Asymmetric Michael addition reaction using a chiral catalyst containingamino diol

Abstract

A C2-symmetric amino diol, (R,R)-2-(benzyl-(2-hydroxy-2- phenylethyl)-amino)-1-phenylethanol 1 was predominantly utilized to synthesise Li-Al heterobimetallic chiral catalyst. This catalyst is effective for carrying various Michael addition reactions. (R,R)-2-(p-vinyl benzyl-(2-hydroxy-2- phenylethyl)-amino)-1-phenylethanol 2 (Scheme 4), carrying a polymerisable vinyl tether, was also synthesised and used for preparing polymer anchored Li-Al heterobimetallic chiral catalyst. These catalysts are quite effective for enhancing various Michael addition reactions. The optimized reaction conditions produced Michael adducts in good yield with high enantiomeric excesses.