Studies toward the total synthesis of gambieric acids A and C: Convergent assembly of the nonacyclic polyether skeleton

Kazushi Sato, Makoto Sasaki

Research output: Contribution to journalArticlepeer-review

31 Citations (Scopus)

Abstract

(Chemical Equation Presented) A solid approach to ethereal rings: Key features of a convergent synthesis of the nonacyclic polyether skeleton of gambieric acids A and C include the connection of the BCD and GHIJ ring systems by esterification, the construction of the E ring in the form of a lactone, a stereoselective allylation to establish the C26 stereocenter, and the formation of the F ring by ring-closing metathesis (see scheme; Bn = benzyl, NAP = 2-naphthylmethyl).

Original languageEnglish
Pages (from-to)2518-2522
Number of pages5
JournalAngewandte Chemie - International Edition
Volume46
Issue number14
DOIs
Publication statusPublished - 2007 Jun 29

Keywords

  • Cyclization
  • Metathesis
  • Natural products
  • Polyethers
  • Total synthesis

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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