Total synthesis and determination of the absolute configuration of (-)-idesolide

Hiroyuki Yamakoshi, Masatoshi Shibuya, Masaki Tomizawa, Yuji Osada, Naoki Kanoh, Yoshiharu Iwabuchi

Research output: Contribution to journalArticle

19 Citations (Scopus)

Abstract

(Chemical Equetion Presentation) The first total synthesis of (-)-idesolide was achieved via organocatalytic, enantioselective oxidative kinetic resolution (OKR) using (1S,4S)4-Bn-1-Bu-AZADO- and AZADO-catalyzed dimerization of (S)-(-)-methyl 1-hydroxy-6-oxo-2-cyclohexenecarboxylate. The absolute configuration of (-)-idesolide Is determined to be 2R,2' S, 3aS,7aR.

Original languageEnglish
Pages (from-to)980-983
Number of pages4
JournalOrganic letters
Volume12
Issue number5
DOIs
Publication statusPublished - 2010 Mar 5

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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