Rh-catalyzed asymmetric hydrogenation of amino ketones with an electron-donating P-chiral bisphosphine ligand

ORGN 135

Xumu Zhang and Duan Liu. Department of Chemistry, The Pennsylvania State University, 152 Davey Lab, University Park, PA 16802
Enantioselective hydrogenation of prochiral amino ketones provides a simple method for the preparation of chiral amino alcohols, which are important building blocks of biologically active compounds and chiral ligands. Although high reactivity and enantioselectivity have been achieved in this transformation with Ru-diphosphine-diamine complexes as the catalysts, only limited success was reported with Rh catalysts. In this contribution, we will describe the development of a new P-chiral bisphosphine ligand. Rh complex with this electron-donating ligand provides an efficient catalytic system for the asymmetric hydrogenation of b-amino ketones in up to 99% ee.