id	sid	tid	token	lemma	pos
c247dr2919w	1	1	the	the	DET
c247dr2919w	1	2	ambruticins	ambruticin	NOUN
c247dr2919w	1	3	are	be	AUX
c247dr2919w	1	4	a	a	DET
c247dr2919w	1	5	class	class	NOUN
c247dr2919w	1	6	of	of	ADP
c247dr2919w	1	7	polyketide	polyketide	NOUN
c247dr2919w	1	8	natural	natural	ADJ
c247dr2919w	1	9	products	product	NOUN
c247dr2919w	1	10	that	that	PRON
c247dr2919w	1	11	were	be	AUX
c247dr2919w	1	12	isolated	isolate	VERB
c247dr2919w	1	13	in	in	ADP
c247dr2919w	1	14	1977	1977	NUM
c247dr2919w	1	15	which	which	PRON
c247dr2919w	1	16	have	have	AUX
c247dr2919w	1	17	been	be	AUX
c247dr2919w	1	18	shown	show	VERB
c247dr2919w	1	19	to	to	PART
c247dr2919w	1	20	be	be	AUX
c247dr2919w	1	21	completely	completely	ADV
c247dr2919w	1	22	non	non	ADJ
c247dr2919w	1	23	-	-	ADJ
c247dr2919w	1	24	toxic	toxic	ADJ
c247dr2919w	1	25	with	with	ADP
c247dr2919w	1	26	low	low	ADJ
c247dr2919w	1	27	oral	oral	ADJ
c247dr2919w	1	28	and	and	CCONJ
c247dr2919w	1	29	intravenous	intravenous	ADJ
c247dr2919w	1	30	ld50	ld50	PROPN
c247dr2919w	1	31	values	value	NOUN
c247dr2919w	1	32	.	.	PUNCT
c247dr2919w	2	1	in	in	ADP
c247dr2919w	2	2	addition	addition	NOUN
c247dr2919w	2	3	to	to	ADP
c247dr2919w	2	4	their	their	PRON
c247dr2919w	2	5	biological	biological	ADJ
c247dr2919w	2	6	activity	activity	NOUN
c247dr2919w	2	7	,	,	PUNCT
c247dr2919w	2	8	they	they	PRON
c247dr2919w	2	9	displayed	display	VERB
c247dr2919w	2	10	a	a	DET
c247dr2919w	2	11	very	very	ADV
c247dr2919w	2	12	novel	novel	ADJ
c247dr2919w	2	13	architectural	architectural	ADJ
c247dr2919w	2	14	framework	framework	NOUN
c247dr2919w	2	15	embodying	embody	VERB
c247dr2919w	2	16	a	a	DET
c247dr2919w	2	17	1,2,3	1,2,3	NUM
c247dr2919w	2	18	-	-	PUNCT
c247dr2919w	2	19	trisubstituted	trisubstitute	VERB
c247dr2919w	2	20	divinyl	divinyl	ADJ
c247dr2919w	2	21	cyclopropane	cyclopropane	NOUN
c247dr2919w	2	22	and	and	CCONJ
c247dr2919w	2	23	two	two	NUM
c247dr2919w	2	24	highly	highly	ADV
c247dr2919w	2	25	oxygenated	oxygenated	ADJ
c247dr2919w	2	26	pyran	pyran	PROPN
c247dr2919w	2	27	rings	ring	NOUN
c247dr2919w	2	28	.	.	PUNCT
c247dr2919w	3	1	the	the	DET
c247dr2919w	3	2	different	different	ADJ
c247dr2919w	3	3	strategies	strategy	NOUN
c247dr2919w	3	4	implemented	implement	VERB
c247dr2919w	3	5	towards	towards	ADP
c247dr2919w	3	6	the	the	DET
c247dr2919w	3	7	total	total	ADJ
c247dr2919w	3	8	synthesis	synthesis	NOUN
c247dr2919w	3	9	of	of	ADP
c247dr2919w	3	10	these	these	DET
c247dr2919w	3	11	classes	class	NOUN
c247dr2919w	3	12	of	of	ADP
c247dr2919w	3	13	polyketide	polyketide	PROPN
c247dr2919w	3	14	natural	natural	ADJ
c247dr2919w	3	15	products	product	NOUN
c247dr2919w	3	16	are	be	AUX
c247dr2919w	3	17	described	describe	VERB
c247dr2919w	3	18	in	in	ADP
c247dr2919w	3	19	this	this	DET
c247dr2919w	3	20	thesis	thesis	NOUN
c247dr2919w	3	21	.	.	PUNCT
c247dr2919w	4	1	the	the	DET
c247dr2919w	4	2	key	key	ADJ
c247dr2919w	4	3	aspect	aspect	NOUN
c247dr2919w	4	4	of	of	ADP
c247dr2919w	4	5	this	this	DET
c247dr2919w	4	6	program	program	NOUN
c247dr2919w	4	7	was	be	AUX
c247dr2919w	4	8	the	the	DET
c247dr2919w	4	9	application	application	NOUN
c247dr2919w	4	10	of	of	ADP
c247dr2919w	4	11	the	the	DET
c247dr2919w	4	12	cyclopropane	cyclopropane	NOUN
c247dr2919w	4	13	ring	ring	NOUN
c247dr2919w	4	14	formation	formation	NOUN
c247dr2919w	4	15	methodologies	methodology	NOUN
c247dr2919w	4	16	via	via	ADP
c247dr2919w	4	17	a	a	DET
c247dr2919w	4	18	homoallylic	homoallylic	ADJ
c247dr2919w	4	19	cation	cation	NOUN
c247dr2919w	4	20	rearrangement	rearrangement	NOUN
c247dr2919w	4	21	that	that	PRON
c247dr2919w	4	22	have	have	AUX
c247dr2919w	4	23	been	be	AUX
c247dr2919w	4	24	developed	develop	VERB
c247dr2919w	4	25	in	in	ADP
c247dr2919w	4	26	the	the	DET
c247dr2919w	4	27	taylor	taylor	PROPN
c247dr2919w	4	28	group	group	NOUN
c247dr2919w	4	29	in	in	ADP
c247dr2919w	4	30	recent	recent	ADJ
c247dr2919w	4	31	years	year	NOUN
c247dr2919w	4	32	.	.	PUNCT
c247dr2919w	5	1	the	the	DET
c247dr2919w	5	2	key	key	ADJ
c247dr2919w	5	3	1,2,3	1,2,3	PROPN
c247dr2919w	5	4	-	-	PUNCT
c247dr2919w	5	5	trisubstituted	trisubstitute	VERB
c247dr2919w	5	6	cyclopropane	cyclopropane	NOUN
c247dr2919w	5	7	unit	unit	NOUN
c247dr2919w	5	8	was	be	AUX
c247dr2919w	5	9	efficiently	efficiently	ADV
c247dr2919w	5	10	synthesized	synthesize	VERB
c247dr2919w	5	11	in	in	ADP
c247dr2919w	5	12	large	large	ADJ
c247dr2919w	5	13	scale	scale	NOUN
c247dr2919w	5	14	either	either	CCONJ
c247dr2919w	5	15	via	via	ADP
c247dr2919w	5	16	activation	activation	NOUN
c247dr2919w	5	17	of	of	ADP
c247dr2919w	5	18	homoallylsilane	homoallylsilane	PROPN
c247dr2919w	5	19	allylic	allylic	ADJ
c247dr2919w	5	20	alcohol	alcohol	PROPN
c247dr2919w	5	21	,	,	PUNCT
c247dr2919w	5	22	or	or	CCONJ
c247dr2919w	5	23	cyclopropanation	cyclopropanation	NOUN
c247dr2919w	5	24	of	of	ADP
c247dr2919w	5	25	homoaldol	homoaldol	ADJ
c247dr2919w	5	26	precursors	precursor	NOUN
c247dr2919w	5	27	.	.	PUNCT
c247dr2919w	6	1	methyl	methyl	PROPN
c247dr2919w	6	2	ketone	ketone	PROPN
c247dr2919w	6	3	fragment	fragment	NOUN
c247dr2919w	6	4	a	a	PRON
c247dr2919w	6	5	was	be	AUX
c247dr2919w	6	6	constructed	construct	VERB
c247dr2919w	6	7	in	in	ADP
c247dr2919w	6	8	six	six	NUM
c247dr2919w	6	9	steps	step	NOUN
c247dr2919w	6	10	from	from	ADP
c247dr2919w	6	11	readily	readily	ADV
c247dr2919w	6	12	available	available	ADJ
c247dr2919w	6	13	starting	start	VERB
c247dr2919w	6	14	materials	material	NOUN
c247dr2919w	6	15	and	and	CCONJ
c247dr2919w	6	16	relied	rely	VERB
c247dr2919w	6	17	on	on	ADP
c247dr2919w	6	18	a	a	DET
c247dr2919w	6	19	pivotal	pivotal	ADJ
c247dr2919w	6	20	tandem	tandem	NOUN
c247dr2919w	6	21	three	three	NUM
c247dr2919w	6	22	component	component	NOUN
c247dr2919w	6	23	silyl	silyl	PROPN
c247dr2919w	6	24	-	-	PUNCT
c247dr2919w	6	25	modified	modify	VERB
c247dr2919w	6	26	sakurai	sakurai	PROPN
c247dr2919w	6	27	/	/	SYM
c247dr2919w	6	28	ring	ring	NOUN
c247dr2919w	6	29	closing	closing	NOUN
c247dr2919w	6	30	metathesis	metathesis	NOUN
c247dr2919w	6	31	reactions	reaction	NOUN
c247dr2919w	6	32	.	.	PUNCT
c247dr2919w	7	1	a	a	DET
c247dr2919w	7	2	prins	prin	NOUN
c247dr2919w	7	3	reaction	reaction	NOUN
c247dr2919w	7	4	followed	follow	VERB
c247dr2919w	7	5	by	by	ADP
c247dr2919w	7	6	a	a	DET
c247dr2919w	7	7	series	series	NOUN
c247dr2919w	7	8	of	of	ADP
c247dr2919w	7	9	oxidation	oxidation	NOUN
c247dr2919w	7	10	and	and	CCONJ
c247dr2919w	7	11	reduction	reduction	NOUN
c247dr2919w	7	12	sequence	sequence	NOUN
c247dr2919w	7	13	successfully	successfully	ADV
c247dr2919w	7	14	afforded	afford	VERB
c247dr2919w	7	15	highly	highly	ADV
c247dr2919w	7	16	oxygenated	oxygenated	ADJ
c247dr2919w	7	17	hydropyran	hydropyran	PROPN
c247dr2919w	7	18	fragment	fragment	PROPN
c247dr2919w	7	19	a.	a.	PROPN
c247dr2919w	7	20	the	the	DET
c247dr2919w	7	21	subsequent	subsequent	ADJ
c247dr2919w	7	22	coupling	coupling	NOUN
c247dr2919w	7	23	via	via	ADP
c247dr2919w	7	24	julia	julia	PROPN
c247dr2919w	7	25	or	or	CCONJ
c247dr2919w	7	26	modified	modify	VERB
c247dr2919w	7	27	-	-	PUNCT
c247dr2919w	7	28	julia	julia	PROPN
c247dr2919w	7	29	olefination	olefination	NOUN
c247dr2919w	7	30	failed	fail	VERB
c247dr2919w	7	31	possibly	possibly	ADV
c247dr2919w	7	32	due	due	ADP
c247dr2919w	7	33	to	to	ADP
c247dr2919w	7	34	the	the	DET
c247dr2919w	7	35	acidity	acidity	NOUN
c247dr2919w	7	36	of	of	ADP
c247dr2919w	7	37	the	the	DET
c247dr2919w	7	38	methyl	methyl	NOUN
c247dr2919w	7	39	ketone	ketone	NOUN
c247dr2919w	7	40	coupling	couple	VERB
c247dr2919w	7	41	partner	partner	NOUN
c247dr2919w	7	42	.	.	PUNCT
c247dr2919w	8	1	this	this	DET
c247dr2919w	8	2	thesis	thesis	NOUN
c247dr2919w	8	3	also	also	ADV
c247dr2919w	8	4	highlights	highlight	VERB
c247dr2919w	8	5	the	the	DET
c247dr2919w	8	6	progress	progress	NOUN
c247dr2919w	8	7	towards	towards	ADP
c247dr2919w	8	8	the	the	DET
c247dr2919w	8	9	synthesis	synthesis	NOUN
c247dr2919w	8	10	of	of	ADP
c247dr2919w	8	11	ambruticin	ambruticin	PROPN
c247dr2919w	8	12	j	j	PROPN
c247dr2919w	8	13	,	,	PUNCT
c247dr2919w	8	14	a	a	DET
c247dr2919w	8	15	putative	putative	ADJ
c247dr2919w	8	16	biosynthetic	biosynthetic	ADJ
c247dr2919w	8	17	intermediate	intermediate	NOUN
c247dr2919w	8	18	recently	recently	ADV
c247dr2919w	8	19	proposed	propose	VERB
c247dr2919w	8	20	by	by	ADP
c247dr2919w	8	21	reeves	reeve	NOUN
c247dr2919w	8	22	following	follow	VERB
c247dr2919w	8	23	the	the	DET
c247dr2919w	8	24	characterization	characterization	NOUN
c247dr2919w	8	25	of	of	ADP
c247dr2919w	8	26	the	the	DET
c247dr2919w	8	27	pks	pks	NOUN
c247dr2919w	8	28	gene	gene	NOUN
c247dr2919w	8	29	cluster	cluster	NOUN
c247dr2919w	8	30	responsible	responsible	ADJ
c247dr2919w	8	31	for	for	ADP
c247dr2919w	8	32	the	the	DET
c247dr2919w	8	33	biosynthesis	biosynthesis	NOUN
c247dr2919w	8	34	of	of	ADP
c247dr2919w	8	35	ambruticin	ambruticin	PROPN
c247dr2919w	8	36	.	.	PUNCT
c247dr2919w	9	1	in	in	ADP
c247dr2919w	9	2	light	light	NOUN
c247dr2919w	9	3	of	of	ADP
c247dr2919w	9	4	the	the	DET
c247dr2919w	9	5	limited	limited	ADJ
c247dr2919w	9	6	amount	amount	NOUN
c247dr2919w	9	7	of	of	ADP
c247dr2919w	9	8	ambruticin	ambruticin	PROPN
c247dr2919w	9	9	j	j	PROPN
c247dr2919w	9	10	available	available	ADJ
c247dr2919w	9	11	biosynthetically	biosynthetically	ADV
c247dr2919w	9	12	,	,	PUNCT
c247dr2919w	9	13	its	its	PRON
c247dr2919w	9	14	large	large	ADJ
c247dr2919w	9	15	scale	scale	NOUN
c247dr2919w	9	16	preparation	preparation	NOUN
c247dr2919w	9	17	via	via	ADP
c247dr2919w	9	18	organic	organic	ADJ
c247dr2919w	9	19	synthesis	synthesis	NOUN
c247dr2919w	9	20	was	be	AUX
c247dr2919w	9	21	implemented	implement	VERB
c247dr2919w	9	22	in	in	ADP
c247dr2919w	9	23	order	order	NOUN
c247dr2919w	9	24	to	to	PART
c247dr2919w	9	25	investigate	investigate	VERB
c247dr2919w	9	26	the	the	DET
c247dr2919w	9	27	role	role	NOUN
c247dr2919w	9	28	of	of	ADP
c247dr2919w	9	29	the	the	DET
c247dr2919w	9	30	epoxidase	epoxidase	NOUN
c247dr2919w	9	31	,	,	PUNCT
c247dr2919w	9	32	ambj	ambj	ADJ
c247dr2919w	9	33	during	during	ADP
c247dr2919w	9	34	the	the	DET
c247dr2919w	9	35	post	post	ADJ
c247dr2919w	9	36	-	-	ADJ
c247dr2919w	9	37	pks	pks	ADJ
c247dr2919w	9	38	modifications	modification	NOUN
c247dr2919w	9	39	leading	lead	VERB
c247dr2919w	9	40	to	to	ADP
c247dr2919w	9	41	the	the	DET
c247dr2919w	9	42	production	production	NOUN
c247dr2919w	9	43	of	of	ADP
c247dr2919w	9	44	ambruticins	ambruticin	NOUN
c247dr2919w	9	45	and	and	CCONJ
c247dr2919w	9	46	their	their	PRON
c247dr2919w	9	47	analogues.the	analogues.the	DET
c247dr2919w	9	48	strategy	strategy	NOUN
c247dr2919w	9	49	relied	rely	VERB
c247dr2919w	9	50	on	on	ADP
c247dr2919w	9	51	pivotal	pivotal	ADJ
c247dr2919w	9	52	hwe	hwe	PROPN
c247dr2919w	9	53	and	and	CCONJ
c247dr2919w	9	54	metathesis	metathesis	NOUN
c247dr2919w	9	55	couplings	coupling	NOUN
c247dr2919w	9	56	which	which	PRON
c247dr2919w	9	57	efficiently	efficiently	ADV
c247dr2919w	9	58	provided	provide	VERB
c247dr2919w	9	59	the	the	DET
c247dr2919w	9	60	advanced	advanced	ADJ
c247dr2919w	9	61	divinylcyclopropane	divinylcyclopropane	NOUN
c247dr2919w	9	62	intermediates	intermediate	NOUN
c247dr2919w	9	63	that	that	PRON
c247dr2919w	9	64	were	be	AUX
c247dr2919w	9	65	suitable	suitable	ADJ
c247dr2919w	9	66	for	for	ADP
c247dr2919w	9	67	further	further	ADJ
c247dr2919w	9	68	epoxidation	epoxidation	NOUN
c247dr2919w	9	69	and	and	CCONJ
c247dr2919w	9	70	cyclization	cyclization	NOUN
c247dr2919w	9	71	studies	study	NOUN
c247dr2919w	9	72	.	.	PUNCT