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 (https://doi.org/10.1039/b802082e)

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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.

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• Item metadata

  Item type:	Article
  ID code:	19739
  Dates:	Date Event 2008 Published 25 February 2008 Published Online
  Subjects:	Science > Chemistry
  Department:	Faculty of Science > Pure and Applied Chemistry
  Depositing user:	Strathprints Administrator
  Date deposited:	26 May 2010 19:22
  Last modified:	11 Apr 2024 00:34
  URI:	https://strathprints.strath.ac.uk/id/eprint/19739