Issue 16, 2006

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

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

Supplementary files

Article information

Article type
Communication
Submitted
18 May 2006
Accepted
26 Jun 2006
First published
10 Jul 2006

Org. Biomol. Chem., 2006,4, 3048-3051

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

M. Davoust, J. Brière and P. Metzner, Org. Biomol. Chem., 2006, 4, 3048 DOI: 10.1039/B607040J

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