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Pd-Catalyzed Acyl C-O Bond Activation for Selective Ring-Opening of α-Methylene-β-lactones with Amines
Christian A Malapit1, Donald R Caldwell1, Nicole Sassu1
1Department of Chemistry, University of Connecticut , Storrs, Connecticut 06269-3060, United States.
Organic Letters
|April 5, 2017
Abstract:
A Pd-catalyzed ring-opening of β-lactones with various types of amines (primary, secondary, and aryl) to provide β-hydroxy amides with excellent selectivity toward acyl C-O bond cleavage is reported. The utility of this protocol is demonstrated in an asymmetric kinetic resolution providing enantioenriched α-methylene-β-lactones.