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

摘要

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 by1H 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.%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.