First catalytic, enantioselective aldol-Tishchenko reactions with ketone aldols as enol equivalents

Abstract

Chiral zirconiumTADDOLates were found to catalyze the aldol-Tishchenko reaction of diacetone alcohol (1a) and two other ketone aldol adducts 1b and 1c with a range of aldehydes giving rise to differentiated 1,3-anti-diol monoesters in good yields, complete diastereocontrol and moderate enantioselectivities.