N-heterocyclic carbene-catalyzed reaction of chalcones and enals via homoenolate: an efficient synthesis of 1,3,4-trisubstituted cyclopentenes

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Title:	N-heterocyclic carbene-catalyzed reaction of chalcones and enals via homoenolate: an efficient synthesis of 1,3,4-trisubstituted cyclopentenes
Authors:	Vijay Nair, G Sreekumar, V Manojkumar, P Suresh, E
Keywords:	Bicyclic beta-lactones Asymmetric-synthesis Conjugate addition Gamma butyrolactones Alpha,beta-unsaturated aldehydes Multicomponent reactions Nucleophilic carbenes Aldol lactonization Direct annulations Acetylenic esters
Issue Date:	2006
Publisher:	American Chemical Society
Citation:	Journal of the American Chemical Society 128(27):8736-8737;12 Jul 2006
Abstract:	Nucleophilic heterocyclic carbene-catalyzed cyclopentannulation of enals and chalcones via homoenolate has been observed for the first time. Serendipitously, the reaction lead to a very efficient synthesis of 3,4-trans-disubstituted-1-aryl cyclopentenes instead of the expected cyclopentanones. The strategy works well with thienylidene tetralone also, leading to the tricyclic cyclopentene derivative.
URI:	http://ir.niist.res.in:8080/jspui/handle/123456789/2198
ISSN:	0002-7863
Appears in Collections:	2006

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