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

William J. Kerr, Allan J. B. Watson, Douglas. Hayes

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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.
Original languageEnglish
Pages (from-to)1238-1243
Number of pages6
JournalOrganic and Biomolecular Chemistry
Volume6
Issue number7
Early online date25 Feb 2008
DOIs
Publication statusPublished - 2008

Keywords

  • Mes2Mg
  • MesMgBr
  • silyl enol ethers
  • ketones

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