Total synthesis of (-)-brevenal: A concise synthetic entry to the pentacyclic polyether core

Makoto Ebine, Haruhiko Fuwa, Makoto Sasaki

Research output: Contribution to journalArticlepeer-review

40 Citations (Scopus)

Abstract

(Chemical Equation Presented) Total synthesis of (-)-brevenal, a novel marine polycyclic ether natural product, is described. Highly efficient and scalable entries to the AB-ring exo-olefin and the DE-ring enol phosphate and a rapid construction of the C-ring by means of our Suzuki-Miyaura coupling-based strategy realized a concise synthesis of the pentacyclic skeleton of (-)-brevenal. The present synthesis is considerably more efficient than our previous synthesis (longest linear sequence: 50 steps from 2-deoxy-D-ribose).

Original languageEnglish
Pages (from-to)2275-2278
Number of pages4
JournalOrganic Letters
Volume10
Issue number11
DOIs
Publication statusPublished - Jun 5 2008

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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