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Dynamic covalent kinetic resolution
Catalysis Reviews, Science and Engineering ( IF 9.3 ) Pub Date : 2019-09-11 , DOI: 10.1080/01614940.2019.1664031
Yan Zhang 1 , Yang Zhang 2 , Olof Ramström 3, 4
Affiliation  

Implemented with the highly efficient concept of Dynamic Kinetic Resolution (DKR), dynamic covalent chemistry can be a useful strategy for the synthesis of enantioenriched compounds. This gives rise to dynamic covalent kinetic resolution (DCKR), a subset of DKR that over the last decades has emerged as increasingly fruitful, with many applications in asymmetric synthesis and catalysis. All DKR protocols are composed of two important parts: substrate racemization and asymmetric transformation, which can lead to yields of >50% with good enantiomeric excesses (ee) of the products. In DCKR systems, by utilizing reversible covalent reactions as the racemization strategy, the substrate enantiomers can be easily interconverted without the presence of any racemase or transition metal catalyst. Enzymes or other chiral catalysts can then be adopted for the resolution step, leading to products with high enantiopurities. This tutorial review focuses on the development of DCKR systems, based on different reversible reactions, and their applications in asymmetric synthesis.



中文翻译:

动态共价动力学拆分

通过动态动力学拆分(DKR)的高效概念实现,动态共价化学可以成为合成对映体富集化合物的有用策略。这就产生了动态共价动力学拆分(DCKR),它是 DKR 的一个子集,在过去几十年中已经取得了越来越丰硕的成果,在不对称合成和催化领域有许多应用。所有 DKR 方案均由两个重要部分组成:底物外消旋化和不对称转化,这可导致产率 >50%,且产物具有良好的对映体过量 (ee)。在DCKR系统中,通过利用可逆共价反应作为外消旋化策略,底物对映体可以很容易地相互转化,而无需任何外消旋酶或过渡金属催化剂的存在。然后可以采用酶或其他手性催化剂进行拆分步骤,从而得到具有高对映体纯度的产品。本教程回顾重点介绍基于不同可逆反应的 DCKR 系统的开发及其在不对称合成中的应用。

更新日期:2020-04-20
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