Palladium-catalyzed rearrangement of allylic esters of acetoacetic acid to give γ,δ-unsaturated methyl ketones

Isao Shimizu, Toshiro Yamada, Jiro Tsuji

    Research output: Contribution to journalArticle

    185 Citations (Scopus)

    Abstract

    Various allylic esters of acetoacetic acid undergo rearrangement to give γ,δ-unsaturated methyl ketones in high yields with elimination of carbon dioxide under mild conditions in the presence of catalytic amounts of Pd(OAc)2 and PPh3.

    Original languageEnglish
    Pages (from-to)3199-3202
    Number of pages4
    JournalTetrahedron Letters
    Volume21
    Issue number33
    DOIs
    Publication statusPublished - 1980

    Fingerprint

    Palladium
    Ketones
    Carbon Dioxide
    Esters
    palladium(II) acetate
    acetoacetic acid

    ASJC Scopus subject areas

    • Biochemistry
    • Organic Chemistry
    • Drug Discovery

    Cite this

    Palladium-catalyzed rearrangement of allylic esters of acetoacetic acid to give γ,δ-unsaturated methyl ketones. / Shimizu, Isao; Yamada, Toshiro; Tsuji, Jiro.

    In: Tetrahedron Letters, Vol. 21, No. 33, 1980, p. 3199-3202.

    Research output: Contribution to journalArticle

    Shimizu, Isao ; Yamada, Toshiro ; Tsuji, Jiro. / Palladium-catalyzed rearrangement of allylic esters of acetoacetic acid to give γ,δ-unsaturated methyl ketones. In: Tetrahedron Letters. 1980 ; Vol. 21, No. 33. pp. 3199-3202.
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    abstract = "Various allylic esters of acetoacetic acid undergo rearrangement to give γ,δ-unsaturated methyl ketones in high yields with elimination of carbon dioxide under mild conditions in the presence of catalytic amounts of Pd(OAc)2 and PPh3.",
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