Novel and efficient chiral bisphosphorus ligands for rhodium-catalyzed asymmetric hydrogenation.
A series of structurally novel, operationally convenient, and efficient chiral 2-phosphino-2,3-dihydrobenzo[d][1,3]oxaphosphole ligands was developed. Applications of ligands 3a and 3b in rhodium-catalyzed asymmetric hydrogenation of alpha-(acylamino)acrylates and beta-(acylamino)acrylates provided excellent enantioselectivities (up to >99% ee) and reactivities (up to 10,000 TON).
Tang
Wenjun
W
Department of Chemical Development, Boehringer Ingelheim Pharmaceuticals Inc., Ridgefield, Connecticut 06877, USA. wenjun.tang@boehringer-ingelheim.com
Capacci
Andrew G
AG
White
Andre
A
Ma
Shengli
S
Rodriguez
Sonia
S
Qu
Bo
B
Savoie
Jolaine
J
Patel
Nitinchandra D
ND
Wei
Xudong
X
Haddad
Nizar
N
Grinberg
Nelu
N
Yee
Nathan K
NK
Krishnamurthy
Dhileepkumar
D
Senanayake
Chris H
CH
D002384:Catalysis; D006865:Hydrogenation; D008024:Ligands; D008958:Models, Molecular; D008968:Molecular Conformation; D009942:Organometallic Compounds / Q000737:chemistry; D010758:Phosphorus / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism
D008024:Ligands; D009942:Organometallic Compounds; D010758:Phosphorus; D012238:Rhodium