Synthesis of (-)-alpha-Kainic Acid via TMSCl-Promoted Pd-Catalyzed Zinc-ene Cyclization of an Allyl Acetate

Guoqing Wei, Justin Chalker, Theodore Cohen

    Research output: Contribution to journalArticle

    21 Citations (Scopus)

    Abstract

    A highly practical synthesis of enantiopure (-)-α-kainic acid is accomplished in 37% overall yield, using 13 linear steps and a minimum of chromatographic separations via an unprecedentedTMSClpromoted palladium-catalyzed zinc-ene cyclization of an allyl acetate. (Figure presented)

    Original languageEnglish
    Pages (from-to)7912-7917
    Number of pages6
    JournalThe Journal of Organic Chemistry
    Volume76
    Issue number19
    DOIs
    Publication statusPublished - 2011

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