ASYMMETRIZATION OF MESO-CYCLIC KETONES USING HOMOCHIRAL ACETAL TEMPLATES

Article abstract of DOI:10.1016/S0040-4020(01)89790-8

Employing the homochiral acetal template, asymmetrization of meso-substituted cyclohexanones is explored.By the use of optically-active 2,4-pentanediol as a chiral protecting group, highly diastereoselective acetal cleavage is achieved when treated with organoaluminum reagent.Dialkylaluminum amides are also effective reagents for this reaction.