Synthesis of Conformationally Restricted and Optically Pure Analogues of Serine-Proline Dipeptide via Aldol Condensation

Abstract

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-BocGlyCO₂Et. The configurations of eight scaffolds were established unambiguously by NMR spectroscopy.

Key words

lactams - bicyclic compounds - peptidomimetics - asymmetric synthesis - aldol reaction

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