Proline-catalyzed aldol reaction of acetone with (R)- and (S)-2,3-O-alkylideneglyceraldehydes

Abstract

The results of proline-catalyzed aldol reaction of acetone with O,O′-alkylidene derivatives of glyceraldehyde are determined by the configuration of the chiral center in the aldehyde. The reaction of (S)-2,3-O-alkylideneglyceraldehyde with acetone in the presence of L-proline was characterized by higher diastereoselectivity.