Preparation of axially chiral biphenyl diphosphine ligands and their application in asymmetric hydrogenation.
Axially chiral biphenyldiphosphine ligands bearing diphenylphosphino group(s) and/or dicyclohexylphosphino group(s) were prepared in enantiomerically pure form starting from 2,6-dimethylnitrobenzene via 8 steps: iodination, reduction, methoxylation through diazotization, Ullmann coupling, bromination, phosphorylation, optical resolution, and silane reduction, and the obtained ligands were used in rhodium-catalyzed asymmetric hydrogenation.
Morimoto
Toshiaki
T
School of Pharmaceutical Sciences, University of Shizuoka, Yada, Shizuoka, Japan. morimtt@u-shizuoka-ken.ac.jp
Yoshikawa
Kiyoshi
K
Murata
Masanao
M
Yamamoto
Naoko
N
Achiwa
Kazuo
K
D001713:Biphenyl Compounds / Q000737:chemistry*; D002384:Catalysis; D006865:Hydrogenation; D007202:Indicators and Reagents; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy; D010720:Phosphines / Q000737:chemistry*; D012238:Rhodium; D013237:Stereoisomerism
D001713:Biphenyl Compounds; D007202:Indicators and Reagents; D008024:Ligands; D010720:Phosphines; D012238:Rhodium