A Concise Ring Closing Enyne Metathesis Approach for the Preparation of Functionalized Proline‐Derived Azabicycloalkane Amino Acids

Abstract

Listen

Translate article

AbstractHerein we report the preparation of C4‐functionalized proline‐derived azabicycloalkane (Aba) amino acids by exploiting a direct ring closing enyne metathesis reaction of readily accessible dipeptide precursors. The reverse‐turn inducing properties of the newly synthesized constrained dipeptide mimics were assessed by computational studies. Furthermore, the desired Aba derivatives, carrying a synthetically versatile diene moiety, were subjected to post‐functionalization reactions to validate their potential application in peptide/peptidomimetic chemistry and drug discovery.