Highly diasteroselective intermolecular 1,3-dipolar cycloaddition reactions of carbonyl ylides with aldimines to afford sterically disfavored cis-oxazolidines

Abstract

Rhodium acetate and AgSbF₆ co-catalyzed highly diastereoselective 1,3-dipolar cycloaddition reactions of carbonyl ylides with aldimines have been carried out to afford sterically disfavored oxazolidines via a [3 + 2] exo-addition process. Subsequent hydrolysis gave trans-β-amino-α-hydroxyl ester derivatives in high yields.