Enantioselective hydrogenation using a rigid bicyclic aminophosphine phosphinite ligand

Article abstract of DOI:10.1016/0957-4166(95)00020-P

Crystalline and in situ formed Rh-complexes from (1R,3R,5R)-O,N-bis-(diphenylphosphino)-3-hydroxymethyl-2-azabicyclo-[3 .3.0]-octaine and from the all (S)-enantiomer have been prepared and used in model asymmetric hydrogenations. The catalysts are highly active but the rigidity of their backbone does not contribute to an enhanced stereoselectivity. The ligand is readily available from an intermediate of the Ramipril synthesis the latter being a ACE inhibitor.