钯催化不对称内炔向α, β-不饱和琥珀酸酯的区域和立体选择性烷氧羰基化反应

Chang-Sheng Kuai , Bing-Hong Teng , Yingying Zhao , Xiao-Feng Wu
{"title":"钯催化不对称内炔向α, β-不饱和琥珀酸酯的区域和立体选择性烷氧羰基化反应","authors":"Chang-Sheng Kuai ,&nbsp;Bing-Hong Teng ,&nbsp;Yingying Zhao ,&nbsp;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":"{\"title\":\"Palladium-catalyzed regio- and stereoselective alkoxycarbonylation of unsymmetrical internal alkynes toward α, β-unsaturated succinates\",\"authors\":\"Chang-Sheng Kuai ,&nbsp;Bing-Hong Teng ,&nbsp;Yingying Zhao ,&nbsp;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}","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

摘要

琥珀酸盐在工业、医药、饮料、化妆品等领域发挥着重要作用。在温和的条件下,钯催化实现了不对称内炔与醇或酚合成α, β-不饱和琥珀酸盐的区域选择性和立体选择性烷氧羰基化反应。得到了一系列具有广泛官能团的α, β-不饱和琥珀酸酯,具有纯(E)立体选择性和良好的收率。此外,(Z)-立体选择性α, β-不饱和可通过简单的光催化异构化反应得到。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Palladium-catalyzed regio- and stereoselective alkoxycarbonylation of unsymmetrical internal alkynes toward α, β-unsaturated succinates

Palladium-catalyzed regio- and stereoselective alkoxycarbonylation of unsymmetrical internal alkynes toward α, β-unsaturated succinates

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.

求助全文
通过发布文献求助,成功后即可免费获取论文全文。 去求助
来源期刊
Tetrahedron chem
Tetrahedron chem Organic Chemistry
CiteScore
3.60
自引率
0.00%
发文量
0
审稿时长
27 days
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信