Convergent synthesis of the BCDEFGHIJ-ring polyether core of gambieric acids, potent antifungal polycyclic ethers

Kazushi Sato, Makoto Sasaki

Research output: Contribution to journalArticle

21 Citations (Scopus)

Abstract

A convergent synthesis of the nonacyclic BCDEFGHIJ-ring polyether core of gambieric acids, potent antifungal polycyclic ether marine natural products, has been achieved. The present synthesis involved as key features: (i) convergent union of the BCD- and GHIJ-ring fragments through esterification, (ii) construction of the E-ring as a lactone form via reductive acetylation, (iii) stereoselective allylation to establish the C26 stereocenter, and (iv) ring-closing metathesis reaction to form the nine-membered F-ring.

Original languageEnglish
Pages (from-to)5977-6003
Number of pages27
JournalTetrahedron
Volume63
Issue number26
DOIs
Publication statusPublished - 2007 Jun 25

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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