Cross-metathesis approach to a (2E,4E)-dienoic acid intermediate for the synthesis of elaiolide

Akira Morita, Shigefumi Kuwahara

研究成果: Article査読

18 被引用数 (Scopus)

抄録

A (2E,4E)-7-hydroxy-2,4-dienoic acid, previously employed as a key intermediate for the total synthesis of the macrodiolide antibiotic elaiolide, was prepared stereoselectively and concisely from (S)-2-methyl-3-trityloxypropanal by a three-step sequence consisting of Brown's asymmetric crotylboration, olefin cross-metathesis, and alkaline treatment. Ethyl 3-pivaloyloxy-4-pentenoate was used as a masked dienoate in the cross-metathesis step.

本文言語English
ページ(範囲)3163-3166
ページ数4
ジャーナルTetrahedron Letters
48
18
DOI
出版ステータスPublished - 2007 4 30

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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