A macrolactonisation approach to the cembrane carbocycle of bielschowskysin

Eugene G. Yang, Karthik Sekar, Martin J. Lear

Research output: Contribution to journalArticlepeer-review

10 Citations (Scopus)

Abstract

By judicious choice of a conformationally constraining unit to predispose cyclisation to a 15-membered ring, we present a straightforward strategy to a cembranolide precursor of bielschowskysin by the Sonogashira coupling of two readily prepared fragments (from d-glucose and l-malic acid) followed by a facile β-acylketene macrolactonisation reaction.

Original languageEnglish
Pages (from-to)4406-4408
Number of pages3
JournalTetrahedron Letters
Volume54
Issue number33
DOIs
Publication statusPublished - 2013 Aug 14

Keywords

  • Acylketene
  • Bielschowskysin
  • Furanocembranoid
  • Macrocyclisation
  • Sonogashira

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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