Application of the Radical Cascade of Acyclic Peptide-Based Precursors into Analogues of Type I β-Turn

Abstract

Radical cyclizations of di-, tri-and tetrapeptides containing N-2-bromobenzyl,N-methyl-substituted alanine or aspartic acid lead in good yields to a,b-unsaturated g-lactams. The overall cascade, relying on a hydrogen atom transfer-elimination strategy could serve as a way to incorporate a flat and rigid five-membered ring into the peptide framework.