Ce(OTf)3-Catalyzed Asymmetric 6π Cyclization of Triaryldivinyl Ketones

IF 4.9 1区 化学 Q1 CHEMISTRY, ORGANIC
Liu Li, Hao Wei, Zhanhui Yang, Jiaxi Xu
{"title":"Ce(OTf)3-Catalyzed Asymmetric 6π Cyclization of Triaryldivinyl Ketones","authors":"Liu Li, Hao Wei, Zhanhui Yang, Jiaxi Xu","doi":"10.1021/acs.orglett.5c01081","DOIUrl":null,"url":null,"abstract":"The rare-earth Ce(OTf)<sub>3</sub>-catalyzed asymmetric 6π cyclization of triaryldivinyl ketones is realized, affording methyl (<i>R</i>,<i>E</i>)-1-aryl-2-arylmethylidene-3-hydroxy-1,4-dihydronaphthalene-2-carboxylates in moderate to good yields with good to excellent enantioselectivities. The reaction provides a new strategy for the construction of optically active 3-hydroxy-1,4-dihydronaphthalene-2-carboxylic acid derivatives.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"56 1","pages":""},"PeriodicalIF":4.9000,"publicationDate":"2025-05-01","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.5c01081","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

The rare-earth Ce(OTf)3-catalyzed asymmetric 6π cyclization of triaryldivinyl ketones is realized, affording methyl (R,E)-1-aryl-2-arylmethylidene-3-hydroxy-1,4-dihydronaphthalene-2-carboxylates in moderate to good yields with good to excellent enantioselectivities. The reaction provides a new strategy for the construction of optically active 3-hydroxy-1,4-dihydronaphthalene-2-carboxylic acid derivatives.

Abstract Image

Ce(OTf)3催化三芳基二乙烯基酮的不对称6π环化
稀土铈(OTf)3催化三芳基二乙烯基酮实现了不对称6π环化反应,得到了中~高产率的甲基(R,E)-1-芳基-2-芳基甲基-3-羟基-1,4-二氢萘-2-羧酸酯,并具有良好的对映选择性。该反应为构造具有光学活性的3-羟基-1,4-二氢萘-2-羧酸衍生物提供了新的思路。
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:481959085
Book学术官方微信