Photocatalytic Tandem Ueno-Stork Cyclization/Intermolecular Giese Addition Sequence for Stereoselective Difunctionalization of Allylic Alcohols.

IF 5 1区 化学 Q1 CHEMISTRY, ORGANIC Organic Letters Pub Date : 2025-02-28 Epub Date: 2025-02-14 DOI:10.1021/acs.orglett.5c00287
Yuki Tateishi, Shota Nagasawa, Yoshiharu Iwabuchi
{"title":"Photocatalytic Tandem Ueno-Stork Cyclization/Intermolecular Giese Addition Sequence for Stereoselective Difunctionalization of Allylic Alcohols.","authors":"Yuki Tateishi, Shota Nagasawa, Yoshiharu Iwabuchi","doi":"10.1021/acs.orglett.5c00287","DOIUrl":null,"url":null,"abstract":"<p><p>Herein, we report a novel photocatalytic tandem Ueno-Stork cyclization/intermolecular Giese addition sequence for the stereoselective difunctionalization of allylic alcohols. This reaction avoids the use of toxic reagents and complicated protocols typically required under classical Ueno-Stork conditions. Furthermore, the reaction system demonstrated good stereoselectivity with both cyclic and linear allylic alcohols.</p>","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":" ","pages":"1984-1988"},"PeriodicalIF":5.0000,"publicationDate":"2025-02-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11877517/pdf/","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acs.orglett.5c00287","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/2/14 0:00:00","PubModel":"Epub","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

Abstract

Herein, we report a novel photocatalytic tandem Ueno-Stork cyclization/intermolecular Giese addition sequence for the stereoselective difunctionalization of allylic alcohols. This reaction avoids the use of toxic reagents and complicated protocols typically required under classical Ueno-Stork conditions. Furthermore, the reaction system demonstrated good stereoselectivity with both cyclic and linear allylic alcohols.

Abstract Image

查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
烯丙醇立体选择性双官能化的光催化Ueno-Stork串联环化/分子间Giese加成序列。
在此,我们报道了一种新的光催化Ueno-Stork环化/分子间Giese加成序列用于烯丙醇的立体选择性双官能化。这种反应避免了使用有毒试剂和在经典上野-斯托克条件下通常需要的复杂方案。此外,该反应体系对环状和线型烯丙醇均表现出良好的立体选择性。
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 去求助
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.
期刊最新文献
Total Synthesis of Indigotinoline A and Enabled Stereochemical Revision of Isatindigotindoline B. Aminophthalimide as a Protected Nitrogen Source for N-Insertion to Indenones. Highly Enantioselective Oxidation Reactions Using a Tetradentate Mn(II) Catalyst Based on (S,S)-1,2-Diaminocyclohexane. Lewis Acid-Mediated Defluorination of Trifluoromethylarenes To Access Trivalent Phosphines. Sequential Groebke-Blackburn-Bienaymé and Pictet-Spengler Reactions for Regioselective Synthesis of Polyheterocyclics.
×
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
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:604180095
Book学术
文献互助 智能选刊 最新文献 互助须知 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 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1