Catalytic Enantioselective Hydrophosphonylation of Ketimines Using Cinchona Alkaloids
Journal of the American Chemical Society2009Vol. 131(51), pp. 18240–18241
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Shuichi Nakamura, Masashi Hayashi, Yuichi Hiramatsu, Norio Shibata, Yasuhiro Funahashi, Takeshi Toru
Abstract
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.
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