DIASTEREOSELECTIVE HYDROGENATION OF COMPLEXES OF ACETYLDEYDROPHENYLALANYLMETHIONINE AND ITS ESTERS WITH PdCl2

Article abstract of DOI:10.1007/BF00962452

A new method, on principle, for the diasteroselective hydrogenation of dehydropeptides (DHDPs) and their esters entailing the utilization of the complex of the DHDP with PdCl2 as the substrate was proposed.The formation of a certain conformation of the DHDP chain produced by the central atom of the metal complex-former permits the asymmetric synthesis of N-acetylphenylalanylmethionine with the optical yield up to 40percent.The optical yield of the product depends both on the configuration of the methionine part of the peptide and on the bulk of the ester group.