{"title":"铑催化区域选择性和对映选择性合成共轭炔基胺。","authors":"Xiang Li, and , Changkun Li*, ","doi":"10.1021/acs.orglett.5c02763","DOIUrl":null,"url":null,"abstract":"<p >Conjugated enynes are versatile synthetic intermediates. However, the synthesis of chiral conjugated enynes is still challenging. A highly regio- and enantioselective synthesis of conjugated enynyl amines from racemic enynyl phosphates and various amines has been developed. Up to 20:1 branch/linear ratio and 99% <i>ee</i> could be obtained in the presence of Rh complexes. The chiral bisoxazolinephosphine (NPN*) ligands play the key role in controlling the chemo- and stereochemistry in this transformation.</p>","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"27 30","pages":"8376–8380"},"PeriodicalIF":5.0000,"publicationDate":"2025-07-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Rhodium-Catalyzed Regio- and Enantioselective Synthesis of Conjugated Enynyl Amines\",\"authors\":\"Xiang Li, and , Changkun Li*, \",\"doi\":\"10.1021/acs.orglett.5c02763\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >Conjugated enynes are versatile synthetic intermediates. However, the synthesis of chiral conjugated enynes is still challenging. A highly regio- and enantioselective synthesis of conjugated enynyl amines from racemic enynyl phosphates and various amines has been developed. Up to 20:1 branch/linear ratio and 99% <i>ee</i> could be obtained in the presence of Rh complexes. The chiral bisoxazolinephosphine (NPN*) ligands play the key role in controlling the chemo- and stereochemistry in this transformation.</p>\",\"PeriodicalId\":54,\"journal\":{\"name\":\"Organic Letters\",\"volume\":\"27 30\",\"pages\":\"8376–8380\"},\"PeriodicalIF\":5.0000,\"publicationDate\":\"2025-07-21\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acs.orglett.5c02763\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.orglett.5c02763","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Rhodium-Catalyzed Regio- and Enantioselective Synthesis of Conjugated Enynyl Amines
Conjugated enynes are versatile synthetic intermediates. However, the synthesis of chiral conjugated enynes is still challenging. A highly regio- and enantioselective synthesis of conjugated enynyl amines from racemic enynyl phosphates and various amines has been developed. Up to 20:1 branch/linear ratio and 99% ee could be obtained in the presence of Rh complexes. The chiral bisoxazolinephosphine (NPN*) ligands play the key role in controlling the chemo- and stereochemistry in this transformation.
期刊介绍:
Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.