{"title":"Directing Group Enabled Ruthenium-Catalyzed Asymmetric Hydrogenation of Naphthalenes and Related Carbocyclic Aromatics.","authors":"Mu-Wang Chen, Yi-Xuan Ding, Yong-Gui Zhou","doi":"10.1021/acs.orglett.5c00014","DOIUrl":null,"url":null,"abstract":"<p><p>Among the aromatic carbocyclic rings, the highly regio- and enantioselective hydrogenation of nonsymmetrical naphthalenes has remained a long-standing challenge in asymmetric catalysis. Herein, we reporte an amide-directed asymmetric hydrogenation of nonsymmetrical naphthalenes with a ruthenium catalyst with up to 99% ee. This strategy was also successfully applied in the asymmetric hydrogenation of polycyclic aromatic hydrocarbons.</p>","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":" ","pages":"1511-1516"},"PeriodicalIF":4.9000,"publicationDate":"2025-02-14","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.5c00014","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/1/31 0:00:00","PubModel":"Epub","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
Among the aromatic carbocyclic rings, the highly regio- and enantioselective hydrogenation of nonsymmetrical naphthalenes has remained a long-standing challenge in asymmetric catalysis. Herein, we reporte an amide-directed asymmetric hydrogenation of nonsymmetrical naphthalenes with a ruthenium catalyst with up to 99% ee. This strategy was also successfully applied in the asymmetric hydrogenation of polycyclic aromatic hydrocarbons.
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.