145763-47-9Relevant academic research and scientific papers
DIASTEREOSELECTIVE HYDROGENATION OF MONODEHYDRO ENKEPHALINS CONTROLLED BY CHIRAL RHODIUM CATALYSTS
Hammadi, A.,Nuzillard, J. M.,Poulin, J. C.,Kagan, H. B.
, p. 1247 - 1262 (2007/10/02)
Protected (Z)dehydrophenylalanyl-Leu-enkephalin, (Z)dehydrotyrosyl-Leu-enkephalin and (Z)dehydrotyrosyl-(R)Ala2-Leu-enkephalin, have been synthesized.These compounds have been hydrogenated to give protected Leu-enkephalins in the presence of various chiral rhodium complexes.Deprotection of the product gave Leu-enkephalins or epimers, ytterbium in liquid ammonia allows smooth deprotection of NHCBz or OTs groups on small amounts of peptides.Strong stereocontrol could be achieved by suitable choice of the chiral catalyst.This method has good potential for stereospecific labelling of enkephalins and other small peptides.
SYNTHESIS OF A PROTECTED MONODEHYDRO Leu-ENKEPHALIN AND ITS HYDROGENATION CATALYZED BY CHIRAL RHODIUM COMPLEXES
Nuzillard, J. M.,Poulin, J. C.,Kagan, H. B.
, p. 2993 - 2996 (2007/10/02)
(S,S)-Z-(O)Ts-Tyr-Gly2-ΔPhe-Leu-OMe was synthesized.Some chiral rhodium complexes catalyze the reduction of the C=C bond.The stereochemistry of reduction of the ΔPhe moiety was investigated. 93 percent de could be achieved with dipamp as ligand in the cat
