An efficient synthesis of pregaliellalactone and desoxygaliellalactone

Eira Ruud Furuseth, Rikard Larsson, Narda Blanco, Martin H Johansson, Olov Sterner

Research output: Contribution to journalArticlepeer-review

5 Citations (SciVal)

Abstract

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.
Original languageEnglish
Pages (from-to)3667-3669
JournalTetrahedron Letters
Volume55
Issue number27
DOIs
Publication statusPublished - 2014

Subject classification (UKÄ)

  • Chemical Sciences

Keywords

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

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