A novel synthetic method for γ-acetoxy-(E)-α,β-unsaturated esters by the palladium catalyzed regio- and stereoselective acetoxylation of β,γ-unsaturated esters

Jiro Tsuji, Kiyomi Sakai, Hideo Nagashima, Isao Shimizu

研究成果: Contribution to journalArticle査読

34 被引用数 (Scopus)

抄録

A new synthetic method for γ-acetoxy-α,β-unsaturated esters by the acetoxylation of β,γ-unsaturated esters catalyzed by PdCl2 in the presence of KOAc and pentyl nitrite in acetic acid is presented. The reaction takes place at γ-position of the esters regioselectively with double bond migration to α,β-position. The E configuration of the double bond was confirmed by NMR analysis. Preliminary investigation to synthesize pyrenophorin and pyrenophorol using this reaction is described.

本文言語英語
ページ(範囲)131-134
ページ数4
ジャーナルTetrahedron Letters
22
2
DOI
出版ステータス出版済み - 1 1 1981
外部発表はい

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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