Enantioselective total synthesis of idesolide via NaHCO3- promoted dimerization

Tomohiro Nagasawa, Naoyuki Shimada, Munefumi Torihata, Shigefumi Kuwahara

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

The enantioselective total synthesis of idesolide has been accomplished in 20% overall yield from a known allylic alcohol by a nine-step sequence involving the Sharpless asymmetric epoxidation as the source of chirality and an efficient NaHCO3-promoted dimerization of the monomeric form of idesolide as the key transformation.

Original languageEnglish
Pages (from-to)4965-4969
Number of pages5
JournalTetrahedron
Volume66
Issue number27-28
DOIs
Publication statusPublished - 2010 Jul 3

Keywords

  • Antiinflammatory
  • Dimerization
  • Idesolide
  • Spiro compounds
  • Total synthesis

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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