Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan.
J Am Chem Soc. 2009 Dec 30;131(51):18240-1. doi: 10.1021/ja908940e.
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.
手性金鸡纳生物碱和 Na(2)CO(3)催化的酮亚胺的对映选择性氢膦酰化反应,以高产率和高对映选择性得到产物。使用假对映体金鸡纳生物碱可以制备两种对映体的 α-氨基膦酸酯。金鸡纳生物碱的催化剂用量可以降低到 0.5 mol %,而对映选择性没有明显损失。