Synthesis of novel enantiopure biphenyl P,N-ligands and application in palladium-catalyzed asymmetric addition of arylboronic acids to N-benzylisatin.
Enantiopure tetra-ortho-substituted biphenyl phosphinoimine ligands (R(a),S)-3 and (S(a),S)-3 were synthesized via multistep reactions. The first asymmetric addition reactions of arylboronic acids to N-benzylisatin catalyzed by Pd(OAc)(2) and (R(a),S)-3 were studied to provide 3-aryl-3-hydroxyoxindoles in moderate yields and enantioselectivities.
Lai
Hongshan
H
Department of Chemistry of Medicinal Natural Products, Key Laboratory of Drug Targeting and Novel Delivery System of Ministry of Education, West China School of Pharmacy, Sichuan University, Chengdu 610041, PR China.
Huang
Zhiyan
Z
Wu
Qiong
Q
Qin
Yong
Y
D001713:Biphenyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D001897:Boronic Acids / Q000737:chemistry*; D002384:Catalysis; D007510:Isatin / Q000031:analogs & derivatives* / Q000737:chemistry*; D008024:Ligands; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
D001713:Biphenyl Compounds; D001897:Boronic Acids; D007510:Isatin; D008024:Ligands; D010165:Palladium; C010574:biphenyl