Asymmetric Allylic Alkylation of Ketone Enolates: An Asymmetric Claisen Surrogate
- 1 October 2004
- journal article
- letter
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 6 (22) , 4113-4115
- https://doi.org/10.1021/ol048149t
Abstract
The combination of catalytic palladium(0) and Trost ligand provides an effective catalyst for the rearrangement of allyl β-ketoesters. The mechanism of the transformation involves formation of π-allyl palladium intermediates which undergo enantioselective attack by ketone enolates. Decarboxylation of β-ketocarboxylates allows regiospecific generation of enolates under extremely mild conditions.Keywords
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