KINETIC RESOLUTION OF ASYMMETRIC CATALYTIC HYDROGENATION OF RACEMIC -HYDROXY ESTER AND APPLICATION THEREOF

摘要

The present invention relates to kinetic resolution of racemic ´ -hydroxyl ester via asymmetric catalytic hydrogenation and an application thereof. In the presence of chiral spiro pyridyl phosphine ligand Iridium catalyst and base, racemic ´-hydroxyl esters were subjected to asymmetric catalytic hydrogenation to obtain extent optical purity chiral ´-hydroxyl esters and corresponding 1,5-diols. The method is a new, efficient, highly selective, economical, desirably operable and environmentally friendly method suitable for industrial production. An optically active chiral ´ -hydroxyl ester and 1,5-diols can be obtained at very high enantioselectivity and yield with relatively low usage of catalyst. The chiral ´ -hydroxyl ester and 1,5-diols obtained by using the method can be used as a critical raw material for asymmetric synthesis of chiral drugs (R)-lisofylline and natural drugs (+)-civet, (-)-indolizidine 167B and (-)-coniine.