87858-38-6Relevant articles and documents
Catalytic enantioselective addition of organometallic reagents to N-formylimines using monodentate phosphoramidite ligands
Pizzuti, Maria Gabriella,Minnaard, Adriaan J.,Feringa, Ben L.
, p. 940 - 947 (2008/09/18)
(Chemical Equation Presented) The asymmetric synthesis of protected amines via the copper/phosphoramidite-catalyzed addition of organozinc and organoaluminum reagents to N-acylimines, generated in situ from aromatic and aliphatic α-amidosulfones, is reported. High yields of optically active N-formyl-protected amines and enantioselectivities up to 99% were obtained. Under the reaction conditions, partial oxidation of the phosphoramidite ligand to the corresponding phosphoric amide was detected. A preliminary study on the origin and the effect on the catalytic addition reaction is presented.