金鸡纳碱-方酰胺衍生物有机催化不对称Oxaziridination反应的研究  

Study on asymmetric oxaziridination reaction organocatalyzed by cinchona alkaloid-squaramide derivatives

作　　者：王黎明 殷悦 张俊伟 金瑛 WANG Li-ming;YIN Yue;ZHANG Jun-wei;JIN Ying(Department of pharmacy,Jilin Medical University,Jilin 132013,China)

机构地区：[1]吉林医药学院药学院,吉林吉林132013

出　　处：《化学研究与应用》2020年第11期2009-2013,共5页Chemical Research and Application

基　　金：国家自然科学基金项目(21102055)资助;吉林省自然科学基金项目(20190201077JC)资助;吉林省教育厅“十三五”科学技术项目(JJKH20170409KJ)资助;国家级大学生创新创业训练计划项目(201913706009)资助。

摘　　要：将金鸡纳碱-方酰胺衍生物用于催化芳香醛亚胺的不对称Oxaziridination反应。考察溶剂、温度及催化剂用量对反应的影响。结果表明,最佳催化条件为10 mol%催化剂1e,二甲苯为溶剂,-40 oC反应。得到了85~95%的化学产率和最高达91%ee的对映选择性。Cinchona alkaloid-squaramide derivative as organocatalyst was applied in asymmetric oxaziridination reaction of N-tosyl aldimine.The effect of solvent,temperature and catalyst loading were investigated.The optimized conditions were determined to be xylene as the solvent with a 10 mol%loading of catalyst 1e at-40 oC.The trans(S,S)-oxaziridines had been obtained in good yields(85~95%)with up to 91%enantiomeric excess(ee).

关 键 词：金鸡纳碱-方酰胺衍生物 不对称催化 Oxaziridination反应 芳香醛亚胺 

分 类 号：O621.3[理学—有机化学]