{"title":"Dynamic Covalent Kinetic Resolution.","authors":"Yan Zhang, Yang Zhang, Olof Ramström","doi":"10.1080/01614940.2019.1664031","DOIUrl":null,"url":null,"abstract":"<p><p>Implemented with the highly efficient concept of <i>Dynamic Kinetic Resolution</i> (DKR), dynamic covalent chemistry can be a useful strategy for the synthesis of enantioenriched compounds. This gives rise to <i>dynamic covalent kinetic resolution</i> (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.</p>","PeriodicalId":50986,"journal":{"name":"Catalysis Reviews-Science and Engineering","volume":null,"pages":null},"PeriodicalIF":9.3000,"publicationDate":"2020-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1080/01614940.2019.1664031","citationCount":"10","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Catalysis Reviews-Science and Engineering","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1080/01614940.2019.1664031","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2019/9/11 0:00:00","PubModel":"Epub","JCR":"Q1","JCRName":"CHEMISTRY, PHYSICAL","Score":null,"Total":0}
引用次数: 10
Abstract
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.
期刊介绍:
Catalysis Reviews is dedicated to fostering interdisciplinary perspectives in catalytic science and engineering, catering to a global audience of industrial and academic researchers. This journal serves as a bridge between the realms of heterogeneous, homogeneous, and bio-catalysis, providing a crucial and critical evaluation of the current state of catalytic science and engineering. Published topics encompass advances in technology and theory, engineering and chemical aspects of catalytic reactions, reactor design, computer models, analytical tools, and statistical evaluations.