Affiliation:
1. Department of Drug Sciences Medicinal Chemistry and Pharmaceutical Technology Section University of Pavia Viale Taramelli 12 27100 Pavia Italy
2. Department of Chemistry Università degli Studi di Milano Via Camillo Golgi 19 20133 Milano Italy
Abstract
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.