新型金鸡纳生物碱季铵盐类手性相转移催化剂的合成及其催化活性  

Synthesis of New Cinchona Quaternary Ammonium Salts as the Chiral Phase Transfer Catalysts and Their Catalytic Activity

作　　者：宋江庆[1] 何炜[1] 聂慧芳[1] 李晓晔[1] 张生勇[1] 

机构地区：[1]第四军医大学药学院,陕西西安710032

出　　处：《合成化学》2011年第1期32-35,共4页Chinese Journal of Synthetic Chemistry

基　　金：国家自然科学基金资助项目(20572131)

摘　　要：通过在金鸡纳衍生物的9-OH上引入苄基,合成了四种新型的手性相转移催化剂——金鸡纳生物碱季铵盐(1a～1d),其结构经1H NMR和IR表征。以N-二苯亚甲基甘氨酸叔丁酯为底物考察了1的催化活性和对映选择性,最高产率69%,最佳立体选择性90%ee。Four new chiral phase transfer catalysts,cinchona alkaloid quaternary ammonium salts（1a～1d）,were synthesised by introduce benzyl into 9-OH of cinchona derivative.The structures were characterized by 1H NMR and IR.The catalytic activity and stereoselectivity of 1 were evaluated using N-（diphenylmethylene）glycine t-butyl ester as a substrate.The highest chemical yields was 69% and the optimal enantioselectivity was 90% ee.

关 键 词：生物碱季铵盐 手性 相转移催剂 合成 

分 类 号：O623.3[理学—有机化学]