N-heterocyclic carbene catalyzed reaction of enals and 1,2-dicarbonyl compounds: Stereoselective synthesis of spiro gamma-butyrolactones

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Title:	N-heterocyclic carbene catalyzed reaction of enals and 1,2-dicarbonyl compounds: Stereoselective synthesis of spiro gamma-butyrolactones
Authors:	Vijay Nair, G Sreekumar, V Manojkumar, P Resmi Mohan Suresh, E
Keywords:	Intramolecular stetter reaction Unsaturated lactones Multicomponent reactions Homoenolate reagents Transesterification/acylation reactions Alpha,beta-unsaturated aldehydes Nucleophilic carbenes Picrodendron-baccatum Benzoin condensation Direct annulations
Issue Date:	2006
Publisher:	American Chemical Society
Citation:	Organic Letters 8(3):507-509;2 Feb 2006
Abstract:	Nucleophilic heterocyclic carbene (NHC) catalyzed annulation of enals and cyclic 1,2-dicarbonyl compounds, opening a route to gamma-spirolactones, has been observed for the first time. The strategy works well with isatins, leading to spiroannulated oxindole derivatives. It is conceivable that the spiroannulation protocol reported herein will be applicable to the synthesis of important natural products that are endowed with a spiro gamma-butyrolactone motif, especially oxindoles and norsesquiterpenoids.
URI:	http://ir.niist.res.in:8080/jspui/handle/123456789/2165
ISSN:	1523-7060
Appears in Collections:	2006

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