Jiaqiong Sun , Guangfan Zheng , Ge Zhang , Yan Li , Qian Zhang
{"title":"Recent advances in enantioselective construction of C–N bonds involving radical intermediates","authors":"Jiaqiong Sun , Guangfan Zheng , Ge Zhang , Yan Li , Qian Zhang","doi":"10.1039/d4qo02268h","DOIUrl":null,"url":null,"abstract":"<div><div>This review offers a comprehensive overview of recent advancements in the asymmetric construction of C–N bonds involving radical intermediates. Enantioselective radical amination strategies have proven to be highly effective for synthesizing chiral amines and nitrogen-containing heterocycles. Significant progress has been made in the enantioselective installation of N-containing groups into halogenated alkanes, olefins, and dienes with the asymmetric formation of C–N bonds as the key step <em>via</em> diverse pathways including reductive elimination, radical-polar crossover, amino group substitution, radical–radical cross-coupling, <em>etc</em>. This review highlights these recent developments and the mechanistic insights that drive these transformations.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 5","pages":"Pages 1671-1694"},"PeriodicalIF":0.0000,"publicationDate":"2025-01-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic chemistry frontiers : an international journal of organic chemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2052412925000166","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
Abstract
This review offers a comprehensive overview of recent advancements in the asymmetric construction of C–N bonds involving radical intermediates. Enantioselective radical amination strategies have proven to be highly effective for synthesizing chiral amines and nitrogen-containing heterocycles. Significant progress has been made in the enantioselective installation of N-containing groups into halogenated alkanes, olefins, and dienes with the asymmetric formation of C–N bonds as the key step via diverse pathways including reductive elimination, radical-polar crossover, amino group substitution, radical–radical cross-coupling, etc. This review highlights these recent developments and the mechanistic insights that drive these transformations.