Chiral Lithium Amides as Key Reagents in Enantioselective Synthesis of 2-Alkylpyridines with Multiple Stereocenters.

IF 15.6 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY
Dyllan P Ly,Leroy Lu,Priya Kandiyal,Armen Zakarian
{"title":"Chiral Lithium Amides as Key Reagents in Enantioselective Synthesis of 2-Alkylpyridines with Multiple Stereocenters.","authors":"Dyllan P Ly,Leroy Lu,Priya Kandiyal,Armen Zakarian","doi":"10.1021/jacs.5c13977","DOIUrl":null,"url":null,"abstract":"A direct enantioselective conjugate addition of 2-alkylpyridines enables efficient construction of complex functionalized pyridinyl scaffolds with contiguous stereocenters. This method leverages chiral lithium amides as traceless stereodirecting auxiliaries, operating through defined aggregation of organolithium intermediates to achieve excellent enantio- and diastereocontrol.","PeriodicalId":49,"journal":{"name":"Journal of the American Chemical Society","volume":"4 1","pages":""},"PeriodicalIF":15.6000,"publicationDate":"2025-10-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of the American Chemical Society","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/jacs.5c13977","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0

Abstract

A direct enantioselective conjugate addition of 2-alkylpyridines enables efficient construction of complex functionalized pyridinyl scaffolds with contiguous stereocenters. This method leverages chiral lithium amides as traceless stereodirecting auxiliaries, operating through defined aggregation of organolithium intermediates to achieve excellent enantio- and diastereocontrol.
手性锂酰胺作为多立体中心2-烷基吡啶对映选择性合成的关键试剂。
2-烷基吡啶的直接对映选择性共轭加成可以高效地构建具有连续立体中心的复杂功能化吡啶基支架。该方法利用手性锂酰胺作为无迹立体定向助剂,通过有机锂中间体的特定聚集来实现出色的对映和非对映控制。
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
CiteScore
24.40
自引率
6.00%
发文量
2398
审稿时长
1.6 months
期刊介绍: The flagship journal of the American Chemical Society, known as the Journal of the American Chemical Society (JACS), has been a prestigious publication since its establishment in 1879. It holds a preeminent position in the field of chemistry and related interdisciplinary sciences. JACS is committed to disseminating cutting-edge research papers, covering a wide range of topics, and encompasses approximately 19,000 pages of Articles, Communications, and Perspectives annually. With a weekly publication frequency, JACS plays a vital role in advancing the field of chemistry by providing essential research.
×
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