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基于手性双功能(硫)脲和方酰胺的有机催化剂在动态动力学拆分方面的最新进展

Recent Advances in Dynamic Kinetic Resolution by Chiral Bifunctional (Thio)urea- and Squaramide-Based Organocatalysts.

作者信息

Li Pan, Hu Xinquan, Dong Xiu-Qin, Zhang Xumu

机构信息

College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, Zhejiang, China.

College of Chemistry and Molecular Sciences, Wuhan University, Wuhan 430072, Hubei, China.

出版信息

Molecules. 2016 Oct 14;21(10):1327. doi: 10.3390/molecules21101327.

Abstract

The organocatalysis-based dynamic kinetic resolution (DKR) process has proved to be a powerful strategy for the construction of chiral compounds. In this feature review, we summarized recent progress on the DKR process, which was promoted by chiral bifunctional (thio)urea and squaramide catalysis via hydrogen-bonding interactions between substrates and catalysts. A wide range of asymmetric reactions involving DKR, such as asymmetric alcoholysis of azlactones, asymmetric Michael-Michael cascade reaction, and enantioselective selenocyclization, are reviewed and demonstrate the efficiency of this strategy. The (thio)urea and squaramide catalysts with dual activation would be efficient for more unmet challenges in dynamic kinetic resolution.

摘要

基于有机催化的动态动力学拆分(DKR)过程已被证明是构建手性化合物的有力策略。在这篇专题综述中,我们总结了DKR过程的最新进展,该过程由手性双功能(硫)脲和方酰胺通过底物与催化剂之间的氢键相互作用催化促进。本文综述了一系列涉及DKR的不对称反应,如恶唑烷酮的不对称醇解、不对称迈克尔-迈克尔串联反应和对映选择性硒环化反应,证明了该策略的有效性。具有双重活化作用的(硫)脲和方酰胺催化剂对于动态动力学拆分中更多未解决的挑战将是有效的。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8f96/6273922/6926673c4bba/molecules-21-01327-sch001.jpg

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