Total synthesis of (-)-exiguolide

Haruhiko Fuwa, Makoto Sasaki

Research output: Contribution to journalArticlepeer-review

46 Citations (Scopus)

Abstract

[Chemical equation presented] Total synthesis of (-)-exiguolide, the natural enantiomer, has been accomplished for the first time. The bis(tetrahydropyran) subunit was efficiently synthesized via consecutive olefin cross-metathesis/intramolecular oxa-conjugate addition/reductive etherification. Construction of the 20-membered macrocycle was achieved by Yamaguchi macrolactonizatlon. Stereoselective introduction of the (E,Z,E)-triene side chain via Suzuki-Miyaura coupling completed the total synthesis.

Original languageEnglish
Pages (from-to)584-587
Number of pages4
JournalOrganic letters
Volume12
Issue number3
DOIs
Publication statusPublished - 2010 Feb 5

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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