Jie Zhao, Xiaorui Zhang, Qichang Yang, Tian Bi, Beichen Du, Jian Lv, Shuang-Xi Gu, Hai Dong
{"title":"Efficient Iron-Catalyzed Site/Regioselective Phosphinoylation of Carbohydrates.","authors":"Jie Zhao, Xiaorui Zhang, Qichang Yang, Tian Bi, Beichen Du, Jian Lv, Shuang-Xi Gu, Hai Dong","doi":"10.1021/acs.orglett.5c00143","DOIUrl":null,"url":null,"abstract":"<p><p>The selective incorporation of phosphorus groups into sugar molecules holds substantial synthetic and biological significance, yet this area of research remains largely unexplored. In this study, we successfully devised a novel method employing an efficient Fe(III) catalyst for achieving site/regioselective phosphorylation/phosphinoylation of carbohydrates. This methodology boasts several merits, including mild reaction conditions, the employment of cost-effective and readily available catalysts, and exceptional selectivity. This approach provides new perspectives and valuable tools for the functional modification of sugar molecules.</p>","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":" ","pages":""},"PeriodicalIF":4.9000,"publicationDate":"2025-01-31","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.5c00143","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
The selective incorporation of phosphorus groups into sugar molecules holds substantial synthetic and biological significance, yet this area of research remains largely unexplored. In this study, we successfully devised a novel method employing an efficient Fe(III) catalyst for achieving site/regioselective phosphorylation/phosphinoylation of carbohydrates. This methodology boasts several merits, including mild reaction conditions, the employment of cost-effective and readily available catalysts, and exceptional selectivity. This approach provides new perspectives and valuable tools for the functional modification of sugar molecules.
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.