Access to enantiopure polycyclic β-lactams by Diels-Alder reaction of novel inner-outer-ring 2-(silyloxy)dienes with a carbacepham skeleton

The synthesis of unprecedented inner-outer-ring 2-[tert-butyidimethylsilyloxy]dienes with a carbacepham structure in optically pure form and their totally pi-facial endo selective Diels-Alder reactions to structurally novel polycyclic beta-lactams is reported. (C) 2004 Published by Elsevier Ltd.