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Organocatalyzed Conjugate Umpolung of α,β‐Unsaturated Aldehydes for the Synthesis of γ‐Butyrolactones

Angewandte Chemie International EditionPublished 17 November 2004
Christian Burstein, Frank Glorius
Citations722
SJR quartileQ1
SJR score5.55
SNIP2.47

Abstract

Advantage organocatalysis: N-heterocyclic carbenes can generate homoenolate equivalents under mild conditions by conjugate umpolung of α,β-unsaturated aldehydes. This organocatalytic reaction allows an efficient one-step synthesis of substituted γ-butyrolactones 1 (see scheme, Mes=mesityl).

Keywords

Chemistry