ChemInform Abstract: Asymmetrization of meso-Cyclic Ketones Using Homochiral Acetal Templates

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.