An ortho-substituted BIPHEP ligand and its applications in Rh-catalyzed hydrogenation of cyclic enamides.
[reaction: see text] An ortho-substituted BIPHEP ligand, o-Ph-hexaMeO-BIPHEP (1), is designed and synthesized. Compared with chiral biaryl phosphines without ortho substituents such as BINAP and MeO-BIPHEP, o-Ph-hexaMeO-BIPHEP shows higher enantioselectivities in Rh-catalyzed hydrogenation of cyclic enamides.
Tang
Wenjun
W
Department of Chemistry, The Pennsylvania State University, University Park 16802, USA.
Chi
Yongxiang
Y
Zhang
Xumu
X
D000577:Amides / Q000737:chemistry*; D001713:Biphenyl Compounds / Q000737:chemistry*; D002219:Carbamates / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D006865:Hydrogenation; D007202:Indicators and Reagents; D008024:Ligands; D008958:Models, Molecular; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism
C437189:2,2'-bis(diphenylphosphino)-1,1'-biphenyl; D000577:Amides; D001713:Biphenyl Compounds; D002219:Carbamates; D007202:Indicators and Reagents; D008024:Ligands; D012238:Rhodium