Chiral bipyrindine and biquinoline ligands: Their asymmetric synthesis and application to the synthesis of trans-whisky lactone

Article abstract of DOI:10.1016/S0040-4020(96)00058-0

Chiral bipyrindine and biquinoline which have been reported to be efficient ligands for the construction of chiral copper catalysts, were synthesized enantioselectively by using Mn-salen catalyzed asymmetric epoxidation as a key step. Enantioselective synthesis of trans-whisky lactone was then achieved by way of enantiospecific ring expansion reaction of oxetane with a chiral copper catalysts bearing the bipyrindine ligand as a chiral source.