{"title":"Cobalt-Catalyzed Remote Site-Selective Hydroboration of Unactivated Alkenes via Chain-Walking Strategy","authors":"Zhiqiang Wang, Mengjie Zhang, Xue Li, Qingqing Xuan* and Qiuling Song*, ","doi":"10.1021/acs.orglett.5c0033310.1021/acs.orglett.5c00333","DOIUrl":null,"url":null,"abstract":"<p >An expedient synthesis of α-aminoboronic acid derivatives via cobalt-catalyzed remote site-selective hydroboration of unactivated alkenes is described herein. The strategy is characterized by its simplicity, site-selectivity, and wide substrate scope, as both terminal and internal alkenes could undergo the reaction smoothly, affording the corresponding products in good yields. According to the mechanism, Co–H is generated from Co(acac)<sub>2</sub> in the presence of HBpin, which starts the chain-walking strategy via a series of alkene insertion and β-H elimination process.</p>","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"27 11","pages":"2653–2658 2653–2658"},"PeriodicalIF":5.0000,"publicationDate":"2025-03-11","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.5c00333","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
An expedient synthesis of α-aminoboronic acid derivatives via cobalt-catalyzed remote site-selective hydroboration of unactivated alkenes is described herein. The strategy is characterized by its simplicity, site-selectivity, and wide substrate scope, as both terminal and internal alkenes could undergo the reaction smoothly, affording the corresponding products in good yields. According to the mechanism, Co–H is generated from Co(acac)2 in the presence of HBpin, which starts the chain-walking strategy via a series of alkene insertion and β-H elimination process.
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.