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

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).