{"title":"Iridium-Catalyzed Chemo- and Enantioselective Hydrogenation of Cycloalkenones to Access Chiral Cycloallylalcohols","authors":"Kedi Chang, Li Yang, Yue Liu, Jinghao Cao, Linhong Zuo, Qixing Liu, Xumu Zhang, Congcong Yin, Haifeng Zhou","doi":"10.1021/acs.orglett.4c03615","DOIUrl":null,"url":null,"abstract":"A method for the efficient synthesis of chiral cycloallylalcohols has been developed, achieving excellent yields and enantioselectivities (>99% conversion, turnover number of ≤50 000, and >99% ee). This approach accommodates a variety of cycloalkenones with different aryl substituents and is tolerant of a broad range of functional groups. The synthetic utility of this method has been demonstrated through gram-scale synthesis and subsequent transformations into diverse enantioenriched oxygen-containing compounds.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":null,"pages":null},"PeriodicalIF":4.9000,"publicationDate":"2024-11-14","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.4c03615","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
A method for the efficient synthesis of chiral cycloallylalcohols has been developed, achieving excellent yields and enantioselectivities (>99% conversion, turnover number of ≤50 000, and >99% ee). This approach accommodates a variety of cycloalkenones with different aryl substituents and is tolerant of a broad range of functional groups. The synthetic utility of this method has been demonstrated through gram-scale synthesis and subsequent transformations into diverse enantioenriched oxygen-containing compounds.
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.