Pd-Catalyzed Dearomative Allylation of Benzyl Phosphates

Masaaki Komatsuda, Kei Muto, Junichiro Yamaguchi

    Research output: Contribution to journalArticle

    7 Citations (Scopus)

    Abstract

    Dearomative C-C bond formation of benzyl phosphates has been developed. In the presence of a palladium/PAr3 catalyst, benzyl phosphates reacted with allyl borates to generate the allylated product in a dearomative fashion. The resulting dearomatized molecules were successfully derivatized by Simmons-Smith cyclopropanation and oxidation.

    Original languageEnglish
    Pages (from-to)4354-4357
    Number of pages4
    JournalOrganic Letters
    Volume20
    Issue number14
    DOIs
    Publication statusPublished - 2018 Jul 20

    Fingerprint

    Allylation
    phosphates
    Phosphates
    Borates
    Palladium
    borates
    palladium
    catalysts
    Oxidation
    oxidation
    Catalysts
    Molecules
    products
    molecules

    ASJC Scopus subject areas

    • Biochemistry
    • Physical and Theoretical Chemistry
    • Organic Chemistry

    Cite this

    Pd-Catalyzed Dearomative Allylation of Benzyl Phosphates. / Komatsuda, Masaaki; Muto, Kei; Yamaguchi, Junichiro.

    In: Organic Letters, Vol. 20, No. 14, 20.07.2018, p. 4354-4357.

    Research output: Contribution to journalArticle

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    abstract = "Dearomative C-C bond formation of benzyl phosphates has been developed. In the presence of a palladium/PAr3 catalyst, benzyl phosphates reacted with allyl borates to generate the allylated product in a dearomative fashion. The resulting dearomatized molecules were successfully derivatized by Simmons-Smith cyclopropanation and oxidation.",
    author = "Masaaki Komatsuda and Kei Muto and Junichiro Yamaguchi",
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