Asymmetric hetero Diels-Alder reaction of N-benzylimines derived from R-glyceraldehyde: A new approach to homochiral piperidine building blocks and its application to the synthesis of (2R)-4-oxopipecolic acid

Article abstract of DOI:10.1016/S0040-4039(97)00397-3

The N-Benzyl imine derived from 2,3-di-O-benzyl-D-glyceraldehyde reacts with Danishefsky's diene to afford the corresponding hetero Diels-Alder adduct with a high diastereoselectivity. This compound can be transformed to enantiomerically pure (2R)-4-oxopi