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A diastereoselective and concise synthesis of functionalised vinyl epoxides with a Morita–Baylis–Hillman backbone†
Marion Davoust,Jean-François Brière,Patrick Metzner
Organic & Biomolecular Chemistry Pub Date : 07/10/2006 00:00:00 , DOI:10.1039/B607040J
Abstract

A highly diastereoselective organocatalytic synthesis of unique functionalised vinyl epoxides, displaying a Morita–Baylis–Hillman backbone, has been developed by means of an user friendly sulfonium ylide epoxidation of aldehydes from a readily available α-(bromomethyl)acrylamide derivative. The first result in the asymmetric version is discussed.

Graphical abstract: A diastereoselective and concise synthesis of functionalised vinyl epoxides with a Morita–Baylis–Hillman backbone
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