Palladium-catalyzed asymmetric synthesis of allylic fluorides

Matthew H. Katcher, Abigail G. Doyle

    Research output: Contribution to journalArticlepeer-review

    159 Scopus citations


    The enantioselective fluorination of readily available cyclic allylic chlorides with AgF has been accomplished using a Pd(0) catalyst and Trost bisphosphine ligand. The reactions proceed with unprecedented ease of operation for Pd-mediated nucleophilic fluorination, allowing access to highly enantioenriched cyclic allylic fluorides that bear diverse functional groups. Evidence that supports a mechanism in which C-F bond formation occurs by an SN2-type attack of fluoride on a Pd(II)-allyl intermediate is presented.

    Original languageEnglish (US)
    Pages (from-to)17402-17404
    Number of pages3
    JournalJournal of the American Chemical Society
    Issue number49
    StatePublished - Dec 15 2010

    ASJC Scopus subject areas

    • Catalysis
    • Chemistry(all)
    • Biochemistry
    • Colloid and Surface Chemistry


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