A P∗-chiral bisdiamidophosphite ligand with a 1,4:3,6-dianhydro- d-mannite backbone and its application in asymmetric catalysis

Abstract

A novel readily available P, P-bidentate diamidophosphite ligand with P ∗-stereocentres is prepared from an inexpensive C 2-symmetric 1,4:3,6-dianhydro- d-mannite. By using this efficient ligand, up to 98% ee is achieved in Pd-catalysed asymmetric allylic alkylation, up to 92% ee in Pd-catalysed asymmetric allylic amination and up to 87% ee in Rh-catalysed asymmetric hydrogenation. The influence of the precatalyst, substrate and solvent on the enantioselectivity is discussed.