{"title":"Copper-Catalyzed Enantioselective Radical Esterification of Propargylic C−H Bonds","authors":"Jiajia Xi, Xiaotao Zhu, H. Bao","doi":"10.1055/a-2240-5349","DOIUrl":null,"url":null,"abstract":"The copper-catalyzed enantioselective radical esterification of propargylic C−H bonds with tert-butyl peroxybenzoate (TBPB) as oxidizing agent and oxygenated nucleophile has been reported. This variant of the Kharasch-Sosnovsky oxidation allows for the asymmetric esterification of open-chain carbon radicals without excessive amounts of alkyne substrates under mild reaction conditions, achieving a one-step conversion from simple alkynes to chiral propargylic esters.","PeriodicalId":510101,"journal":{"name":"Synthesis","volume":"24 1","pages":""},"PeriodicalIF":0.0000,"publicationDate":"2024-01-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Synthesis","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1055/a-2240-5349","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
The copper-catalyzed enantioselective radical esterification of propargylic C−H bonds with tert-butyl peroxybenzoate (TBPB) as oxidizing agent and oxygenated nucleophile has been reported. This variant of the Kharasch-Sosnovsky oxidation allows for the asymmetric esterification of open-chain carbon radicals without excessive amounts of alkyne substrates under mild reaction conditions, achieving a one-step conversion from simple alkynes to chiral propargylic esters.