Highly enantioselective Rh-catalyzed hydrogenation of beta,gamma-unsaturated phosphonates with chiral ferrocene-based monophosphoramidite ligands.
An enantioselective synthesis of chiral alkylphosphonates bearing a beta-stereogenic center, based on the Rh-catalyzed asymmetric hydrogenation of corresponding beta-substituted beta,gamma-unsaturated phosphonates with a ferrocene-based monophosphoramidite ligand under the mild hydrogenation conditions, was developed, in which an ee value of up to 98% was obtained.
Duan
Zheng-Chao
ZC
Dalian Institute of Chemical physics, Chinese Academy of Sciences, 457 Zhongshan Road, Dalian 116023, China.
Hu
Xiang-Ping
XP
Zhang
Cheng
C
Wang
Dao-Yong
DY
Yu
Sai-Bo
SB
Zheng
Zhuo
Z
D000577:Amides / Q000737:chemistry*; D002384:Catalysis; D005296:Ferrous Compounds / Q000737:chemistry; D006865:Hydrogenation; D008024:Ligands; D000075163:Metallocenes; D063065:Organophosphonates / Q000737:chemistry*; D010756:Phosphoric Acids / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism
D000577:Amides; D005296:Ferrous Compounds; D008024:Ligands; D000075163:Metallocenes; D063065:Organophosphonates; D010756:Phosphoric Acids; C011067:phosphoramidic acid; D012238:Rhodium; C004998:ferrocene