Yue Wei , Guishun Bai , Jiamin Wu , Yi Hua , Tao Zhang , Congyong Yue , Hong Wang , Xiaoze Bao
{"title":"Enantioselective addition of 3-hydroxyquinolin-2(1H)-one to isatin and pyrazole-4,5-dione derived ketimines†","authors":"Yue Wei , Guishun Bai , Jiamin Wu , Yi Hua , Tao Zhang , Congyong Yue , Hong Wang , Xiaoze Bao","doi":"10.1039/d4qo01895h","DOIUrl":null,"url":null,"abstract":"<div><div>The enantioselective reactivity of 3-hydroxyquinolin-2(1<em>H</em>)-ones was developed through their addition to isatin and pyrazole-4,5-dione derived ketimines, affording novel architectures featuring multiple natural product scaffolds in high yields with excellent enantioselectivities. Gram-scale synthesis and synthetic transformations further disclosed the potential of the current process.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 2","pages":"Pages 497-502"},"PeriodicalIF":0.0000,"publicationDate":"2024-11-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic chemistry frontiers : an international journal of organic chemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2052412924007952","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2024/11/5 0:00:00","PubModel":"Epub","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
Abstract
The enantioselective reactivity of 3-hydroxyquinolin-2(1H)-ones was developed through their addition to isatin and pyrazole-4,5-dione derived ketimines, affording novel architectures featuring multiple natural product scaffolds in high yields with excellent enantioselectivities. Gram-scale synthesis and synthetic transformations further disclosed the potential of the current process.
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