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由N-BOC-胺甲基吡咯烷和异硫氰酸盐反应合成了一种新型结构的硫脲分子,将该具有表面活性剂类型的硫脲分子用作有机催化剂来催化硝基烯烃的不对称Michael加成,条件实验探索结果表明,最优的实验条件是,10 mol%催化剂,10 mol%的苯甲酸作为添加剂,用水做溶剂以及在室温反应温度.在该最优条件下,可以非常顺利地实现各种硝基烯烃与各类醛和酮的Michael加成,得到较高的收率(76%~97%),良好的几何选择性(顺∶反=82∶18~99∶1)以及对映选择性(ee值达到97%).
A novel thiourea molecule was synthesized from the reaction of N-BOC-aminomethylpyrrolidine and isothiocyanate. The thiourea molecule with surfactant type was used as an organic catalyst to catalyze the reduction of nitroalkene Symmetric Michael addition, the experimental results show that the optimum conditions, 10 mol% of the catalyst, 10 mol% of benzoic acid as an additive, water as the solvent and the reaction temperature at room temperature under the optimal conditions, can be very The Michael addition of various nitroolefins to various aldehydes and ketones was smoothly achieved with high yields (76-97%) and good geometrical selectivity (cis: trans = 82:18 to 99: 1 ) And enantioselectivity (ee value of 97%).