ASYMMETRIC REDUCTION OF ACETOPHENONE WITH CHIRAL HYDRIDE REAGENT PREPARED FROM LITHIUM ALUMINIUM HYDRIDE AND (S)-2-(ANILINOMETHYL)PYRROLIDINE

Abstract
(S)-2-(Anilinomethyl)pyrrolidine (1), new chiral diamine, is easily prepared by four steps starting from (S)-proline. Asymmetric reduction of acetophenone with chiral hydride reagent, prepared from (1) and lithium aluminium hydride, gives (S)-1-phenylethanol in 92% optical yield (93% yield).