Environment of Solvent-Controlled Chemoselective Asymmetric Hydroperoxidation and Hydroxylation of 5-Pyrazolone Ketimines Catalyzed by Bifunctional Organocatalysts
Xiangfeng Lin, Bo Long, Hanhui Lei*, Terence Xiaoteng Liu* and Zhanhui Yuan*,
{"title":"Environment of Solvent-Controlled Chemoselective Asymmetric Hydroperoxidation and Hydroxylation of 5-Pyrazolone Ketimines Catalyzed by Bifunctional Organocatalysts","authors":"Xiangfeng Lin, Bo Long, Hanhui Lei*, Terence Xiaoteng Liu* and Zhanhui Yuan*, ","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}
引用次数: 0
Abstract
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).
ACS OmegaChemical 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.