Asymmetric Carroll rearrangement of allyl alpha-acetamido-beta-ketocarboxylates catalysed by a chiral palladium complex.

Chem Commun (Camb)

Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Kyoto 615-8510, Japan.

Published: August 2005

Asymmetric decarboxylative rearrangement (Carroll rearrangement) of allyl alpha-acetamido-beta-ketocarboxylates was catalysed by a palladium complex modified with a chiral phosphine ligand, giving optically active gamma,delta-unsaturated alpha-aminoketones with up to 90% ee.

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http://dx.doi.org/10.1039/b505105cDOI Listing

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