Efficient modular phosphorus-containing ligands for stereoselective catalysis

Abstract

Over several years, our research team has contributed to ligand design for metal-catalyzed stereoselective transformations. This has been achieved with the synthesis and application to organic transformations of interest of an array of structurally diverse P-containing ligands. These range from highly modular enantiopure phosphine–phosphite ligands to supramolecularly regulated enantioselective phosphorus-based catalysts. Our research in supramolecular interactions has also led to the discovery of an unprecedented halogen-bonded rhodium-catalyst.

Access to α-Aminophosphonic Acid Derivatives and Phosphonopeptides by [Rh(P–OP)]-Catalyzed Stereoselective Hydrogenation

“…Taking advantage of our expertise for the preparation of the required N -substituted vinylphosphonates and also in rhodium-catalyzed hydrogenations of functionalized alkenes, we turned our attention to studying the enantioselective hydrogenation of a set of N -substituted vinylphosphonates. To this end, we considered using our lead phosphine–phosphite (P–OP) ligand L1 ,, and comparing its potential with a privileged ligand in enantioselective hydrogenations, such as ( R , R )-Me-DuPHOS − (Figure ). Rhodium complexes derived from both ligands have been efficiently applied for the enantioselective hydrogenation of an array of structurally diverse functionalized alkenes …”