Synthesis,Characterization and Application of Some Axially Chiral Binaphthyl Phosphoric Acids in Asymmetric Mannich Reaction  

作　　者：Yuanyong Yao Hua Shu Bangcheng Tang Shixue Chen Zhongying Lu Wei Xue 

机构地区：[1]Institute of Material and Chemical Engineering,Tongren University,Tongren,Guizhou 554300,China [2]Center for Research and Development of Fine Chemicals,Key Laboratory of Green Pesticide and Agricultural Bioengineering,Ministry of Education,Guizhou University,Guiyang,Guizhou 550025,China

出　　处：《Chinese Journal of Chemistry》2015年第5期601-609,共9页中国化学（英文版）

基　　金：the Natural Science Foundations of Guizhou Province[Nos.KY(2014)317 and KY(2011)232];the Educational Ministry Foundation of Guizhou Province[No.KY(2012)018].

摘　　要：Two novel chiral Brønsted acids 3b and 3c were prepared without involving the complexity of Suzuki coupling.Catalyst 3c bearing two additional hydroxyl groups at 3 and 3'positions of axially chiral 1,1-binaphthalene-2,2'-diol phosphoric acid was applied in a model Mannich reaction to affordβ-amino ester in high yield(92%)and enantiomeric excess(91%)at low reacting temperature of−40℃.In addition,thoseβ-amino ester derivatives with high yields and excellent enatioselectivities were obtained in the presence of catalyst 3c under the above condition.

关 键 词：asymmetric organocatalysis Brønsted acid Mannich reaction binaphthyl phosphoric acids 

分 类 号：O62[理学—有机化学]