DIRECT ENANTIOSELECTIVE INDOLYLATION OF PEPTIDYL IMINE FOR THE SYNTHESIS OF INDOLYL GLYCINE-CONTAINING PEPTIDES

摘要

A novel synthetic method involving the direct application of a catalytic asymmetric reaction to peptides was developed. The conditions optimized for the model asymmetric reaction of a simple alpha-imino amide with an indole derivative were successfully applied to an asymmetric Friedel Crafts reaction of alpha-imino peptide possessing a hydrophobic anchor to afford the indolyl glycine-containing peptide. This novel strategy will be of great value for the synthesis of the biologically important peptides bearing varieties of unnatural amino acids.