A number of laboratory exercises for the organic chemistry curriculum that emphasize enantioselective synthesis of the aldol condensation which involves the proline-catalyzed condensation between acetone and isobutyraldehyde are explored. The experiment illustrates some of the trade-offs involved in green chemistry like the use of acetone in large excess which functions both as reagent and solvent to suppress side reaction such as dehydration of adduct or self-condensation of the isobutyraldehyde.