{"title":"Palladium-catalyzed regio- and stereoselective alkoxycarbonylation of unsymmetrical internal alkynes toward α, β-unsaturated succinates","authors":"Chang-Sheng Kuai , Bing-Hong Teng , Yingying Zhao , Xiao-Feng Wu","doi":"10.1016/j.tchem.2022.100029","DOIUrl":null,"url":null,"abstract":"<div><p>Succinates play a vital role in industry, pharmaceutics, beverage, and cosmetics. A regio- and stereoselective alkoxycarbonylation of unsymmetrical internal alkynes with alcohols or phenols toward α, β-unsaturated succinates enabled by palladium catalysis has been accomplished under mild conditions. A series of α, β-unsaturated succinates with a broad range of functional groups were obtained in exclusive (<em>E</em>)-stereoselectivity and good yields. Furthermore, (<em>Z</em>)-stereoselectivity α, β-unsaturated can be obtained by a simple photocatalytic isomerization reaction.</p></div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"3 ","pages":"Article 100029"},"PeriodicalIF":0.0000,"publicationDate":"2022-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2666951X22000250/pdfft?md5=f53c023e4679b37463f3ebfe0126b863&pid=1-s2.0-S2666951X22000250-main.pdf","citationCount":"3","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron chem","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S2666951X22000250","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 3
Abstract
Succinates play a vital role in industry, pharmaceutics, beverage, and cosmetics. A regio- and stereoselective alkoxycarbonylation of unsymmetrical internal alkynes with alcohols or phenols toward α, β-unsaturated succinates enabled by palladium catalysis has been accomplished under mild conditions. A series of α, β-unsaturated succinates with a broad range of functional groups were obtained in exclusive (E)-stereoselectivity and good yields. Furthermore, (Z)-stereoselectivity α, β-unsaturated can be obtained by a simple photocatalytic isomerization reaction.