Catalytic Hydrogenation of Chiral 2-(2-Furyl)-3,4-dimethyl-5-phenyloxazolidine

Abstract

Reduction of chiral 2-(2-furyl)-3,4-dimethyl-5-phenyloxazo-lidines-1,3 by H₂/Raney nickel proceeds simultaneously as hydrogenation of the furan ring and opening of the oxazolidine ring on C2-O bond. Diastere-oselectivity in the first reaction was established as ca 40% and 80% depending on the configuration of the oxazolidine 1 and 2.