Synthesis of conformationally restricted and optically pure analogues of serine-proline dipeptide via aldolic condensation

Parallel synthesis of a small library of hydroxy functionalized bicyclic lactams with optically pure mimicking dipeptide Pro-Ser has been accomplished via aldol condensation of aldehyde 9 with N-BocGlyCO(2)Et. The configurations of eight scaffolds were established unambiguously by NMR spectroscopy