Subscribe to RSS
Copper-Catalyzed Asymmetric Reductive Mannich Reaction
Y. Du, L.-W. Xu, Y. Shimizu, K. Oisaki, M. Kanai*, M. Shibasaki*
The University of Tokyo, Japan
22 January 2009 (online)
A copper(I)-catalyzed asymmetric reductive Mannich reaction of ketimines is described. The scope is broad for a variety of substituted ketimines and α,β-unsaturated esters. An enantioselective variant is shown using a chiral phosphine ligand. For the enantioselective version, silanes are more successful reducing agents than pinacolboranes. The diphenylphosphinoyl group on the ketimines can be removed under acidic conditions.