Enantioselective hydrogenation of tetrasubstituted olefins of cyclic beta-(acylamino)acrylates.

Suprita A Tawde, Lipika Chablani, Archana Akalkotkar, Cherilyn D'Souza, Maurizio Chiriva-Internati, Periasamy Selvaraj, Martin J D'Souza

Index: J. Am. Chem. Soc. 125 , 9570, (2003)

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Abstract

Hydrogenation of a series of cyclic beta-(acylamino)acrylates with tetrasubstituted olefins has been accomplished successfully with the use of Ru catalysts with chiral biaryl ligands such as C3-TunaPhos, and up to over 99% ee's have been achieved. This methodology provides an efficient catalytic method for the synthesis of both cis and trans chiral cyclic beta-amino acid derivatives.