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Citation: Wei Wen, Chaoxing Li, Fangxiu Ye, Jingfeng Li, Qixiang Guo. 不对称催化合成手性α-氨基酮[J]. University Chemistry, ;2022, 37(5): 211100. doi: 10.3866/PKU.DXHX202111009 shu

不对称催化合成手性α-氨基酮

School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, China

Corresponding author: Qixiang Guo, qxguo@swu.edu.cn
Received Date: 2 November 2021

“对映异构”是有机化学中的基本概念，也是本科有机化学教学中的重点和难点内容。现有有机化学实验教材中关于对映体合成的实验极其有限，通过不对称催化来实现对映体合成的教学案例尤其少见。本文拟将文献报道的手性布朗斯特酸催化合成α-氨基酮的三组分不对称还原胺化反应开发为教学实验，通过同小组学生使用手性构型不同、取代基不同的催化剂来催化该反应，探究催化剂结构对对映选择性控制结果的影响，并引入核磁共振、比旋光度测定、手性高效液相色谱等分析技术，应用于所合成的手性化合物的结构鉴定、构型判断和对映体过量的测定。这是将现在常规的两组分、非手性合成教学实验升级到多组分、手性合成教学实验的新举措。结果表明，该实验重复性好、时长合适，同时兼具复杂性、探究性和创新性。它的实施有利于学生学习复杂化学反应操作、理解复杂化学反应历程、分析立体选择性控制影响因素以及培养学生进行创新性实验研究的能力。
- Asymmetric catalysis,
- Enantiomers,
- Reductive amination,
- α-Aminoketones,
- Multi-component reaction
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