Practical Rh(I)-catalyzed asymmetric hydrogenation of beta-(acylamino)acrylates using a new unsymmetrical hybrid ferrocenylphosphine-phosphoramidite ligand: crucial influence of an N-H proton in the ligand.
[reaction: see text] Excellent enantioselectivities and high turnovers (S/C = 5000) were achieved in the Rh(I)-catalyzed asymmetric hydrogenation of both beta-aryl- and beta-alkyl-beta-(acylamino)acrylates with a new unsymmetrical hybrid ferrocenylphosphine-phosphoramidite ligand, and the presence of an N-H proton in the ligand was demonstrated to have a crucial role in the enantioselectivity.
Hu
Xiang-Ping
XP
Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 457 Zhongshan Road, Dalian 116023, China.
Zheng
Zhuo
Z
D000179:Acrylates / Q000737:chemistry*; D002384:Catalysis; D005296:Ferrous Compounds / Q000737:chemistry*; D006865:Hydrogenation; D008024:Ligands; D009943:Organophosphorus Compounds / Q000737:chemistry*; D011522:Protons; D013237:Stereoisomerism
D000179:Acrylates; D005296:Ferrous Compounds; D008024:Ligands; D009943:Organophosphorus Compounds; D011522:Protons; C510258:ferrocenylphosphine-phosphoramidite