Chiral 1-phenylethylamine-derived phosphine-phosphoramidite ligands for highly enantioselective Rh-catalyzed hydrogenation of beta-(acylamino)acrylates: significant effect of substituents on 3,3'-positions of binaphthyl moiety.
A series of new chiral phosphine-phosphoramidite ligands with a 3,3'-substituted binaphthyl moiety were prepared from 1-phenylethylamine, and successfully applied in the Rh-catalyzed asymmetric hydrogenation of beta-(acylamino)-acrylates. The research disclosed that the substituents on the 3,3'-positions of binaphthyl moiety significantly influenced the enantioselectivity.
Zhou
Xiao-Mao
XM
Institute of Pesticide, Hunan Agricultural University, Changsha 410128, China.
Huang
Jia-Di
JD
Luo
Li-Bin
LB
Zhang
Chen-Lu
CL
Hu
Xiang-Ping
XP
Zheng
Zhuo
Z
D000179:Acrylates / Q000737:chemistry*; D002384:Catalysis; D006865:Hydrogenation; D008024:Ligands; D009281:Naphthalenes / Q000737:chemistry*; D009943:Organophosphorus Compounds / Q000737:chemistry*; D010627:Phenethylamines / Q000737:chemistry*; D010720:Phosphines / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity
D000179:Acrylates; D008024:Ligands; D009281:Naphthalenes; D009943:Organophosphorus Compounds; D010627:Phenethylamines; D010720:Phosphines; C434331:phosphoramidite; C031721:naphthalene; D012238:Rhodium