Novel, tunable, and efficient chiral bisdihydrobenzooxaphosphole ligands for asymmetric hydrogenation.
A series of novel, efficient, air-stable, and tunable chiral bisdihydrobenzooxaphosphole ligands (BIBOPs) were developed for rhodium-catalyzed hydrogenations of various functionalized olefins such as alpha-arylenamides, alpha-(acylamino)acrylic acid derivatives, beta-(acylamino)acrylates, and dimethyl itaconate with excellent enantioselectivities (up to 99% ee) and reactivities (up to 2000 TON).
Tang
Wenjun
W
Department of Chemical Development, Boehringer Ingelheim Pharmaceuticals Inc., Ridgefield, Connecticut 06877, USA. wenjun.tang@boerhinger-ingelheim.com
Qu
Bo
B
Capacci
Andrew G
AG
Rodriguez
Sonia
S
Wei
Xudong
X
Haddad
Nizar
N
Narayanan
Bikashandarkoil
B
Ma
Shengli
S
Grinberg
Nelu
N
Yee
Nathan K
NK
Krishnamurthy
Dhileep
D
Senanayake
Chris H
CH
D000179:Acrylates / Q000737:chemistry*; D000475:Alkenes / Q000737:chemistry; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D006865:Hydrogenation; D008024:Ligands; D015394:Molecular Structure; D009943:Organophosphorus Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism
D000179:Acrylates; D000475:Alkenes; D008024:Ligands; D009943:Organophosphorus Compounds; D012238:Rhodium