【作者】 赵静喃； 杨帆； 孟庆伟；

【Author】 Jingnan Zhao;Fan Yang;Qingwei Meng;School of Pharmaceutical Science and Technology,Dalian University of Technology;

【机构】 大连理工大学制药科学与技术学院；

【摘要】 手性β-酮酸酯α-羟基产物是多种医药产品重要中间体,在精细化工和医药工业领域β-酮酸酯手性α-羟基化反应具有重要的研究价值^[1]。本文将现有的有机催化剂6-羟基奎尼丁制备成含有亲水基团的奎尼丁酚钠,实现相转移催化剂循环使用目的。以5-氯茚酮甲酸甲酯为底物,异丙苯过氧化氢为氧化剂（2.0eq）,水和甲苯为两相体系;反应12小时,保留含有奎尼丁钠盐的水相循环使用。共进行三轮反应,ee值分别为68.5%、75.9%和82.1%。使用高效液相检测循环水相中手性氧化产物的含量为整个体系中的1/20,排除了ee值升高是前一轮水相残留手性产物富集的原因。证明了该体系催化剂水相循环具有手性诱导的作用。更多还原

【Abstract】 We attempt to convert the catalyst to sodium, a mixture of toluene and water are used as the solvent. After the reaction was completed, the toluene phase was carefully removed and the aqueous phase was reserved for the purpose of catalysts recycling. It’s interesting to find that the enantioselectivity of the second round is higher than the original reaction, at the same time, the third round of aqueous phase recycling presents the greatest enantioseletivity. There is no chiral amplification with the contribution of the chiral product alone. However, the chiral product and achiral phase transfer catalysts have positive synergy effects with each other, acting on the chiral induction. Through exploring the influence of different base, 5% K2HPO4 is significant in promoting productivity, as well as remain a high enantioselectivity.更多还原