Palladium-catalyzed regio- and enantioselective fluorination of acyclic allylic halides

Matthew H. Katcher, Allen Sha, Abigail G. Doyle*

*Corresponding author for this work

    Research output: Contribution to journalArticlepeer-review

    127 Scopus citations

    Abstract

    This report describes the Pd(0)-catalyzed fluorination of linear allylic chlorides and bromides, yielding branched allylic fluorides in high selectivity. Many of the significant synthetic limitations previously associated with the preparation of these products are overcome by this catalytic method. We also demonstrate that a chiral bisphosphine-ligated palladium catalyst enables highly enantioselective access to a class of branched allylic fluorides that can be readily diversified to valuable fluorinated products.

    Original languageEnglish (US)
    Pages (from-to)15902-15905
    Number of pages4
    JournalJournal of the American Chemical Society
    Volume133
    Issue number40
    DOIs
    StatePublished - Oct 12 2011

    ASJC Scopus subject areas

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

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