双功能有机催化剂催化5-吡唑酮酮酮的溶剂控制化学选择性不对称加氢过氧化和羟基化的环境

IF 4.3 3区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY
Xiangfeng Lin, Bo Long, Hanhui Lei*, Terence Xiaoteng Liu* and Zhanhui Yuan*, 
{"title":"双功能有机催化剂催化5-吡唑酮酮酮的溶剂控制化学选择性不对称加氢过氧化和羟基化的环境","authors":"Xiangfeng Lin,&nbsp;Bo Long,&nbsp;Hanhui Lei*,&nbsp;Terence Xiaoteng Liu* and Zhanhui Yuan*,&nbsp;","doi":"10.1021/acsomega.4c1060810.1021/acsomega.4c10608","DOIUrl":null,"url":null,"abstract":"<p >Chemoselectivity often garners significant attention in organic synthesis, serving as a primary strategy for producing a variety of functionalized products from the same substrate. The first environment of solvent-controlled chemoselective asymmetric hydroperoxidation and hydroxylation of 5-pyrazolone ketimines has been achieved, using an acid–base bifunctional chiral squaramide as the organocatalyst, affording a range of enantioenriched products of hydroperoxidation and hydroxylation with high stereoselectivities (up to 90% <i>ee</i>).</p>","PeriodicalId":22,"journal":{"name":"ACS Omega","volume":"10 11","pages":"11225–11230 11225–11230"},"PeriodicalIF":4.3000,"publicationDate":"2025-03-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.acs.org/doi/epdf/10.1021/acsomega.4c10608","citationCount":"0","resultStr":"{\"title\":\"Environment of Solvent-Controlled Chemoselective Asymmetric Hydroperoxidation and Hydroxylation of 5-Pyrazolone Ketimines Catalyzed by Bifunctional Organocatalysts\",\"authors\":\"Xiangfeng Lin,&nbsp;Bo Long,&nbsp;Hanhui Lei*,&nbsp;Terence Xiaoteng Liu* and Zhanhui Yuan*,&nbsp;\",\"doi\":\"10.1021/acsomega.4c1060810.1021/acsomega.4c10608\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >Chemoselectivity often garners significant attention in organic synthesis, serving as a primary strategy for producing a variety of functionalized products from the same substrate. The first environment of solvent-controlled chemoselective asymmetric hydroperoxidation and hydroxylation of 5-pyrazolone ketimines has been achieved, using an acid–base bifunctional chiral squaramide as the organocatalyst, affording a range of enantioenriched products of hydroperoxidation and hydroxylation with high stereoselectivities (up to 90% <i>ee</i>).</p>\",\"PeriodicalId\":22,\"journal\":{\"name\":\"ACS Omega\",\"volume\":\"10 11\",\"pages\":\"11225–11230 11225–11230\"},\"PeriodicalIF\":4.3000,\"publicationDate\":\"2025-03-11\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://pubs.acs.org/doi/epdf/10.1021/acsomega.4c10608\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"ACS Omega\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acsomega.4c10608\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"ACS Omega","FirstCategoryId":"92","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acsomega.4c10608","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0

摘要

化学选择性在有机合成中经常引起人们的极大关注,它是用相同的底物生产各种功能化产物的主要策略。利用酸碱双功能手性方酰胺作为有机催化剂,首次实现了5-吡唑酮酮酮的溶剂控制化学选择性不对称加氢过氧化和羟基化反应,获得了一系列具有高立体选择性(高达90% ee)的加氢过氧化和羟基化对映体富集产物。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Environment of Solvent-Controlled Chemoselective Asymmetric Hydroperoxidation and Hydroxylation of 5-Pyrazolone Ketimines Catalyzed by Bifunctional Organocatalysts

Chemoselectivity often garners significant attention in organic synthesis, serving as a primary strategy for producing a variety of functionalized products from the same substrate. The first environment of solvent-controlled chemoselective asymmetric hydroperoxidation and hydroxylation of 5-pyrazolone ketimines has been achieved, using an acid–base bifunctional chiral squaramide as the organocatalyst, affording a range of enantioenriched products of hydroperoxidation and hydroxylation with high stereoselectivities (up to 90% ee).

求助全文
通过发布文献求助,成功后即可免费获取论文全文。 去求助
来源期刊
ACS Omega
ACS Omega Chemical Engineering-General Chemical Engineering
CiteScore
6.60
自引率
4.90%
发文量
3945
审稿时长
2.4 months
期刊介绍: ACS Omega is an open-access global publication for scientific articles that describe new findings in chemistry and interfacing areas of science, without any perceived evaluation of immediate impact.
×
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