β-Nitro acrylic esters as precursors for the one pot synthesis of polyfunctionalized α,β-unsaturated esters

  • Ballini R
  • Fiorini D
  • Palmieri A
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Abstract

Conjugate addition of activated methylene derivatives to β-nitro acrylic esters in acetonitrile with DBU (2 equiv) as base, allows the one pot formation of polyfunctionalized α,β-unsaturated esters. The procedure is based on a tandem 'Michael addition-elimination' process favoured by the simultaneous behaviour of the nitro group as both an electron-withdrawing and leaving group. © 2005 Elsevier Ltd. All rights reserved.

Author-supplied keywords

  • Michael addition
  • Nitrous acid elimination
  • Tandem process
  • α,β-Unsaturated esters
  • β-Nitro acrylic esters

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