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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

Kerr, William J. and Watson, Allan J. B. and Hayes, Douglas. (2008) 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. Organic and Biomolecular Chemistry, 6 (7). pp. 1238-1243. ISSN 1477-0520

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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.

    Item type: Article
    ID code: 19739
    Notes: M1 - Copyright (C) 2011 American Chemical Society (ACS). All Rights Reserved. CAPLUS AN 2008:369483(Journal)
    Keywords: Mes2Mg, MesMgBr, silyl enol ethers, ketones, Chemistry, Biochemistry, Organic Chemistry, Physical and Theoretical Chemistry
    Subjects: Science > Chemistry
    Department: Faculty of Science > Pure and Applied Chemistry
    Related URLs:
      Depositing user: Strathprints Administrator
      Date Deposited: 26 May 2010 20:22
      Last modified: 28 Mar 2014 10:55
      URI: http://strathprints.strath.ac.uk/id/eprint/19739

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