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Issue 16, 2006
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A diastereoselective and concise synthesis of functionalised vinyl epoxides with a Morita–Baylis–Hillman backbone

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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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Publication details

The article was received on 18 May 2006, accepted on 26 Jun 2006 and first published on 10 Jul 2006


Article type: Communication
DOI: 10.1039/B607040J
Org. Biomol. Chem., 2006,4, 3048-3051

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    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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