An organocatalytic direct Mannich–cyclization cascade as [3+2] annulation: asymmetric synthesis of 2,3-substituted pyrrolidines

Abstract

A new method for asymmetric synthesis of 2,3-substituted pyrrolidines from N-PMP aldimines and succinaldehyde via formal [3+2] cycloaddition is reported. This reaction involves proline catalyzed direct Mannich reaction and acid catalyzed reductive cyclization with high yields (up to 78%) and excellent enantioselectivities (up to >99%).