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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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Publication details

The article was received on 05 Feb 2008, accepted on 11 Feb 2008 and first published on 25 Feb 2008


Article type: Paper
DOI: 10.1039/B802082E
Citation: Org. Biomol. Chem., 2008,6, 1238-1243
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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

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

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