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  • Title: Asymmetric allylic alkylation of ketone enolates: an asymmetric Claisen surrogate.
    Author: Burger EC, Tunge JA.
    Journal: Org Lett; 2004 Oct 28; 6(22):4113-5. PubMed ID: 15496112.
    Abstract:
    [reaction: see text] The combination of catalytic palladium(0) and Trost ligand provides an effective catalyst for the rearrangement of allyl beta-ketoesters. The mechanism of the transformation involves formation of pi-allyl palladium intermediates which undergo enantioselective attack by ketone enolates. Decarboxylation of beta-ketocarboxylates allows regiospecific generation of enolates under extremely mild conditions.
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