Photocatalytic Scaffold Hopping of Cyclobutanols to Cyclopentanols via Single-Carbon Insertion into C–C σ-Bonds

IF 4.7 1区 化学 Q1 CHEMISTRY, ORGANIC
Xuyang Wang,Can Wang,Yongmin Ma,Peng Zhao
{"title":"Photocatalytic\nScaffold Hopping of Cyclobutanols to\nCyclopentanols via Single-Carbon Insertion into C–C σ-Bonds","authors":"Xuyang Wang,Can Wang,Yongmin Ma,Peng Zhao","doi":"10.1021/acs.orglett.6c04162","DOIUrl":null,"url":null,"abstract":"Abstract A method for skeletal editing of C–C σ-bonds in strained alicycles via single-carbon insertion is reported. This skeletal editing method for cyclobutanols differs from well-established semipinacol rearrangement pathways, offering an efficient route to cyclopentanols by direct scaffold hopping of cyclobutanols. This transformation proceeds under mild conditions in good yields, expanding the toolkit for single-atom insertion into C–C σ-bonds.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"40 1","pages":""},"PeriodicalIF":4.7000,"publicationDate":"2026-10-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acs.orglett.6c04162","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

Abstract

Abstract A method for skeletal editing of C–C σ-bonds in strained alicycles via single-carbon insertion is reported. This skeletal editing method for cyclobutanols differs from well-established semipinacol rearrangement pathways, offering an efficient route to cyclopentanols by direct scaffold hopping of cyclobutanols. This transformation proceeds under mild conditions in good yields, expanding the toolkit for single-atom insertion into C–C σ-bonds.
通过C-C σ-键单碳插入环丁醇到环戊醇的光催化支架跳变
摘要报道了一种通过单碳插入对应变硅环中C-C σ-键进行骨架编辑的方法。这种环丁醇的骨架编辑方法不同于已建立的半品纳醇重排途径,通过环丁醇的直接支架跳跃提供了一种有效的环戊醇途径。这种转变在温和的条件下进行,产率高,扩展了单原子插入到C-C σ-键的工具。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 求助全文
来源期刊
Organic Letters
Organic Letters 化学-有机化学
CiteScore
9.30
自引率
11.50%
发文量
1607
审稿时长
1.5 months
期刊介绍: Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.
×
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:604180095
Book学术官方微信
小红书