Asymmetric Allylic Alkylation of Ketone Enolates: An Asymmetric Claisen Surrogate
- 1 October 2004
- journal article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 6 (22), 4113-4115
- https://doi.org/10.1021/ol048149t
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.Keywords
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