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: Article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English
    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Published - 1981

    ASJC Scopus subject areas

    • Biochemistry
    • Organic Chemistry
    • Drug Discovery

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