{"title":"通过对映选择性亚胺缩合获得手性环β-胺酮。","authors":"Yaru Gao, Zhi-Keng Lin, Mingjin Liu, Jiameng Deng, Tao Zhang, Bin-Miao Yang, Yu Zhao","doi":"10.1002/anie.202512405","DOIUrl":null,"url":null,"abstract":"<p><p>We report herein an unprecedented catalytic enantioselective synthesis of cyclic β-enaminones from simple meso-1,3-diketones via chiral phosphoric acid-catalyzed desymmetrization through imine condensation. This transformation provides efficient access to a broad array of cyclic β-enaminones and acridinones bearing a remote β-stereogenic center, delivering products in excellent yields and enantioselectivities under mild conditions with a straightforward protocol. Furthermore, the resulting β-enaminones can undergo one-step derivatizations to furnish diverse enantioenriched carbo- and heterocycles, highlighting their high potential for applications in medicinal chemistry.</p>","PeriodicalId":520556,"journal":{"name":"Angewandte Chemie (International ed. in English)","volume":" ","pages":"e202512405"},"PeriodicalIF":0.0000,"publicationDate":"2025-07-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Access to Chiral Cyclic β-Enaminones via Enantioselective Imine Condensation.\",\"authors\":\"Yaru Gao, Zhi-Keng Lin, Mingjin Liu, Jiameng Deng, Tao Zhang, Bin-Miao Yang, Yu Zhao\",\"doi\":\"10.1002/anie.202512405\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>We report herein an unprecedented catalytic enantioselective synthesis of cyclic β-enaminones from simple meso-1,3-diketones via chiral phosphoric acid-catalyzed desymmetrization through imine condensation. This transformation provides efficient access to a broad array of cyclic β-enaminones and acridinones bearing a remote β-stereogenic center, delivering products in excellent yields and enantioselectivities under mild conditions with a straightforward protocol. Furthermore, the resulting β-enaminones can undergo one-step derivatizations to furnish diverse enantioenriched carbo- and heterocycles, highlighting their high potential for applications in medicinal chemistry.</p>\",\"PeriodicalId\":520556,\"journal\":{\"name\":\"Angewandte Chemie (International ed. in English)\",\"volume\":\" \",\"pages\":\"e202512405\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2025-07-02\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Angewandte Chemie (International ed. in English)\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.1002/anie.202512405\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Angewandte Chemie (International ed. in English)","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1002/anie.202512405","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
Access to Chiral Cyclic β-Enaminones via Enantioselective Imine Condensation.
We report herein an unprecedented catalytic enantioselective synthesis of cyclic β-enaminones from simple meso-1,3-diketones via chiral phosphoric acid-catalyzed desymmetrization through imine condensation. This transformation provides efficient access to a broad array of cyclic β-enaminones and acridinones bearing a remote β-stereogenic center, delivering products in excellent yields and enantioselectivities under mild conditions with a straightforward protocol. Furthermore, the resulting β-enaminones can undergo one-step derivatizations to furnish diverse enantioenriched carbo- and heterocycles, highlighting their high potential for applications in medicinal chemistry.