Stereoselective synthesis of (Rp)-benzylphenyl-[2-(S)-bromomethylpyrrolidine-1-yl]phosphine oxide from (S)-(+)-prolinol by the Michaelis–Arbuzov reaction: application in the synthesis of a chiral hybrid phosphine–phosphine oxide ligand

Abstract

The chiral oxazaphospholidine (2) derived from (S)-(+)-prolinol reacts with benzyl bromide in a stereoselective Michaelis–Arbuzov reaction to give (3), an ideal precursor for the synthesis of the chiral hybrid phosphine–phosphine oxide ligand (5).