An efficient synthesis of pregaliellalactone and desoxygaliellalactone

Research output: Contribution to journalArticle

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.

Details

Authors
Organisations
Research areas and keywords

Subject classification (UKÄ) – MANDATORY

  • Chemical Sciences

Keywords

  • Natural product, Pregaliellalactone, Desoxygaliellalactone, Galiellalactone, Enantioselective, Biosynthesis
Original languageEnglish
Pages (from-to)3667-3669
JournalTetrahedron Letters
Volume55
Issue number27
StatePublished - 2014
Publication categoryResearch
Peer-reviewedYes