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An efficient synthesis of pregaliellalactone and desoxygaliellalactone

Author:
  • Eira Ruud Furuseth
  • Rikard Larsson
  • Narda Blanco
  • Martin H Johansson
  • Olov Sterner
Publishing year: 2014
Language: English
Pages: 3667-3669
Publication/Series: Tetrahedron Letters
Volume: 55
Issue: 27
Document type: Journal article
Publisher: Elsevier

Abstract english

A short and efficient total synthesis of rac-desoxygaliellalactone and (+)-desoxygaliellalactone, via the biosynthetic intermediate pregaliellalactone, is described. The synthesis was achieved in only three steps, for (+)-desoxygaliellalactone including an enantioselective alkyl propiolate addition to 4-pentenal, a palladium catalysed alkylative lactonisation and an intramolecular Diels-Alder cycloaddition. (C) 2014 Elsevier Ltd. All rights reserved.

Keywords

  • Chemical Sciences
  • Natural product
  • Pregaliellalactone
  • Desoxygaliellalactone
  • Galiellalactone
  • Enantioselective
  • Biosynthesis

Other

Published
  • ISSN: 0040-4039
Olov Sterner
E-mail: olov [dot] sterner [at] science [dot] lu [dot] se

Dean

Faculty of Science

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Professor

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