Asymmetric Allylic Alkylation of Ketone Enolates: An Asymmetric Claisen Surrogate
Organic Letters2004Vol. 6(22), pp. 4113–4115
Citations Over TimeTop 10% of 2004 papers
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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