Efficient stereoselective synthesis of peptidomimetics containing hydroxyethylamine dipeptide isosteres utilizing the aza-Payne rearrangement and O, N-acyl transfer reactions
Abstract
A novel methodology utilizing the aza-Payne rearrangement and O, N-intramolecular acyl transfer reactions for the synthesis of peptidomimetics containing hydroxyethylamine dipeptide isosteres (HDIs) is described. This methodology is useful for the stereoselective synthesis of HDI-containing pseudopeptides, and applicable to combinatorial chemistry using solid-phase techniques.