Formal synthesis of vallesamidine

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DC Field	Value	Language
dc.contributor.author	Ho, TL	en_US
dc.contributor.author	Chen, CK	en_US
dc.date.accessioned	2014-12-08T15:17:45Z	-
dc.date.available	2014-12-08T15:17:45Z	-
dc.date.issued	2006	en_US
dc.identifier.issn	0018-019X	en_US
dc.identifier.uri	http://hdl.handle.net/11536/12887	-
dc.identifier.uri	http://dx.doi.org/10.1002/hlca.200690027	en_US
dc.description.abstract	A novel route to the racemic selenide (1RS, 12bRS)-1-ethyl -2,3,6,7,12,12b-hexahydro-1- [2(phenylseleno)ethyl]indolo[2,3-a]quinolizin-4(1H)-one (13b), a key intermediate in the total synthesis of vallesamidine (1), was elaborated. Compound 3a, obtained by Pictet-Spengler reaction of tryptamine and cyclohept-4-enyl-1-carbaldehyde (2c), was oxidized with KMnO4 to the diacid 4, which was subsequently converted into the isomeric tetracyclic lactams 5a,b. After proper protection maneuvers, Barton decarboxylation of 10a,b, trapping with PhSe2Ph, and Boc removal afforded 13b.	en_US
dc.language.iso	en_US	en_US
dc.title	Formal synthesis of vallesamidine	en_US
dc.type	Article	en_US
dc.identifier.doi	10.1002/hlca.200690027	en_US
dc.identifier.journal	HELVETICA CHIMICA ACTA	en_US
dc.citation.volume	89	en_US
dc.citation.issue	2	en_US
dc.citation.spage	249	en_US
dc.citation.epage	257	en_US
dc.contributor.department	應用化學系	zh_TW
dc.contributor.department	Department of Applied Chemistry	en_US
dc.identifier.wosnumber	WOS:000235742400008	-
dc.citation.woscount	3	-
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