{"title":"Visible-Light Promoted Iron-Catalyzed C–C Bond Cleavage of 1,2-Diols to Carbonyls","authors":"Chunyan Shu, Jing Wang, Junying Song, Yiwen Ouyang, Jin-Bu Xu, Feng Gao* and Xiaohuan Li*, ","doi":"10.1021/acs.orglett.4c0481610.1021/acs.orglett.4c04816","DOIUrl":null,"url":null,"abstract":"<p >A simple visible-light-promoted iron-catalyzed aerobic oxidative C–C bond cleavage of vicinal diols was developed. This reaction avoids the use of noble metal catalysts or specialized oxidants, yielding aldehydes and ketones without overoxidation. The new method works under air and at room temperature and features mild conditions and simple operation. Notably, the protocol is applicable for complex natural products, achieving the bioinspired conversion of the natural abundant diterpene oridonin to the natural rare enmein-type diterpene.</p>","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"27 15","pages":"3813–3817 3813–3817"},"PeriodicalIF":5.0000,"publicationDate":"2025-04-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.orglett.4c04816","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 simple visible-light-promoted iron-catalyzed aerobic oxidative C–C bond cleavage of vicinal diols was developed. This reaction avoids the use of noble metal catalysts or specialized oxidants, yielding aldehydes and ketones without overoxidation. The new method works under air and at room temperature and features mild conditions and simple operation. Notably, the protocol is applicable for complex natural products, achieving the bioinspired conversion of the natural abundant diterpene oridonin to the natural rare enmein-type diterpene.
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.