurjchem-609	99	36	,	,	PUNCT
eurjchem-609	99	37	3.0	3.0	NUM
eurjchem-609	99	38	hz	hz	NOUN
eurjchem-609	99	39	)	)	PUNCT
eurjchem-609	99	40	,	,	PUNCT
eurjchem-609	99	41	2.32	2.32	NUM
eurjchem-609	99	42	(	(	PUNCT
eurjchem-609	99	43	1h	1h	NUM
eurjchem-609	99	44	,	,	PUNCT
eurjchem-609	99	45	dd	dd	NOUN
eurjchem-609	99	46	,	,	PUNCT
eurjchem-609	99	47	j	j	PROPN
eurjchem-609	99	48	=	=	SYM
eurjchem-609	99	49	5.0	5.0	NUM
eurjchem-609	99	50	,	,	PUNCT
eurjchem-609	99	51	2.0	2.0	NUM
eurjchem-609	99	52	hz	hz	NOUN
eurjchem-609	99	53	)	)	PUNCT
eurjchem-609	99	54	,	,	PUNCT
eurjchem-609	99	55	1.62‐1.59	1.62‐1.59	NUM
eurjchem-609	99	56	(	(	PUNCT
eurjchem-609	99	57	2h	2h	NUM
eurjchem-609	99	58	,	,	PUNCT
eurjchem-609	99	59	m	m	NOUN
eurjchem-609	99	60	)	)	PUNCT
eurjchem-609	99	61	,	,	PUNCT
eurjchem-609	99	62	1.50‐1.41	1.50‐1.41	NUM
eurjchem-609	99	63	(	(	PUNCT
eurjchem-609	99	64	2h	2h	NUM
eurjchem-609	99	65	,	,	PUNCT
eurjchem-609	99	66	m	m	NOUN
eurjchem-609	99	67	)	)	PUNCT
eurjchem-609	99	68	,	,	PUNCT
eurjchem-609	99	69	1.36‐1.22	1.36‐1.22	NUM
eurjchem-609	99	70	(	(	PUNCT
eurjchem-609	99	71	2h	2h	NUM
eurjchem-609	99	72	,	,	PUNCT
eurjchem-609	99	73	m	m	NOUN
eurjchem-609	99	74	)	)	PUNCT
eurjchem-609	99	75	,	,	PUNCT
eurjchem-609	99	76	0.88	0.88	NUM
eurjchem-609	99	77	(	(	PUNCT
eurjchem-609	99	78	3h	3h	NUM
eurjchem-609	99	79	,	,	PUNCT
eurjchem-609	99	80	t	t	PROPN
eurjchem-609	99	81	,	,	PUNCT
eurjchem-609	99	82	j	j	PROPN
eurjchem-609	99	83	=	=	SYM
eurjchem-609	99	84	7.0	7.0	NUM
eurjchem-609	99	85	hz	hz	NOUN
eurjchem-609	99	86	)	)	PUNCT
eurjchem-609	99	87	,	,	PUNCT
eurjchem-609	99	88	0.82	0.82	NUM
eurjchem-609	99	89	(	(	PUNCT
eurjchem-609	99	90	9h	9h	NUM
eurjchem-609	99	91	,	,	PUNCT
eurjchem-609	99	92	m	m	NOUN
eurjchem-609	99	93	)	)	PUNCT
eurjchem-609	99	94	,	,	PUNCT
eurjchem-609	99	95	0.10	0.10	NUM
eurjchem-609	99	96	(	(	PUNCT
eurjchem-609	99	97	6h	6h	NUM
eurjchem-609	99	98	,	,	PUNCT
eurjchem-609	99	99	s	s	PART
eurjchem-609	99	100	)	)	PUNCT
eurjchem-609	99	101	.	.	PUNCT
eurjchem-609	100	1	13c	13c	NOUN
eurjchem-609	100	2	nmr	nmr	NOUN
eurjchem-609	100	3	(	(	PUNCT
eurjchem-609	100	4	50	50	NUM
eurjchem-609	100	5	mhz	mhz	NOUN
eurjchem-609	100	6	,	,	PUNCT
eurjchem-609	100	7	cdcl3	cdcl3	PROPN
eurjchem-609	100	8	,	,	PUNCT
eurjchem-609	100	9	δ	δ	PROPN
eurjchem-609	100	10	,	,	PUNCT
eurjchem-609	100	11	ppm	ppm	NOUN
eurjchem-609	100	12	):	):	PUNCT
eurjchem-609	100	13	75.8	75.8	NUM
eurjchem-609	100	14	,	,	PUNCT
eurjchem-609	100	15	49.0	49.0	NUM
eurjchem-609	100	16	,	,	PUNCT
eurjchem-609	100	17	46.5	46.5	NUM
eurjchem-609	100	18	,	,	PUNCT
eurjchem-609	100	19	38.9	38.9	NUM
eurjchem-609	100	20	,	,	PUNCT
eurjchem-609	100	21	35.8	35.8	NUM
eurjchem-609	100	22	,	,	PUNCT
eurjchem-609	100	23	18.5	18.5	NUM
eurjchem-609	100	24	,	,	PUNCT
eurjchem-609	100	25	13.7	13.7	NUM
eurjchem-609	100	26	.	.	PUNCT
eurjchem-609	101	1	esi‐ms	esi‐ms	PROPN
eurjchem-609	101	2	(	(	PUNCT
eurjchem-609	101	3	m	m	PROPN
eurjchem-609	101	4	/	/	SYM
eurjchem-609	101	5	z	z	NOUN
eurjchem-609	101	6	):	):	PUNCT
eurjchem-609	101	7	245	245	NUM
eurjchem-609	101	8	[	[	X
eurjchem-609	101	9	m+h]+	m+h]+	NOUN
eurjchem-609	101	10	.	.	PUNCT
eurjchem-609	102	1	anal	anal	PROPN
eurjchem-609	102	2	.	.	PUNCT
eurjchem-609	102	3	calcd	calcd	NOUN
eurjchem-609	102	4	.	.	PUNCT
eurjchem-609	103	1	for	for	ADP
eurjchem-609	103	2	c13h28o2si	c13h28o2si	NOUN
eurjchem-609	103	3	:	:	PUNCT
eurjchem-609	103	4	c	c	X
eurjchem-609	103	5	,	,	PUNCT
eurjchem-609	103	6	63.93	63.93	NUM
eurjchem-609	103	7	;	;	PUNCT
eurjchem-609	103	8	h	h	NOUN
eurjchem-609	103	9	,	,	PUNCT
eurjchem-609	103	10	11.48	11.48	NUM
eurjchem-609	103	11	.	.	PUNCT
eurjchem-609	104	1	found	find	VERB
eurjchem-609	104	2	:	:	PUNCT
eurjchem-609	105	1	c	c	X
eurjchem-609	105	2	,	,	PUNCT
eurjchem-609	105	3	63.89	63.89	NUM
eurjchem-609	105	4	;	;	PUNCT
eurjchem-609	105	5	h	h	NOUN
eurjchem-609	105	6	,	,	PUNCT
eurjchem-609	105	7	11.52	11.52	NUM
eurjchem-609	105	8	%	%	NOUN
eurjchem-609	105	9	.	.	PUNCT
eurjchem-609	106	1	2.2.6	2.2.6	X
eurjchem-609	106	2	.	.	NOUN
eurjchem-609	107	1	3r,5r)‐5‐(tert‐butyldimethylsilyloxy)oct‐1‐en‐3‐ol	3r,5r)‐5‐(tert‐butyldimethylsilyloxy)oct‐1‐en‐3‐ol	NUM
eurjchem-609	107	2	(	(	PUNCT
eurjchem-609	107	3	10	10	NUM
eurjchem-609	107	4	)	)	PUNCT
eurjchem-609	107	5	to	to	ADP
eurjchem-609	107	6	a	a	DET
eurjchem-609	107	7	‐20	‐20	NOUN
eurjchem-609	107	8	oc	oc	NOUN
eurjchem-609	107	9	suspension	suspension	NOUN
eurjchem-609	107	10	of	of	ADP
eurjchem-609	107	11	trimethylsulfonium	trimethylsulfonium	NOUN
eurjchem-609	107	12	iodide	iodide	NOUN
eurjchem-609	107	13	(	(	PUNCT
eurjchem-609	107	14	1.77	1.77	NUM
eurjchem-609	107	15	g	g	NOUN
eurjchem-609	107	16	,	,	PUNCT
eurjchem-609	107	17	8.72	8.72	NUM
eurjchem-609	107	18	mmol	mmol	NOUN
eurjchem-609	107	19	)	)	PUNCT
eurjchem-609	107	20	in	in	ADP
eurjchem-609	107	21	dry	dry	ADJ
eurjchem-609	107	22	thf	thf	NOUN
eurjchem-609	107	23	(	(	PUNCT
eurjchem-609	107	24	40	40	NUM
eurjchem-609	107	25	ml	ml	NOUN
eurjchem-609	107	26	)	)	PUNCT
eurjchem-609	107	27	was	be	AUX
eurjchem-609	107	28	added	add	VERB
eurjchem-609	107	29	a	a	DET
eurjchem-609	107	30	solution	solution	NOUN
eurjchem-609	107	31	of	of	ADP
eurjchem-609	107	32	n‐	n‐	NOUN
eurjchem-609	107	33	buli	buli	PROPN
eurjchem-609	107	34	(	(	PUNCT
eurjchem-609	107	35	1.6	1.6	NUM
eurjchem-609	107	36	m	m	NOUN
eurjchem-609	107	37	in	in	ADP
eurjchem-609	107	38	n‐hexane	n‐hexane	NUM
eurjchem-609	107	39	,	,	PUNCT
eurjchem-609	107	40	11.2	11.2	NUM
eurjchem-609	107	41	ml	ml	NOUN
eurjchem-609	107	42	,	,	PUNCT
eurjchem-609	107	43	11.6	11.6	NUM
eurjchem-609	107	44	mmol	mmol	NOUN
eurjchem-609	107	45	)	)	PUNCT
eurjchem-609	107	46	was	be	AUX
eurjchem-609	107	47	complete	complete	ADJ
eurjchem-609	107	48	,	,	PUNCT
eurjchem-609	107	49	the	the	DET
eurjchem-609	107	50	resulting	result	VERB
eurjchem-609	107	51	solution	solution	NOUN
eurjchem-609	107	52	was	be	AUX
eurjchem-609	107	53	stirred	stir	VERB
eurjchem-609	107	54	at	at	ADP
eurjchem-609	107	55	‐20	‐20	PROPN
eurjchem-609	107	56	oc	oc	NOUN
eurjchem-609	107	57	for	for	ADP
eurjchem-609	107	58	45	45	NUM
eurjchem-609	107	59	min	min	NOUN
eurjchem-609	107	60	.	.	PROPN
eurjchem-609	107	61	epoxide	epoxide	PROPN
eurjchem-609	107	62	9	9	NUM
eurjchem-609	107	63	(	(	PUNCT
eurjchem-609	107	64	1.5	1.5	NUM
eurjchem-609	107	65	g	g	NOUN
eurjchem-609	107	66	,	,	PUNCT
eurjchem-609	107	67	5.81	5.81	NUM
eurjchem-609	107	68	mmol	mmol	NOUN
eurjchem-609	107	69	)	)	PUNCT
eurjchem-609	107	70	in	in	ADP
eurjchem-609	107	71	thf	thf	NOUN
eurjchem-609	107	72	(	(	PUNCT
eurjchem-609	107	73	5	5	NUM
eurjchem-609	107	74	ml	ml	NOUN
eurjchem-609	107	75	)	)	PUNCT
eurjchem-609	107	76	was	be	AUX
eurjchem-609	107	77	introduced	introduce	VERB
eurjchem-609	107	78	.	.	PUNCT
eurjchem-609	108	1	the	the	DET
eurjchem-609	108	2	suspension	suspension	NOUN
eurjchem-609	108	3	was	be	AUX
eurjchem-609	108	4	stirred	stir	VERB
eurjchem-609	108	5	for	for	ADP
eurjchem-609	108	6	30	30	NUM
eurjchem-609	108	7	min	min	NOUN
eurjchem-609	108	8	at	at	ADP
eurjchem-609	108	9	‐20	‐20	PROPN
eurjchem-609	108	10	oc	oc	NOUN
eurjchem-609	108	11	and	and	CCONJ
eurjchem-609	108	12	for	for	ADP
eurjchem-609	108	13	4	4	NUM
eurjchem-609	108	14	h	h	NOUN
eurjchem-609	108	15	at	at	ADP
eurjchem-609	108	16	room	room	NOUN
eurjchem-609	108	17	temperature	temperature	NOUN
eurjchem-609	108	18	,	,	PUNCT
eurjchem-609	108	19	after	after	ADP
eurjchem-609	108	20	which	which	PRON
eurjchem-609	108	21	it	it	PRON
eurjchem-609	108	22	quenched	quench	VERB
eurjchem-609	108	23	with	with	ADP
eurjchem-609	108	24	water	water	NOUN
eurjchem-609	108	25	(	(	PUNCT
eurjchem-609	108	26	15	15	NUM
eurjchem-609	108	27	ml	ml	NOUN
eurjchem-609	108	28	)	)	PUNCT
eurjchem-609	108	29	and	and	CCONJ
eurjchem-609	108	30	diluted	dilute	VERB
eurjchem-609	108	31	with	with	ADP
eurjchem-609	108	32	ethyl	ethyl	PROPN
eurjchem-609	108	33	acetate	acetate	NOUN
eurjchem-609	108	34	(	(	PUNCT
eurjchem-609	108	35	20	20	NUM
eurjchem-609	108	36	ml	ml	NOUN
eurjchem-609	108	37	)	)	PUNCT
eurjchem-609	108	38	.	.	PUNCT
eurjchem-609	109	1	the	the	DET
eurjchem-609	109	2	organic	organic	ADJ
eurjchem-609	109	3	layer	layer	NOUN
eurjchem-609	109	4	was	be	AUX
eurjchem-609	109	5	separated	separate	VERB
eurjchem-609	109	6	and	and	CCONJ
eurjchem-609	109	7	the	the	DET
eurjchem-609	109	8	aqueous	aqueous	ADJ
eurjchem-609	109	9	layer	layer	NOUN
eurjchem-609	109	10	was	be	AUX
eurjchem-609	109	11	extracted	extract	VERB
eurjchem-609	109	12	ethyl	ethyl	PROPN
eurjchem-609	109	13	acetate	acetate	NOUN
eurjchem-609	109	14	(	(	PUNCT
eurjchem-609	109	15	3	3	NUM
eurjchem-609	109	16	x	x	SYM
eurjchem-609	109	17	15	15	NUM
eurjchem-609	109	18	ml	ml	NOUN
eurjchem-609	109	19	)	)	PUNCT
eurjchem-609	109	20	.	.	PUNCT
eurjchem-609	110	1	the	the	DET
eurjchem-609	110	2	combined	combine	VERB
eurjchem-609	110	3	organic	organic	ADJ
eurjchem-609	110	4	fractions	fraction	NOUN
eurjchem-609	110	5	were	be	AUX
eurjchem-609	110	6	washed	wash	VERB
eurjchem-609	110	7	with	with	ADP
eurjchem-609	110	8	water	water	NOUN
eurjchem-609	110	9	(	(	PUNCT
eurjchem-609	110	10	2	2	NUM
eurjchem-609	110	11	x	x	SYM
eurjchem-609	110	12	20	20	NUM
eurjchem-609	110	13	ml	ml	NOUN
eurjchem-609	110	14	)	)	PUNCT
eurjchem-609	110	15	and	and	CCONJ
eurjchem-609	110	16	dried	dry	VERB
eurjchem-609	110	17	over	over	ADP
eurjchem-609	110	18	na2so4	na2so4	NOUN
eurjchem-609	110	19	.	.	PUNCT
eurjchem-609	111	1	after	after	ADP
eurjchem-609	111	2	removing	remove	VERB
eurjchem-609	111	3	the	the	DET
eurjchem-609	111	4	solvent	solvent	NOUN
eurjchem-609	111	5	,	,	PUNCT
eurjchem-609	111	6	the	the	DET
eurjchem-609	111	7	crude	crude	ADJ
eurjchem-609	111	8	oil	oil	NOUN
eurjchem-609	111	9	was	be	AUX
eurjchem-609	111	10	purified	purify	VERB
eurjchem-609	111	11	by	by	ADP
eurjchem-609	111	12	silica	silica	NOUN
eurjchem-609	111	13	gel	gel	NOUN
eurjchem-609	111	14	column	column	NOUN
eurjchem-609	111	15	chromatography	chromatography	NOUN
eurjchem-609	111	16	(	(	PUNCT
eurjchem-609	111	17	5	5	NUM
eurjchem-609	111	18	%	%	NOUN
eurjchem-609	111	19	etoac	etoac	ADJ
eurjchem-609	111	20	/	/	SYM
eurjchem-609	111	21	hexane	hexane	NOUN
eurjchem-609	111	22	)	)	PUNCT
eurjchem-609	111	23	to	to	PART
eurjchem-609	111	24	afford	afford	VERB
eurjchem-609	111	25	the	the	DET
eurjchem-609	111	26	allylic	allylic	ADJ
eurjchem-609	111	27	alcohol	alcohol	NOUN
eurjchem-609	111	28	10	10	NUM
eurjchem-609	111	29	(	(	PUNCT
eurjchem-609	111	30	1.25	1.25	NUM
eurjchem-609	111	31	g	g	NOUN
eurjchem-609	111	32	,	,	PUNCT
eurjchem-609	111	33	86	86	NUM
eurjchem-609	111	34	%	%	NOUN
eurjchem-609	111	35	)	)	PUNCT
eurjchem-609	111	36	as	as	ADP
eurjchem-609	111	37	a	a	DET
eurjchem-609	111	38	colourless	colourless	ADJ
eurjchem-609	111	39	oil	oil	NOUN
eurjchem-609	111	40	.	.	PUNCT
eurjchem-609	112	1	[	[	X
eurjchem-609	112	2	α]d25	α]d25	NOUN
eurjchem-609	112	3	=	=	SYM
eurjchem-609	112	4	+2.4	+2.4	NOUN
eurjchem-609	112	5	(	(	PUNCT
eurjchem-609	112	6	c	c	NOUN
eurjchem-609	112	7	1.0	1.0	NUM
eurjchem-609	112	8	,	,	PUNCT
eurjchem-609	112	9	chcl3	chcl3	PROPN
eurjchem-609	112	10	)	)	PUNCT
eurjchem-609	112	11	.	.	PUNCT
eurjchem-609	113	1	ir	ir	PROPN
eurjchem-609	113	2	(	(	PUNCT
eurjchem-609	113	3	cm‐1	cm‐1	PROPN
eurjchem-609	113	4	):	):	PUNCT
eurjchem-609	113	5	3452	3452	NUM
eurjchem-609	113	6	,	,	PUNCT
eurjchem-609	113	7	1536	1536	NUM
eurjchem-609	113	8	,	,	PUNCT
eurjchem-609	113	9	1480	1480	NUM
eurjchem-609	113	10	,	,	PUNCT
eurjchem-609	113	11	1429	1429	NUM
eurjchem-609	113	12	,	,	PUNCT
eurjchem-609	113	13	1256	1256	NUM
eurjchem-609	113	14	.	.	PUNCT
eurjchem-609	113	15	;	;	PUNCT
eurjchem-609	113	16	1h	1h	NUM
eurjchem-609	113	17	nmr	nmr	NOUN
eurjchem-609	113	18	(	(	PUNCT
eurjchem-609	113	19	200	200	NUM
eurjchem-609	113	20	mhz	mhz	NOUN
eurjchem-609	113	21	,	,	PUNCT
eurjchem-609	113	22	cdcl3	cdcl3	PROPN
eurjchem-609	113	23	,	,	PUNCT
eurjchem-609	113	24	δ	δ	PROPN
eurjchem-609	113	25	,	,	PUNCT
eurjchem-609	113	26	ppm	ppm	NUM
eurjchem-609	113	27	):	):	PUNCT
eurjchem-609	113	28	5.80	5.80	NUM
eurjchem-609	113	29	(	(	PUNCT
eurjchem-609	113	30	1h	1h	NUM
eurjchem-609	113	31	,	,	PUNCT
eurjchem-609	113	32	m	m	NOUN
eurjchem-609	113	33	)	)	PUNCT
eurjchem-609	113	34	,	,	PUNCT
eurjchem-609	113	35	5.21	5.21	NUM
eurjchem-609	113	36	(	(	PUNCT
eurjchem-609	113	37	1h	1h	NUM
eurjchem-609	113	38	,	,	PUNCT
eurjchem-609	113	39	dd	dd	NOUN
eurjchem-609	113	40	,	,	PUNCT
eurjchem-609	113	41	j	j	PROPN
eurjchem-609	113	42	=	=	PROPN
eurjchem-609	113	43	17.0	17.0	NUM
eurjchem-609	113	44	,	,	PUNCT
eurjchem-609	113	45	2,0	2,0	NUM
eurjchem-609	113	46	hz	hz	NOUN
eurjchem-609	113	47	)	)	PUNCT
eurjchem-609	113	48	,	,	PUNCT
eurjchem-609	113	49	5.03	5.03	NUM
eurjchem-609	113	50	(	(	PUNCT
eurjchem-609	113	51	1h	1h	NUM
eurjchem-609	113	52	,	,	PUNCT
eurjchem-609	113	53	dd	dd	NOUN
eurjchem-609	113	54	,	,	PUNCT
eurjchem-609	113	55	j	j	PROPN
eurjchem-609	113	56	=	=	SYM
eurjchem-609	113	57	7.0	7.0	NUM
eurjchem-609	113	58	,	,	PUNCT
eurjchem-609	113	59	2.0	2.0	NUM
eurjchem-609	113	60	hz	hz	NOUN
eurjchem-609	113	61	)	)	PUNCT
eurjchem-609	113	62	,	,	PUNCT
eurjchem-609	113	63	4.21	4.21	NUM
eurjchem-609	113	64	(	(	PUNCT
eurjchem-609	113	65	1h	1h	NUM
eurjchem-609	113	66	,	,	PUNCT
eurjchem-609	113	67	m	m	NOUN
eurjchem-609	113	68	)	)	PUNCT
eurjchem-609	113	69	,	,	PUNCT
eurjchem-609	113	70	3.90	3.90	NUM
eurjchem-609	113	71	(	(	PUNCT
eurjchem-609	113	72	1h	1h	NUM
eurjchem-609	113	73	,	,	PUNCT
eurjchem-609	113	74	m	m	PROPN
eurjchem-609	113	75	)	)	PUNCT
eurjchem-609	113	76	,	,	PUNCT
eurjchem-609	113	77	2.82	2.82	NUM
eurjchem-609	113	78	(	(	PUNCT
eurjchem-609	113	79	1h	1h	NUM
eurjchem-609	113	80	,	,	PUNCT
eurjchem-609	113	81	brs	br	VERB
eurjchem-609	113	82	)	)	PUNCT
eurjchem-609	113	83	,	,	PUNCT
eurjchem-609	113	84	1.69‐1.58	1.69‐1.58	NUM
eurjchem-609	113	85	(	(	PUNCT
eurjchem-609	113	86	2h	2h	NUM
eurjchem-609	113	87	,	,	PUNCT
eurjchem-609	113	88	m	m	NOUN
eurjchem-609	113	89	)	)	PUNCT
eurjchem-609	113	90	,	,	PUNCT
eurjchem-609	113	91	1.52‐1.43	1.52‐1.43	NUM
eurjchem-609	113	92	(	(	PUNCT
eurjchem-609	113	93	2h	2h	NUM
eurjchem-609	113	94	,	,	PUNCT
eurjchem-609	113	95	m	m	NOUN
eurjchem-609	113	96	)	)	PUNCT
eurjchem-609	113	97	,	,	PUNCT
eurjchem-609	113	98	1.38‐1.24	1.38‐1.24	NUM
eurjchem-609	113	99	(	(	PUNCT
eurjchem-609	113	100	2h	2h	NUM
eurjchem-609	113	101	,	,	PUNCT
eurjchem-609	113	102	m	m	NOUN
eurjchem-609	113	103	)	)	PUNCT
eurjchem-609	113	104	,	,	PUNCT
eurjchem-609	113	105	0.91	0.91	NUM
eurjchem-609	113	106	(	(	PUNCT
eurjchem-609	113	107	3h	3h	NUM
eurjchem-609	113	108	,	,	PUNCT
eurjchem-609	113	109	t	t	PROPN
eurjchem-609	113	110	,	,	PUNCT
eurjchem-609	113	111	j	j	PROPN
eurjchem-609	113	112	=	=	SYM
eurjchem-609	113	113	7.0	7.0	NUM
eurjchem-609	113	114	hz	hz	NOUN
eurjchem-609	113	115	)	)	PUNCT
eurjchem-609	113	116	,	,	PUNCT
eurjchem-609	113	117	0.85	0.85	NUM
eurjchem-609	113	118	(	(	PUNCT
eurjchem-609	113	119	9h	9h	NOUN
eurjchem-609	113	120	,	,	PUNCT
eurjchem-609	113	121	s	s	NOUN
eurjchem-609	113	122	)	)	PUNCT
eurjchem-609	113	123	,	,	PUNCT
eurjchem-609	113	124	0.10	0.10	NUM
eurjchem-609	113	125	(	(	PUNCT
eurjchem-609	113	126	6h	6h	NUM
eurjchem-609	113	127	,	,	PUNCT
eurjchem-609	113	128	s	s	PART
eurjchem-609	113	129	)	)	PUNCT
eurjchem-609	113	130	.	.	PUNCT
eurjchem-609	114	1	13c	13c	NOUN
eurjchem-609	114	2	nmr	nmr	NOUN
eurjchem-609	114	3	(	(	PUNCT
eurjchem-609	114	4	50	50	NUM
eurjchem-609	114	5	mhz	mhz	NOUN
eurjchem-609	114	6	,	,	PUNCT
eurjchem-609	114	7	cdcl3	cdcl3	PROPN
eurjchem-609	114	8	,	,	PUNCT
eurjchem-609	114	9	δ	δ	PROPN
eurjchem-609	114	10	,	,	PUNCT
eurjchem-609	114	11	ppm	ppm	NOUN
eurjchem-609	114	12	):	):	PUNCT
eurjchem-609	114	13	141.1	141.1	NUM
eurjchem-609	114	14	,	,	PUNCT
eurjchem-609	114	15	114.0	114.0	NUM
eurjchem-609	114	16	,	,	PUNCT
eurjchem-609	114	17	71.7	71.7	NUM
eurjchem-609	114	18	,	,	PUNCT
eurjchem-609	114	19	68.1	68.1	NUM
eurjchem-609	114	20	,	,	PUNCT
eurjchem-609	114	21	43.1	43.1	NUM
eurjchem-609	114	22	,	,	PUNCT
eurjchem-609	114	23	40.0	40.0	NUM
eurjchem-609	114	24	,	,	PUNCT
eurjchem-609	114	25	26.0	26.0	NUM
eurjchem-609	114	26	,	,	PUNCT
eurjchem-609	114	27	18.3	18.3	NUM
eurjchem-609	114	28	,	,	PUNCT
eurjchem-609	114	29	18.1	18.1	NUM
eurjchem-609	114	30	,	,	PUNCT
eurjchem-609	114	31	14.1	14.1	NUM
eurjchem-609	114	32	,	,	PUNCT
eurjchem-609	114	33	‐4.5	‐4.5	PROPN
eurjchem-609	114	34	,	,	PUNCT
eurjchem-609	114	35	‐4.3	‐4.3	NOUN
eurjchem-609	114	36	.	.	PUNCT
eurjchem-609	115	1	esi‐ms	esi‐ms	PROPN
eurjchem-609	115	2	(	(	PUNCT
eurjchem-609	115	3	m	m	PROPN
eurjchem-609	115	4	/	/	SYM
eurjchem-609	115	5	z	z	NOUN
eurjchem-609	115	6	):	):	PUNCT
eurjchem-609	115	7	259	259	NUM
eurjchem-609	115	8	[	[	X
eurjchem-609	115	9	m+h]+	m+h]+	X
eurjchem-609	115	10	.	.	PUNCT
eurjchem-609	115	11	anal	anal	PROPN
eurjchem-609	115	12	.	.	PUNCT
eurjchem-609	115	13	calcd	calcd	NOUN
eurjchem-609	115	14	.	.	PUNCT
eurjchem-609	116	1	for	for	SCONJ
eurjchem-609	116	2	c14h30o2si	c14h30o2si	PROPN
eurjchem-609	116	3	:	:	PUNCT
eurjchem-609	116	4	c	c	X
eurjchem-609	116	5	,	,	PUNCT
eurjchem-609	116	6	65.12	65.12	NUM
eurjchem-609	116	7	;	;	PUNCT
eurjchem-609	116	8	h	h	NOUN
eurjchem-609	116	9	,	,	PUNCT
eurjchem-609	116	10	11.63	11.63	NUM
eurjchem-609	116	11	.	.	PUNCT
eurjchem-609	116	12	found	find	VERB
eurjchem-609	116	13	:	:	PUNCT
eurjchem-609	117	1	c	c	X
eurjchem-609	117	2	,	,	PUNCT
eurjchem-609	117	3	65.27	65.27	NUM
eurjchem-609	117	4	;	;	PUNCT
eurjchem-609	117	5	h	h	NOUN
eurjchem-609	117	6	,	,	PUNCT
eurjchem-609	117	7	11.71	11.71	NUM
eurjchem-609	117	8	%	%	NOUN
eurjchem-609	117	9	.	.	PUNCT
eurjchem-609	118	1	3	3	X
eurjchem-609	118	2	.	.	NOUN
eurjchem-609	118	3	results	result	NOUN
eurjchem-609	118	4	and	and	CCONJ
eurjchem-609	118	5	discussion	discussion	VERB
eurjchem-609	118	6	the	the	DET
eurjchem-609	118	7	synthesis	synthesis	NOUN
eurjchem-609	118	8	of	of	ADP
eurjchem-609	118	9	herbarumin	herbarumin	PROPN
eurjchem-609	118	10	iii	iii	PROPN
eurjchem-609	118	11	(	(	PUNCT
eurjchem-609	118	12	1	1	NUM
eurjchem-609	118	13	)	)	PUNCT
eurjchem-609	118	14	was	be	AUX
eurjchem-609	118	15	initiated	initiate	VERB
eurjchem-609	118	16	from	from	ADP
eurjchem-609	118	17	the	the	DET
eurjchem-609	118	18	commercially	commercially	ADV
eurjchem-609	118	19	available	available	ADJ
eurjchem-609	118	20	butanal	butanal	ADJ
eurjchem-609	118	21	(	(	PUNCT
eurjchem-609	118	22	4	4	NUM
eurjchem-609	118	23	)	)	PUNCT
eurjchem-609	118	24	(	(	PUNCT
eurjchem-609	118	25	scheme	scheme	NOUN
eurjchem-609	118	26	1	1	NUM
eurjchem-609	118	27	)	)	PUNCT
eurjchem-609	118	28	which	which	PRON
eurjchem-609	118	29	underwent	undergo	VERB
eurjchem-609	118	30	enantioselective	enantioselective	ADJ
eurjchem-609	118	31	maruoka	maruoka	NOUN
eurjchem-609	118	32	allylation	allylation	NOUN
eurjchem-609	119	1	[	[	X
eurjchem-609	119	2	13	13	NUM
eurjchem-609	119	3	]	]	PUNCT
eurjchem-609	119	4	using	use	VERB
eurjchem-609	119	5	the	the	DET
eurjchem-609	119	6	titanium	titanium	NOUN
eurjchem-609	119	7	complex	complex	NOUN
eurjchem-609	119	8	(	(	PUNCT
eurjchem-609	119	9	s	s	X
eurjchem-609	119	10	,	,	PUNCT
eurjchem-609	119	11	s‐i	s‐i	PROPN
eurjchem-609	119	12	)	)	PUNCT
eurjchem-609	119	13	(	(	PUNCT
eurjchem-609	119	14	figure	figure	NOUN
eurjchem-609	119	15	2	2	NUM
eurjchem-609	119	16	)	)	PUNCT
eurjchem-609	119	17	and	and	CCONJ
eurjchem-609	119	18	allyl	allyl	NOUN
eurjchem-609	119	19	(	(	PUNCT
eurjchem-609	119	20	tributyl	tributyl	NOUN
eurjchem-609	119	21	)	)	PUNCT
eurjchem-609	119	22	tin	tin	NOUN
eurjchem-609	119	23	to	to	PART
eurjchem-609	119	24	afford	afford	VERB
eurjchem-609	119	25	the	the	DET
eurjchem-609	119	26	homoallylic	homoallylic	PROPN
eurjchem-609	119	27	alcohol	alcohol	NOUN
eurjchem-609	119	28	5	5	NUM
eurjchem-609	119	29	(	(	PUNCT
eurjchem-609	119	30	ee	ee	PROPN
eurjchem-609	119	31	97	97	NUM
eurjchem-609	119	32	%	%	NOUN
eurjchem-609	119	33	)	)	PUNCT
eurjchem-609	119	34	.	.	PUNCT
eurjchem-609	120	1	this	this	DET
eurjchem-609	120	2	alcohol	alcohol	NOUN
eurjchem-609	120	3	was	be	AUX
eurjchem-609	120	4	treated	treat	VERB
eurjchem-609	120	5	with	with	ADP
eurjchem-609	120	6	di	di	X
eurjchem-609	120	7	(	(	PUNCT
eurjchem-609	120	8	tert‐butyl	tert‐butyl	NOUN
eurjchem-609	120	9	)	)	PUNCT
eurjchem-609	120	10	dicarbonate	dicarbonate	NOUN
eurjchem-609	120	11	in	in	ADP
eurjchem-609	120	12	the	the	DET
eurjchem-609	120	13	presence	presence	NOUN
eurjchem-609	120	14	of	of	ADP
eurjchem-609	120	15	dmap	dmap	NOUN
eurjchem-609	120	16	in	in	ADP
eurjchem-609	120	17	mecn	mecn	NOUN
eurjchem-609	120	18	to	to	ADP
eurjchem-609	120	19	the	the	DET
eurjchem-609	120	20	homoallylic	homoallylic	NOUN
eurjchem-609	120	21	tert‐butyl	tert‐butyl	ADP
eurjchem-609	120	22	carbonate	carbonate	NOUN
eurjchem-609	120	23	6	6	NUM
eurjchem-609	120	24	in	in	ADP
eurjchem-609	120	25	high	high	ADJ
eurjchem-609	120	26	yield	yield	NOUN
eurjchem-609	120	27	.	.	PUNCT
eurjchem-609	121	1	compound	compound	NOUN
eurjchem-609	121	2	6	6	NUM
eurjchem-609	121	3	was	be	AUX
eurjchem-609	121	4	suitable	suitable	ADJ
eurjchem-609	121	5	for	for	ADP
eurjchem-609	121	6	diastereoselective	diastereoselective	ADJ
eurjchem-609	121	7	iodine‐	iodine‐	NOUN
eurjchem-609	121	8	induced	induce	VERB
eurjchem-609	121	9	electrophilic	electrophilic	ADJ
eurjchem-609	121	10	cyclization	cyclization	NOUN
eurjchem-609	121	11	to	to	PART
eurjchem-609	121	12	generate	generate	VERB
eurjchem-609	121	13	the	the	DET
eurjchem-609	121	14	required	require	VERB
eurjchem-609	121	15	stereogenic	stereogenic	NOUN
eurjchem-609	121	16	centres	centre	NOUN
eurjchem-609	121	17	[	[	X
eurjchem-609	121	18	14,15	14,15	NUM
eurjchem-609	121	19	]	]	PUNCT
eurjchem-609	121	20	.	.	PUNCT
eurjchem-609	122	1	thus	thus	ADV
eurjchem-609	122	2	,	,	PUNCT
eurjchem-609	122	3	the	the	DET
eurjchem-609	122	4	treatment	treatment	NOUN
eurjchem-609	122	5	of	of	ADP
eurjchem-609	122	6	this	this	DET
eurjchem-609	122	7	compound	compound	NOUN
eurjchem-609	122	8	with	with	ADP
eurjchem-609	122	9	iodine	iodine	NOUN
eurjchem-609	122	10	in	in	ADP
eurjchem-609	122	11	mecn	mecn	NOUN
eurjchem-609	122	12	at	at	ADP
eurjchem-609	122	13	‐20	‐20	PROPN
eurjchem-609	122	14	oc	oc	PROPN
eurjchem-609	122	15	resulted	result	VERB
eurjchem-609	122	16	in	in	ADP
eurjchem-609	122	17	the	the	DET
eurjchem-609	122	18	formation	formation	NOUN
eurjchem-609	122	19	of	of	ADP
eurjchem-609	122	20	the	the	DET
eurjchem-609	122	21	iodocarbonate	iodocarbonate	NOUN
eurjchem-609	122	22	7	7	NUM
eurjchem-609	122	23	with	with	ADP
eurjchem-609	122	24	high	high	ADJ
eurjchem-609	122	25	diastereoselectivity	diastereoselectivity	NOUN
eurjchem-609	122	26	(	(	PUNCT
eurjchem-609	122	27	de	de	PROPN
eurjchem-609	122	28	95	95	NUM
eurjchem-609	122	29	%	%	NOUN
eurjchem-609	122	30	)	)	PUNCT
eurjchem-609	122	31	favouring	favour	VERB
eurjchem-609	122	32	the	the	DET
eurjchem-609	122	33	syn‐isomer	syn‐isomer	NOUN
eurjchem-609	122	34	.	.	PUNCT
eurjchem-609	123	1	the	the	DET
eurjchem-609	123	2	pure	pure	ADJ
eurjchem-609	123	3	syn‐isomer	syn‐isomer	NOUN
eurjchem-609	123	4	was	be	AUX
eurjchem-609	123	5	separated	separate	VERB
eurjchem-609	123	6	and	and	CCONJ
eurjchem-609	123	7	it	it	PRON
eurjchem-609	123	8	was	be	AUX
eurjchem-609	123	9	reacted	react	VERB
eurjchem-609	123	10	with	with	ADP
eurjchem-609	123	11	k2co3	k2co3	NOUN
eurjchem-609	123	12	in	in	ADP
eurjchem-609	123	13	meoh	meoh	PROPN
eurjchem-609	123	14	to	to	PART
eurjchem-609	123	15	furnish	furnish	VERB
eurjchem-609	123	16	the	the	DET
eurjchem-609	123	17	syn‐epoxy	syn‐epoxy	NUM
eurjchem-609	123	18	alcohol	alcohol	NOUN
eurjchem-609	123	19	8	8	NUM
eurjchem-609	123	20	.	.	PUNCT
eurjchem-609	124	1	the	the	DET
eurjchem-609	124	2	diastereoselective	diastereoselective	ADJ
eurjchem-609	124	3	preparation	preparation	NOUN
eurjchem-609	124	4	of	of	ADP
eurjchem-609	124	5	an	an	DET
eurjchem-609	124	6	iodocarbonate	iodocarbonate	NOUN
eurjchem-609	124	7	and	and	CCONJ
eurjchem-609	124	8	its	its	PRON
eurjchem-609	124	9	conversion	conversion	NOUN
eurjchem-609	124	10	into	into	ADP
eurjchem-609	124	11	a	a	DET
eurjchem-609	124	12	1,3‐syn	1,3‐syn	ADJ
eurjchem-609	124	13	epoxy	epoxy	NOUN
eurjchem-609	124	14	alcohol	alcohol	NOUN
eurjchem-609	124	15	has	have	AUX
eurjchem-609	124	16	not	not	PART
eurjchem-609	124	17	been	be	AUX
eurjchem-609	124	18	applied	apply	VERB
eurjchem-609	124	19	earlier	early	ADV
eurjchem-609	124	20	in	in	ADP
eurjchem-609	124	21	the	the	DET
eurjchem-609	124	22	synthesis	synthesis	NOUN
eurjchem-609	124	23	of	of	ADP
eurjchem-609	124	24	herbarumin	herbarumin	NOUN
eurjchem-609	124	25	iii	iii	PROPN
eurjchem-609	125	1	[	[	X
eurjchem-609	125	2	2‐9	2‐9	NOUN
eurjchem-609	125	3	]	]	X
eurjchem-609	125	4	.	.	PUNCT
eurjchem-609	126	1	the	the	DET
eurjchem-609	126	2	hydroxyl	hydroxyl	PROPN
eurjchem-609	126	3	group	group	NOUN
eurjchem-609	126	4	of	of	ADP
eurjchem-609	126	5	the	the	DET
eurjchem-609	126	6	alcohol	alcohol	NOUN
eurjchem-609	126	7	8	8	NUM
eurjchem-609	126	8	was	be	AUX
eurjchem-609	126	9	protected	protect	VERB
eurjchem-609	126	10	as	as	ADP
eurjchem-609	126	11	tbs‐ether	tbs‐ether	NUM
eurjchem-609	126	12	by	by	ADP
eurjchem-609	126	13	treatment	treatment	NOUN
eurjchem-609	126	14	of	of	ADP
eurjchem-609	126	15	the	the	DET
eurjchem-609	126	16	former	former	ADJ
eurjchem-609	126	17	with	with	ADP
eurjchem-609	126	18	tbscl	tbscl	NOUN
eurjchem-609	126	19	using	use	VERB
eurjchem-609	126	20	imidazole	imidazole	NOUN
eurjchem-609	126	21	to	to	PART
eurjchem-609	126	22	form	form	VERB
eurjchem-609	126	23	the	the	DET
eurjchem-609	126	24	tbs‐protected	tbs‐protecte	VERB
eurjchem-609	126	25	epoxide	epoxide	NOUN
eurjchem-609	126	26	9	9	NUM
eurjchem-609	126	27	.	.	PUNCT
eurjchem-609	127	1	the	the	DET
eurjchem-609	127	2	epoxide	epoxide	NOUN
eurjchem-609	127	3	ring	ring	NOUN
eurjchem-609	127	4	of	of	ADP
eurjchem-609	127	5	9	9	NUM
eurjchem-609	127	6	was	be	AUX
eurjchem-609	127	7	opened	open	VERB
eurjchem-609	127	8	with	with	ADP
eurjchem-609	127	9	trimethylsulfonium	trimethylsulfonium	NOUN
eurjchem-609	127	10	iodide	iodide	NOUN
eurjchem-609	127	11	(	(	PUNCT
eurjchem-609	127	12	tmsi	tmsi	NOUN
eurjchem-609	127	13	)	)	PUNCT
eurjchem-609	127	14	in	in	ADP
eurjchem-609	127	15	the	the	DET
eurjchem-609	127	16	presence	presence	NOUN
eurjchem-609	127	17	of	of	ADP
eurjchem-609	127	18	n‐buli	n‐buli	PUNCT
eurjchem-609	127	19	to	to	PART
eurjchem-609	127	20	afford	afford	VERB
eurjchem-609	127	21	the	the	DET
eurjchem-609	127	22	required	require	VERB
eurjchem-609	127	23	intermediate	intermediate	ADJ
eurjchem-609	127	24	10	10	NUM
eurjchem-609	127	25	.	.	PUNCT
eurjchem-609	128	1	this	this	DET
eurjchem-609	128	2	compound	compound	NOUN
eurjchem-609	128	3	can	can	AUX
eurjchem-609	128	4	now	now	ADV
eurjchem-609	128	5	be	be	AUX
eurjchem-609	128	6	converted	convert	VERB
eurjchem-609	128	7	into	into	ADP
eurjchem-609	128	8	herbarumin	herbarumin	PROPN
eurjchem-609	128	9	iii	iii	X
eurjchem-609	128	10	(	(	PUNCT
eurjchem-609	128	11	1	1	NUM
eurjchem-609	128	12	)	)	PUNCT
eurjchem-609	128	13	following	follow	VERB
eurjchem-609	128	14	the	the	DET
eurjchem-609	128	15	reported	report	VERB
eurjchem-609	128	16	methods	method	NOUN
eurjchem-609	128	17	[	[	X
eurjchem-609	128	18	2,6	2,6	NUM
eurjchem-609	128	19	]	]	PUNCT
eurjchem-609	128	20	and	and	CCONJ
eurjchem-609	128	21	thus	thus	ADV
eurjchem-609	128	22	completing	complete	VERB
eurjchem-609	128	23	the	the	DET
eurjchem-609	128	24	formal	formal	ADJ
eurjchem-609	128	25	synthesis	synthesis	NOUN
eurjchem-609	128	26	of	of	ADP
eurjchem-609	128	27	this	this	DET
eurjchem-609	128	28	nonenolide	nonenolide	NOUN
eurjchem-609	128	29	.	.	PUNCT
eurjchem-609	129	1	figure	figure	NOUN
eurjchem-609	129	2	2	2	NUM
eurjchem-609	129	3	.	.	PUNCT
eurjchem-609	130	1	structure	structure	NOUN
eurjchem-609	130	2	of	of	ADP
eurjchem-609	130	3	complex	complex	ADJ
eurjchem-609	130	4	(	(	PUNCT
eurjchem-609	130	5	s	s	PROPN
eurjchem-609	130	6	,	,	PUNCT
eurjchem-609	130	7	s)‐i	s)‐i	X
eurjchem-609	130	8	.	.	PUNCT
eurjchem-609	131	1	4	4	NUM
eurjchem-609	131	2	.	.	X
eurjchem-609	131	3	conclusion	conclusion	NOUN
eurjchem-609	131	4	in	in	ADP
eurjchem-609	131	5	conclusion	conclusion	NOUN
eurjchem-609	131	6	,	,	PUNCT
eurjchem-609	131	7	a	a	DET
eurjchem-609	131	8	simple	simple	ADJ
eurjchem-609	131	9	stereoselective	stereoselective	ADJ
eurjchem-609	131	10	formal	formal	ADJ
eurjchem-609	131	11	synthesis	synthesis	NOUN
eurjchem-609	131	12	of	of	ADP
eurjchem-609	131	13	herbarumin	herbarumin	PROPN
eurjchem-609	131	14	iii	iii	PROPN
eurjchem-609	131	15	has	have	AUX
eurjchem-609	131	16	been	be	AUX
eurjchem-609	131	17	achived	achive	VERB
eurjchem-609	131	18	from	from	ADP
eurjchem-609	131	19	butanal	butanal	ADJ
eurjchem-609	131	20	via	via	ADP
eurjchem-609	131	21	maruoka	maruoka	PROPN
eurjchem-609	131	22	asymmetric	asymmetric	PROPN
eurjchem-609	131	23	allylation	allylation	PROPN
eurjchem-609	131	24	,	,	PUNCT
eurjchem-609	131	25	diastereoselective	diastereoselective	ADJ
eurjchem-609	131	26	iodine‐induced	iodine‐induce	VERB
eurjchem-609	131	27	electrophilic	electrophilic	ADJ
eurjchem-609	131	28	cyclization	cyclization	NOUN
eurjchem-609	131	29	and	and	CCONJ
eurjchem-609	131	30	conversion	conversion	NOUN
eurjchem-609	131	31	of	of	ADP
eurjchem-609	131	32	iodocarbonate	iodocarbonate	NOUN
eurjchem-609	131	33	into	into	ADP
eurjchem-609	131	34	syn‐epoxy	syn‐epoxy	NOUN
eurjchem-609	131	35	alcohol	alcohol	NOUN
eurjchem-609	131	36	as	as	ADP
eurjchem-609	131	37	the	the	DET
eurjchem-609	131	38	key	key	ADJ
eurjchem-609	131	39	steps	step	NOUN
eurjchem-609	131	40	.	.	PUNCT
eurjchem-609	132	1	in	in	ADP
eurjchem-609	132	2	the	the	DET
eurjchem-609	132	3	earlier	early	ADJ
eurjchem-609	132	4	total	total	ADJ
eurjchem-609	132	5	syntheses	synthesis	NOUN
eurjchem-609	132	6	involving	involve	VERB
eurjchem-609	132	7	the	the	DET
eurjchem-609	132	8	fragment	fragment	NOUN
eurjchem-609	132	9	10	10	NUM
eurjchem-609	132	10	more	more	ADJ
eurjchem-609	132	11	steps	step	NOUN
eurjchem-609	132	12	were	be	AUX
eurjchem-609	132	13	required	require	VERB
eurjchem-609	132	14	[	[	X
eurjchem-609	132	15	2,6	2,6	NUM
eurjchem-609	132	16	]	]	PUNCT
eurjchem-609	132	17	.	.	PUNCT
eurjchem-609	133	1	here	here	ADV
eurjchem-609	133	2	we	we	PRON
eurjchem-609	133	3	have	have	AUX
eurjchem-609	133	4	prepared	prepare	VERB
eurjchem-609	133	5	10	10	NUM
eurjchem-609	133	6	employing	employ	VERB
eurjchem-609	133	7	less	less	ADJ
eurjchem-609	133	8	steps	step	NOUN
eurjchem-609	133	9	and	and	CCONJ
eurjchem-609	133	10	convenient	convenient	ADJ
eurjchem-609	133	11	procedures	procedure	NOUN
eurjchem-609	133	12	.	.	PUNCT
eurjchem-609	134	1	thus	thus	ADV
eurjchem-609	134	2	,	,	PUNCT
eurjchem-609	134	3	though	though	SCONJ
eurjchem-609	134	4	the	the	DET
eurjchem-609	134	5	total	total	ADJ
eurjchem-609	134	6	synthesis	synthesis	NOUN
eurjchem-609	134	7	of	of	ADP
eurjchem-609	134	8	the	the	DET
eurjchem-609	134	9	molecule	molecule	NOUN
eurjchem-609	134	10	has	have	AUX
eurjchem-609	134	11	been	be	AUX
eurjchem-609	134	12	reported	report	VERB
eurjchem-609	134	13	the	the	DET
eurjchem-609	134	14	present	present	ADJ
eurjchem-609	134	15	formal	formal	ADJ
eurjchem-609	134	16	synthesis	synthesis	NOUN
eurjchem-609	134	17	is	be	AUX
eurjchem-609	134	18	of	of	ADP
eurjchem-609	134	19	considerable	considerable	ADJ
eurjchem-609	134	20	importance	importance	NOUN
eurjchem-609	134	21	.	.	PUNCT
eurjchem-609	135	1	acknowledgements	acknowledgement	NOUN
eurjchem-609	135	2	the	the	DET
eurjchem-609	135	3	authors	author	NOUN
eurjchem-609	135	4	thank	thank	VERB
eurjchem-609	135	5	council	council	PROPN
eurjchem-609	135	6	of	of	ADP
eurjchem-609	135	7	scientific	scientific	ADJ
eurjchem-609	135	8	and	and	CCONJ
eurjchem-609	135	9	industrial	industrial	ADJ
eurjchem-609	135	10	research	research	NOUN
eurjchem-609	135	11	and	and	CCONJ
eurjchem-609	135	12	university	university	NOUN
eurjchem-609	135	13	grants	grant	NOUN
eurjchem-609	135	14	commission	commission	PROPN
eurjchem-609	135	15	,	,	PUNCT
eurjchem-609	135	16	new	new	ADJ
eurjchem-609	135	17	delhi	delhi	PROPN
eurjchem-609	135	18	for	for	ADP
eurjchem-609	135	19	financial	financial	ADJ
eurjchem-609	135	20	assistance	assistance	NOUN
eurjchem-609	135	21	.	.	PUNCT
eurjchem-609	136	1	references	reference	NOUN
eurjchem-609	136	2	[	[	X
eurjchem-609	136	3	1	1	NUM
eurjchem-609	136	4	]	]	PUNCT
eurjchem-609	136	5	.	.	PUNCT
eurjchem-609	137	1	rivero‐cruz	rivero‐cruz	PROPN
eurjchem-609	137	2	,	,	PUNCT
eurjchem-609	137	3	j.	j.	PROPN
eurjchem-609	137	4	f.	f.	PROPN
eurjchem-609	137	5	;	;	PUNCT
eurjchem-609	137	6	cerda‐garcia‐rojas	cerda‐garcia‐rojas	PROPN
eurjchem-609	137	7	,	,	PUNCT
eurjchem-609	137	8	c.	c.	PROPN
eurjchem-609	137	9	m.	m.	NOUN
eurjchem-609	137	10	;	;	PUNCT
eurjchem-609	137	11	mata	mata	PROPN
eurjchem-609	137	12	,	,	PUNCT
eurjchem-609	137	13	r.	r.	PROPN
eurjchem-609	137	14	j.	j.	PROPN
eurjchem-609	137	15	nat	nat	PROPN
eurjchem-609	137	16	.	.	PUNCT
eurjchem-609	138	1	prod	prod	PROPN
eurjchem-609	138	2	.	.	PUNCT
eurjchem-609	139	1	2003	2003	NUM
eurjchem-609	139	2	,	,	PUNCT
eurjchem-609	139	3	66	66	NUM
eurjchem-609	139	4	,	,	PUNCT
eurjchem-609	139	5	511‐514	511‐514	NUM
eurjchem-609	139	6	.	.	PUNCT
eurjchem-609	140	1	[	[	X
eurjchem-609	140	2	2	2	NUM
eurjchem-609	140	3	]	]	PUNCT
eurjchem-609	140	4	.	.	PUNCT
eurjchem-609	140	5	gurjar	gurjar	NOUN
eurjchem-609	140	6	,	,	PUNCT
eurjchem-609	140	7	m.	m.	PROPN
eurjchem-609	140	8	k.	k.	PROPN
eurjchem-609	140	9	;	;	PUNCT
eurjchem-609	140	10	karmakar	karmakar	PROPN
eurjchem-609	140	11	,	,	PUNCT
eurjchem-609	140	12	s.	s.	PROPN
eurjchem-609	140	13	;	;	PUNCT
eurjchem-609	140	14	mahapatra	mahapatra	PROPN
eurjchem-609	140	15	,	,	PUNCT
eurjchem-609	140	16	d.	d.	PROPN
eurjchem-609	140	17	k.	k.	PROPN
eurjchem-609	140	18	tetrahedron	tetrahedron	PROPN
eurjchem-609	140	19	lett	lett	PROPN
eurjchem-609	140	20	.	.	PUNCT
eurjchem-609	141	1	2004	2004	NUM
eurjchem-609	141	2	,	,	PUNCT
eurjchem-609	141	3	45	45	NUM
eurjchem-609	141	4	,	,	PUNCT
eurjchem-609	141	5	4525‐4526	4525‐4526	NUM
eurjchem-609	141	6	.	.	PUNCT
eurjchem-609	142	1	[	[	X
eurjchem-609	142	2	3	3	NUM
eurjchem-609	142	3	]	]	PUNCT
eurjchem-609	142	4	.	.	PUNCT
eurjchem-609	142	5	gurjar	gurjar	NOUN
eurjchem-609	142	6	,	,	PUNCT
eurjchem-609	142	7	m.	m.	PROPN
eurjchem-609	142	8	k.	k.	PROPN
eurjchem-609	142	9	;	;	PUNCT
eurjchem-609	142	10	nagaprasad	nagaprasad	PROPN
eurjchem-609	142	11	,	,	PUNCT
eurjchem-609	142	12	r.	r.	PROPN
eurjchem-609	142	13	;	;	PUNCT
eurjchem-609	142	14	ramana	ramana	PROPN
eurjchem-609	142	15	,	,	PUNCT
eurjchem-609	142	16	c.	c.	PROPN
eurjchem-609	142	17	v.	v.	PROPN
eurjchem-609	142	18	;	;	PUNCT
eurjchem-609	142	19	mahapatra	mahapatra	PROPN
eurjchem-609	142	20	,	,	PUNCT
eurjchem-609	142	21	d.	d.	PROPN
eurjchem-609	142	22	k.	k.	PROPN
eurjchem-609	143	1	arkivoc	arkivoc	PROPN
eurjchem-609	143	2	2005	2005	NUM
eurjchem-609	143	3	,	,	PUNCT
eurjchem-609	143	4	3	3	NUM
eurjchem-609	143	5	,	,	PUNCT
eurjchem-609	143	6	237‐257	237‐257	NOUN
eurjchem-609	143	7	.	.	PUNCT
eurjchem-609	144	1	[	[	X
eurjchem-609	144	2	4	4	NUM
eurjchem-609	144	3	]	]	PUNCT
eurjchem-609	144	4	.	.	PUNCT
eurjchem-609	145	1	nanda	nanda	PROPN
eurjchem-609	145	2	,	,	PUNCT
eurjchem-609	145	3	s.	s.	PROPN
eurjchem-609	145	4	tetrahedron	tetrahedron	PROPN
eurjchem-609	145	5	lett	lett	PROPN
eurjchem-609	145	6	.	.	PUNCT
eurjchem-609	146	1	2005	2005	NUM
eurjchem-609	146	2	,	,	PUNCT
eurjchem-609	146	3	46	46	NUM
eurjchem-609	146	4	,	,	PUNCT
eurjchem-609	146	5	3661‐3663	3661‐3663	NUM
eurjchem-609	146	6	.	.	PUNCT
eurjchem-609	147	1	[	[	X
eurjchem-609	147	2	5	5	NUM
eurjchem-609	147	3	]	]	PUNCT
eurjchem-609	147	4	.	.	PUNCT
eurjchem-609	147	5	boruwa	boruwa	PROPN
eurjchem-609	147	6	,	,	PUNCT
eurjchem-609	147	7	j.	j.	PROPN
eurjchem-609	147	8	;	;	PUNCT
eurjchem-609	147	9	bogoi	bogoi	PROPN
eurjchem-609	147	10	,	,	PUNCT
eurjchem-609	147	11	n.	n.	NOUN
eurjchem-609	147	12	;	;	PUNCT
eurjchem-609	147	13	barua	barua	PROPN
eurjchem-609	147	14	,	,	PUNCT
eurjchem-609	147	15	n.	n.	PROPN
eurjchem-609	147	16	c.	c.	PROPN
eurjchem-609	147	17	org	org	PROPN
eurjchem-609	147	18	.	.	PUNCT
eurjchem-609	148	1	biomol	biomol	PROPN
eurjchem-609	148	2	.	.	PUNCT
eurjchem-609	149	1	chem	chem	PROPN
eurjchem-609	149	2	.	.	PUNCT
eurjchem-609	150	1	2006	2006	NUM
eurjchem-609	150	2	,	,	PUNCT
eurjchem-609	150	3	4	4	NUM
eurjchem-609	150	4	,	,	PUNCT
eurjchem-609	150	5	3521‐	3521‐	NUM
eurjchem-609	150	6	3525	3525	NUM
eurjchem-609	150	7	.	.	PUNCT
eurjchem-609	151	1	[	[	X
eurjchem-609	151	2	6	6	NUM
eurjchem-609	151	3	]	]	PUNCT
eurjchem-609	151	4	.	.	PUNCT
eurjchem-609	152	1	gupta	gupta	PROPN
eurjchem-609	152	2	,	,	PUNCT
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eurjchem-609	152	4	;	;	PUNCT
eurjchem-609	152	5	kumar	kumar	PROPN
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eurjchem-609	152	8	tetrahedron	tetrahedron	NOUN
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eurjchem-609	153	1	asymmetr	asymmetr	PROPN
eurjchem-609	153	2	.	.	PUNCT
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eurjchem-609	154	2	,	,	PUNCT
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eurjchem-609	154	4	,	,	PUNCT
eurjchem-609	154	5	1688‐1692	1688‐1692	NUM
eurjchem-609	154	6	.	.	PUNCT
eurjchem-609	155	1	[	[	X
eurjchem-609	155	2	7	7	NUM
eurjchem-609	155	3	]	]	PUNCT
eurjchem-609	155	4	.	.	PUNCT
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eurjchem-609	156	2	,	,	PUNCT
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eurjchem-609	156	6	da	da	PROPN
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eurjchem-609	156	13	l.	l.	PROPN
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eurjchem-609	156	21	xie	xie	PROPN
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eurjchem-609	156	31	chem	chem	PROPN
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eurjchem-609	157	2	.	.	PUNCT
eurjchem-609	158	1	2007	2007	NUM
eurjchem-609	158	2	,	,	PUNCT
eurjchem-609	158	3	18	18	NUM
eurjchem-609	158	4	,	,	PUNCT
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eurjchem-609	158	6	.	.	PUNCT
eurjchem-609	159	1	[	[	X
eurjchem-609	159	2	8	8	NUM
eurjchem-609	159	3	]	]	PUNCT
eurjchem-609	159	4	.	.	PUNCT
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eurjchem-609	160	2	,	,	PUNCT
eurjchem-609	160	3	j.	j.	PROPN
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eurjchem-609	160	5	;	;	PUNCT
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eurjchem-609	160	7	,	,	PUNCT
eurjchem-609	160	8	h.	h.	PROPN
eurjchem-609	160	9	;	;	PUNCT
eurjchem-609	160	10	gayathri	gayathri	PROPN
eurjchem-609	160	11	,	,	PUNCT
eurjchem-609	160	12	k.	k.	PROPN
eurjchem-609	160	13	u.	u.	PROPN
eurjchem-609	160	14	;	;	PUNCT
eurjchem-609	160	15	rao	rao	PROPN
eurjchem-609	160	16	,	,	PUNCT
eurjchem-609	160	17	n.	n.	PROPN
eurjchem-609	160	18	v.	v.	PROPN
eurjchem-609	160	19	;	;	PUNCT
eurjchem-609	160	20	prasad	prasad	PROPN
eurjchem-609	160	21	,	,	PUNCT
eurjchem-609	160	22	a.	a.	PROPN
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eurjchem-609	160	24	synthesis	synthesis	PROPN
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eurjchem-609	160	26	,	,	PUNCT
eurjchem-609	160	27	3945‐3950	3945‐3950	NUM
eurjchem-609	160	28	.	.	PUNCT
eurjchem-609	161	1	[	[	X
eurjchem-609	161	2	9	9	NUM
eurjchem-609	161	3	]	]	PUNCT
eurjchem-609	161	4	.	.	PUNCT
eurjchem-609	162	1	sabitha	sabitha	PROPN
eurjchem-609	162	2	,	,	PUNCT
eurjchem-609	162	3	g.	g.	PROPN
eurjchem-609	162	4	;	;	PUNCT
eurjchem-609	162	5	srinivas	srinivas	PROPN
eurjchem-609	162	6	,	,	PUNCT
eurjchem-609	162	7	c.	c.	PROPN
eurjchem-609	162	8	;	;	PUNCT
eurjchem-609	162	9	maruthi	maruthi	PROPN
eurjchem-609	162	10	,	,	PUNCT
eurjchem-609	162	11	c.	c.	PROPN
eurjchem-609	162	12	;	;	PUNCT
eurjchem-609	162	13	yadav	yadav	PROPN
eurjchem-609	162	14	,	,	PUNCT
eurjchem-609	162	15	j.	j.	PROPN
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eurjchem-609	162	17	helv	helv	PROPN
eurjchem-609	162	18	.	.	PUNCT
eurjchem-609	163	1	chim	chim	PROPN
eurjchem-609	163	2	.	.	PUNCT
eurjchem-609	164	1	acta	acta	PROPN
eurjchem-609	164	2	.	.	PUNCT
eurjchem-609	165	1	2010	2010	NUM
eurjchem-609	165	2	,	,	PUNCT
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eurjchem-609	165	4	,	,	PUNCT
eurjchem-609	165	5	1634‐1640	1634‐1640	NUM
eurjchem-609	165	6	.	.	PUNCT
eurjchem-609	166	1	[	[	X
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eurjchem-609	166	3	]	]	PUNCT
eurjchem-609	166	4	.	.	PUNCT
eurjchem-609	167	1	das	das	PROPN
eurjchem-609	167	2	,	,	PUNCT
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eurjchem-609	167	4	;	;	PUNCT
eurjchem-609	167	5	suneel	suneel	PROPN
eurjchem-609	167	6	,	,	PUNCT
eurjchem-609	167	7	k.	k.	PROPN
eurjchem-609	167	8	;	;	PUNCT
eurjchem-609	167	9	satyalaxmi	satyalaxmi	PROPN
eurjchem-609	167	10	,	,	PUNCT
eurjchem-609	167	11	g.	g.	PROPN
eurjchem-609	167	12	;	;	PUNCT
eurjchem-609	167	13	kumar	kumar	PROPN
eurjchem-609	167	14	,	,	PUNCT
eurjchem-609	167	15	d.	d.	PROPN
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eurjchem-609	167	18	:	:	PUNCT
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eurjchem-609	168	2	.	.	PUNCT
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eurjchem-609	169	2	,	,	PUNCT
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eurjchem-609	169	4	,	,	PUNCT
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eurjchem-609	169	6	.	.	PUNCT
eurjchem-609	170	1	[	[	X
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eurjchem-609	170	3	]	]	PUNCT
eurjchem-609	170	4	.	.	PUNCT
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eurjchem-609	171	2	,	,	PUNCT
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eurjchem-609	171	4	;	;	PUNCT
eurjchem-609	171	5	krishnaiah	krishnaiah	PROPN
eurjchem-609	171	6	,	,	PUNCT
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eurjchem-609	171	13	.	.	PUNCT
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eurjchem-609	172	4	.	.	PUNCT
eurjchem-609	173	1	lett	lett	PROPN
eurjchem-609	173	2	.	.	PUNCT
eurjchem-609	174	1	2010	2010	NUM
eurjchem-609	174	2	,	,	PUNCT
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eurjchem-609	174	4	,	,	PUNCT
eurjchem-609	174	5	2303‐2305	2303‐2305	NUM
eurjchem-609	174	6	.	.	PUNCT
eurjchem-609	175	1	[	[	X
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eurjchem-609	175	3	]	]	PUNCT
eurjchem-609	175	4	.	.	PUNCT
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eurjchem-609	176	2	,	,	PUNCT
eurjchem-609	176	3	b.	b.	PROPN
eurjchem-609	176	4	;	;	PUNCT
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eurjchem-609	176	6	,	,	PUNCT
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eurjchem-609	176	11	,	,	PUNCT
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eurjchem-609	176	13	.	.	PUNCT
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eurjchem-609	177	4	.	.	PUNCT
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eurjchem-609	177	6	,	,	PUNCT
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eurjchem-609	177	8	;	;	PUNCT
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eurjchem-609	177	10	,	,	PUNCT
eurjchem-609	177	11	t.	t.	PROPN
eurjchem-609	177	12	;	;	PUNCT
eurjchem-609	177	13	maruoka	maruoka	PROPN
eurjchem-609	177	14	,	,	PUNCT
eurjchem-609	177	15	k.	k.	PROPN
eurjchem-609	177	16	j.	j.	PROPN
eurjchem-609	177	17	am	am	PROPN
eurjchem-609	177	18	.	.	PUNCT
eurjchem-609	178	1	chem	chem	PROPN
eurjchem-609	178	2	.	.	PUNCT
eurjchem-609	179	1	soc	soc	PROPN
eurjchem-609	179	2	.	.	PUNCT
eurjchem-609	180	1	2003	2003	NUM
eurjchem-609	180	2	,	,	PUNCT
eurjchem-609	180	3	125	125	NUM
eurjchem-609	180	4	,	,	PUNCT
eurjchem-609	180	5	1708‐1709	1708‐1709	NUM
eurjchem-609	180	6	.	.	PUNCT
eurjchem-609	181	1	[	[	X
eurjchem-609	181	2	14	14	NUM
eurjchem-609	181	3	]	]	PUNCT
eurjchem-609	181	4	.	.	PUNCT
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eurjchem-609	182	2	,	,	PUNCT
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eurjchem-609	182	5	;	;	PUNCT
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eurjchem-609	182	10	;	;	PUNCT
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eurjchem-609	182	12	.	.	PUNCT
eurjchem-609	183	1	e.	e.	PROPN
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eurjchem-609	183	3	;	;	PUNCT
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eurjchem-609	183	5	,	,	PUNCT
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eurjchem-609	183	10	k.	k.	PROPN
eurjchem-609	183	11	k.	k.	PROPN
eurjchem-609	183	12	j.	j.	PROPN
eurjchem-609	183	13	org	org	PROPN
eurjchem-609	183	14	.	.	PUNCT
eurjchem-609	183	15	chem	chem	PROPN
eurjchem-609	183	16	.	.	PUNCT
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eurjchem-609	184	2	,	,	PUNCT
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eurjchem-609	184	4	,	,	PUNCT
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eurjchem-609	184	6	.	.	PUNCT
eurjchem-609	185	1	[	[	X
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eurjchem-609	185	4	.	.	PUNCT
eurjchem-609	186	1	bongini	bongini	PROPN
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eurjchem-609	186	18	,	,	PUNCT
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eurjchem-609	186	24	.	.	PUNCT
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eurjchem-609	187	2	,	,	PUNCT
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