{"title":"Recent progress in the asymmetric construction of CN, CO, and CS bonds using chiral sulfinamide reagents","authors":"","doi":"10.1016/j.tetlet.2024.155243","DOIUrl":null,"url":null,"abstract":"<div><p>Chiral sulfinamides have emerged as versatile tools in various asymmetric reactions, especially in the generation of chiral amines through asymmetric C<img>C bond formation reactions involving chiral sulfinyl imines derived from sulfinamides and aldehyde or ketones. The prospect of employing sulfinamide auxiliaries in stereoselective carbon–heteroatom bond formation reactions has received considerable attention. This review examines recent advancements in stereoselective reactions involving chiral sulfinamide reagents, focusing on C<img>N, C<img>O, and C<img>S bond formation reactions. The article elucidates the mechanisms and stereocontrol aspects underlying these asymmetric reactions, highlighting their utility in the synthesis of bioactive compounds.</p></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":null,"pages":null},"PeriodicalIF":1.5000,"publicationDate":"2024-08-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron Letters","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0040403924003381","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
Chiral sulfinamides have emerged as versatile tools in various asymmetric reactions, especially in the generation of chiral amines through asymmetric CC bond formation reactions involving chiral sulfinyl imines derived from sulfinamides and aldehyde or ketones. The prospect of employing sulfinamide auxiliaries in stereoselective carbon–heteroatom bond formation reactions has received considerable attention. This review examines recent advancements in stereoselective reactions involving chiral sulfinamide reagents, focusing on CN, CO, and CS bond formation reactions. The article elucidates the mechanisms and stereocontrol aspects underlying these asymmetric reactions, highlighting their utility in the synthesis of bioactive compounds.
期刊介绍:
Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.