A diastereoselective and concise synthesis of functionalised vinyl epoxides with a Morita-Baylis-Hillman backbone.

Org Biomol Chem

Laboratoire de Chimie Moléculaire et Thio-organique (UMR CNRS 6507), ENSICaen-Université, 6 Boulevard du Maréchal Juin, F-14050, Caen, France.

Published: August 2006

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 alpha-(bromomethyl)acrylamide derivative. The first result in the asymmetric version is discussed.

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Source
http://dx.doi.org/10.1039/b607040jDOI Listing

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