Catalytic enantioselective hydrophosphonylation of ketimines using cinchona alkaloids.
Organocatalytic enantioselective hydrophosphonylation of ketimines using cinchona alkaloids and Na(2)CO(3) afforded products with high enantioselectivity. Both enantiomers of alpha-amino phosphonates can be prepared by using pseudoenantiomeric cinchona alkaloids. The catalyst loading of cinchona alkaloids can be reduced to 0.5 mol % without a significant loss of enantioselectivity.
Nakamura
Shuichi
S
Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan. snakamur@nitech.ac.jp
Hayashi
Masashi
M
Hiramatsu
Yuichi
Y
Shibata
Norio
N
Funahashi
Yasuhiro
Y
Toru
Takeshi
T
D002384:Catalysis; D002930:Cinchona Alkaloids / Q000737:chemistry*; D007097:Imines / Q000737:chemistry*; D009570:Nitriles / Q000737:chemistry*; D063065:Organophosphonates / Q000737:chemistry*; D013237:Stereoisomerism
D002930:Cinchona Alkaloids; D007097:Imines; D009570:Nitriles; D063065:Organophosphonates; C542835:ketimine