Allylic carbonates. Efficient allylating agents of carbonucleophiles in palladium-catalyzed reactions under neutral conditions

Jiro Tsuji, Isao Shimizu, Ichiro Minami, Yukihiro Ohashi, Teruo Sugiura, Kazuhiko Takahashi

    Research output: Contribution to journalArticle

    230 Citations (Scopus)

    Abstract

    Allylation of β-keto esters or malonates was carried out in good yields under neutral conditions by using allylic carbonates in the presence of palladium-phosphine catalyst. Although simple ketones, esters, nitriles, and sulfones hardly react with allylic carbonates, α-alkenyl or α-aryl ketones, esters, nitriles, and sulfones were also allylated by using palladium-bis(diphenylphosphino)ethane catalyst under neutral conditions.

    Original languageEnglish
    Pages (from-to)1523-1529
    Number of pages7
    JournalJournal of Organic Chemistry
    Volume50
    Issue number9
    Publication statusPublished - 1985

    Fingerprint

    Carbonates
    Palladium
    Nitriles
    Sulfones
    Esters
    phosphine
    Ketones
    Malonates
    Allylation
    Catalysts

    ASJC Scopus subject areas

    • Organic Chemistry

    Cite this

    Tsuji, J., Shimizu, I., Minami, I., Ohashi, Y., Sugiura, T., & Takahashi, K. (1985). Allylic carbonates. Efficient allylating agents of carbonucleophiles in palladium-catalyzed reactions under neutral conditions. Journal of Organic Chemistry, 50(9), 1523-1529.

    Allylic carbonates. Efficient allylating agents of carbonucleophiles in palladium-catalyzed reactions under neutral conditions. / Tsuji, Jiro; Shimizu, Isao; Minami, Ichiro; Ohashi, Yukihiro; Sugiura, Teruo; Takahashi, Kazuhiko.

    In: Journal of Organic Chemistry, Vol. 50, No. 9, 1985, p. 1523-1529.

    Research output: Contribution to journalArticle

    Tsuji, J, Shimizu, I, Minami, I, Ohashi, Y, Sugiura, T & Takahashi, K 1985, 'Allylic carbonates. Efficient allylating agents of carbonucleophiles in palladium-catalyzed reactions under neutral conditions', Journal of Organic Chemistry, vol. 50, no. 9, pp. 1523-1529.
    Tsuji, Jiro ; Shimizu, Isao ; Minami, Ichiro ; Ohashi, Yukihiro ; Sugiura, Teruo ; Takahashi, Kazuhiko. / Allylic carbonates. Efficient allylating agents of carbonucleophiles in palladium-catalyzed reactions under neutral conditions. In: Journal of Organic Chemistry. 1985 ; Vol. 50, No. 9. pp. 1523-1529.
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    AU - Ohashi, Yukihiro

    AU - Sugiura, Teruo

    AU - Takahashi, Kazuhiko

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