Synthesis of azabicycloalkane amino acid scaffolds as reverse-turn inducerdipeptide mimics

In an effort to design dipeptide structural mimics of protein and peptide r everse-turns, a series of 5,5-, 6,5-, and 7,5-fused 2-oxo-1-azabicycloalkan e amino acids has been synthesized. A new and convenient synthetic route ut ilizing a Homer-Emmons reaction followed by double-bond reduction has been used to prepare the bicyclic lactams in high yields.