L-脯氨酸催化的不对称Aldol缩合反应实验设计

Experimental Design for L-Proline Catalyzed Asymmetric Aldol Reaction

介绍了L-脯氨酸催化的对硝基苯甲醛与丙酮的不对称Aldol反应的实验设计。室温反应2h后,柱层析得到(R)-4-(4-硝基苯基)-4-羟基-2-丁酮,利用手性高效液相色谱测试得到产物的ee值。学生实验结果显示,收率范围为53%~74%,对映选择性范围为62%~69%。本实验方案将Aldol反应的研究成果设计成综合性实验,不仅强化训练了学生基本的实验技能和操作,同时拓宽了知识面,培养了学生分析问题、解决问题等方面的综合能力。

In this experiment, the direct aldol reaction between unmodified acetone and 4-nitrobenzaldehyde catalyzed by L-proline shows both high yield and moderate stereoseleetivity. The mixture was stirred at room temperature over a period of 2 hours. The pure product was obtained by column chromatography on silica gel and the enantiomeric excess of the product was determined by chiral HPLC analysis. The product yields obtained by the students are about 53%- 74%, and the values of ee are about 62%-69%. This comprehensive experiment can not only strengthen the basic synthetic skill and operation, but also broaden the knowledge and cultivating the ability of analyzing and solving problems.