Yumeng Wang, Hongjia Xie, Heping Li, Weijun Yao, Zhen Wang
{"title":"pd催化不对称[2 + 4]环化对映选择性合成四氢蒽醌类化合物","authors":"Yumeng Wang, Hongjia Xie, Heping Li, Weijun Yao, Zhen Wang","doi":"10.1021/acs.orglett.5c01901","DOIUrl":null,"url":null,"abstract":"An efficient asymmetric [2 + 4] annulation of 2-alkyl-3-hydroxynaphthalene-1,4-diones with electron-deficient allylic carbonates, promoted by a chiral bisphosphino-naphthamide/palladium complex, has been developed for the first time. This method accommodates a broad range of substrates, enabling the synthesis of tetrahydroanthraquinones bearing two contiguous quaternary stereocenters with high stereoselectivity.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"10 1","pages":""},"PeriodicalIF":4.9000,"publicationDate":"2025-06-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Enantioselective Synthesis of Tetrahydroanthraquinones via Pd-Catalyzed Asymmetric [2 + 4] Annulation\",\"authors\":\"Yumeng Wang, Hongjia Xie, Heping Li, Weijun Yao, Zhen Wang\",\"doi\":\"10.1021/acs.orglett.5c01901\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"An efficient asymmetric [2 + 4] annulation of 2-alkyl-3-hydroxynaphthalene-1,4-diones with electron-deficient allylic carbonates, promoted by a chiral bisphosphino-naphthamide/palladium complex, has been developed for the first time. This method accommodates a broad range of substrates, enabling the synthesis of tetrahydroanthraquinones bearing two contiguous quaternary stereocenters with high stereoselectivity.\",\"PeriodicalId\":54,\"journal\":{\"name\":\"Organic Letters\",\"volume\":\"10 1\",\"pages\":\"\"},\"PeriodicalIF\":4.9000,\"publicationDate\":\"2025-06-14\",\"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.5c01901\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acs.orglett.5c01901","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Enantioselective Synthesis of Tetrahydroanthraquinones via Pd-Catalyzed Asymmetric [2 + 4] Annulation
An efficient asymmetric [2 + 4] annulation of 2-alkyl-3-hydroxynaphthalene-1,4-diones with electron-deficient allylic carbonates, promoted by a chiral bisphosphino-naphthamide/palladium complex, has been developed for the first time. This method accommodates a broad range of substrates, enabling the synthesis of tetrahydroanthraquinones bearing two contiguous quaternary stereocenters with high stereoselectivity.
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.