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Issue 7, 2008
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In situ generation of Mes2Mg as a non-nucleophilic carbon-centred base reagent for the efficient one-pot conversion of ketones to silyl enol ethers

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Abstract

Treatment of commercially available MesMgBr with 1,4-dioxane produces the key Mes2Mg reagent in situ which then mediates the deprotonation of ketones to deliver trimethylsilyl enol ethers, at readily accessible temperatures and without any nucleophilic addition, in an expedient and high yielding one-pot process.

Graphical abstract: In situ generation of Mes2Mg as a non-nucleophilic carbon-centred base reagent for the efficient one-pot conversion of ketones to silyl enol ethers

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Article information


Submitted
05 Feb 2008
Accepted
11 Feb 2008
First published
25 Feb 2008

Org. Biomol. Chem., 2008,6, 1238-1243
Article type
Paper

In situ generation of Mes2Mg as a non-nucleophilic carbon-centred base reagent for the efficient one-pot conversion of ketones to silyl enol ethers

W. J. Kerr, A. J. B. Watson and D. Hayes, Org. Biomol. Chem., 2008, 6, 1238
DOI: 10.1039/B802082E

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