Nickel-Catalyzed Dynamic Kinetic Asymmetric Reductive Arylation of Aldehydes with Heterobiaryl Triflates

IF 5 1区 化学 Q1 CHEMISTRY, ORGANIC
Xinran Ding, Chuan Wang
{"title":"Nickel-Catalyzed Dynamic Kinetic Asymmetric Reductive Arylation of Aldehydes with Heterobiaryl Triflates","authors":"Xinran Ding, Chuan Wang","doi":"10.1021/acs.orglett.5c00441","DOIUrl":null,"url":null,"abstract":"In this context, we report a nickel-catalyzed dynamic kinetic asymmetric reductive arylation of aldehydes with racemic heterobiaryl triflates, offering a series of axially chiral heterobiaryls bearing a centrally chiral secondary alcohol moiety in a highly diastereo- and enantioselective manner. The simultaneous control of both axial and central stereogenic elements of the products lies in the stereoselective nucleophilic addition of the configurationally labile hetereobiaryl nickel complex to the formyl group of aldehydes.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"55 1","pages":""},"PeriodicalIF":5.0000,"publicationDate":"2025-03-15","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.5c00441","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

In this context, we report a nickel-catalyzed dynamic kinetic asymmetric reductive arylation of aldehydes with racemic heterobiaryl triflates, offering a series of axially chiral heterobiaryls bearing a centrally chiral secondary alcohol moiety in a highly diastereo- and enantioselective manner. The simultaneous control of both axial and central stereogenic elements of the products lies in the stereoselective nucleophilic addition of the configurationally labile hetereobiaryl nickel complex to the formyl group of aldehydes.

Abstract Image

镍催化的三氟异芳基醛的动力学动力学不对称还原芳基化反应
在这种情况下,我们报道了镍催化的醛与外消旋三氟化杂二芳基的动力学动力学不对称还原芳基化,以高度非映对和对映选择性的方式提供了一系列轴手性杂二芳基,其中中心手性仲醇部分。同时控制产物的轴向和中心立体元素的方法是将构型不稳定的杂二芳基镍配合物在醛的甲酰基上进行立体选择性的亲核加成。
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