N Navaneetha, Anandarao Munakala, Rambabu Chegondi
{"title":"Ag(I)-catalyzed diastereoselective oxidative cyclopropanation of prochiral alkyne-tethered 1,3-dicarbonitriles.","authors":"N Navaneetha, Anandarao Munakala, Rambabu Chegondi","doi":"10.1039/d4cc03697b","DOIUrl":null,"url":null,"abstract":"<p><p>Herein, we developed a highly diastereoselective silver-catalyzed intramolecular cyclopropanation of prochiral alkyne-tethered 1,3-dicarbonitriles using perchloric acid as an effective oxidizing agent. This method facilitates the construction of densely functionalized complex [6.6.5.3] frameworks having three all-carbon quaternary stereocenters in high yields. The significance of the reaction was demonstrated by a gram-scale reaction and post-synthetic modifications of the product.</p>","PeriodicalId":67,"journal":{"name":"Chemical Communications","volume":null,"pages":null},"PeriodicalIF":4.3000,"publicationDate":"2024-09-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Chemical Communications","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d4cc03697b","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
Herein, we developed a highly diastereoselective silver-catalyzed intramolecular cyclopropanation of prochiral alkyne-tethered 1,3-dicarbonitriles using perchloric acid as an effective oxidizing agent. This method facilitates the construction of densely functionalized complex [6.6.5.3] frameworks having three all-carbon quaternary stereocenters in high yields. The significance of the reaction was demonstrated by a gram-scale reaction and post-synthetic modifications of the product.
期刊介绍:
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