Chiral diaminophosphine ligands with stable C(aryl)-N(amine) axial chirality derived from prolinol

摘要

New type chiral ligands 3, which have a chiral carbon center and stable C(aryl)-N(amine) axial chirality, were prepared from chiral prolinol-derived aminophosphine oxide 4. Pd-catalyzed asymmetric allylic alkylation of 1,3-diphenyl-2-propenyl acetate (6) with a dimethyl malonate-BAS-LiOAc system was successfully carried out in the presence of 3d resulting in a good yield with good enantioselectivity (up to 95% ee).