{"title":"Ni-catalyzed C(sp3)–C(sp3) cross-coupling to access γ-carbonyl alkylboronates and alkylsilicons enabled by cyclopropanol-derived homoenolates†","authors":"Linfei Zhu , Yang Sun , Hui Wang","doi":"10.1039/d5qo00320b","DOIUrl":null,"url":null,"abstract":"<div><div>A nickel-catalyzed C(sp<sup>3</sup>)–C(sp<sup>3</sup>) ring-opening cross-coupling reaction of cyclopropanols with α-boryl and α-silyl electrophiles is presented, offering an efficient route to access γ-carbonyl alkylboronates and alkylsilicons under mild conditions. The practical applicability of this method is illustrated by the gram-scale synthesis and various transformations of alkylboronates.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 12","pages":"Pages 3587-3593"},"PeriodicalIF":0.0000,"publicationDate":"2025-03-03","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/S2052412925002049","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
A nickel-catalyzed C(sp3)–C(sp3) ring-opening cross-coupling reaction of cyclopropanols with α-boryl and α-silyl electrophiles is presented, offering an efficient route to access γ-carbonyl alkylboronates and alkylsilicons under mild conditions. The practical applicability of this method is illustrated by the gram-scale synthesis and various transformations of alkylboronates.