Iridium-monodentate phosphoramidite-catalyzed asymmetric hydrogenation of substituted benzophenone N-H imines.
Homogeneous asymmetric hydrogenation of unprotected benzophenone N-H imines 1a-r using Ir-(S)-N-benzyl-N-methyl-MonoPhos as a catalyst provides chiral amines 2a-r in 80-96% yield with enantioselectivities up to 98% ee (18 examples) for ortho-substituted substrates.
Hou
Guohua
G
Department of Chemistry, Rutgers, The State University of New Jersey, 610 Taylor Road, Piscataway, New Jersey 08854-8066, USA.
Tao
Ran
R
Sun
Yongkui
Y
Zhang
Xumu
X
Gosselin
Francis
F
D000588:Amines / Q000138:chemical synthesis*; D001577:Benzophenones / Q000737:chemistry*; D002384:Catalysis; D006865:Hydrogenation; D007097:Imines / Q000737:chemistry*; D007495:Iridium / Q000737:chemistry; D008024:Ligands; D009942:Organometallic Compounds / Q000737:chemistry; D009943:Organophosphorus Compounds / Q000737:chemistry; D013237:Stereoisomerism
D000588:Amines; D001577:Benzophenones; D007097:Imines; D008024:Ligands; D009942:Organometallic Compounds; D009943:Organophosphorus Compounds; C434331:phosphoramidite; D007495:Iridium