{"title":"A Stereoselective Organocatalyzed C-Glycosylation of Indole: Implications of Acceptor-Catalyst-Donor Interaction","authors":"Lihuang Xie, Wenchao Liu, Zhenbo Guo, Qinbo Jiao, Xiaomin Shen, Tianfei Liu, Chunfa Xu","doi":"10.1039/d4qo01873g","DOIUrl":null,"url":null,"abstract":"A stereoselective pyridinium hexafluorophosphate-catalyzed C-glycosylation of indole is presented, featuring the plausible formation of a catalyst-acceptor complex and a crucial H-bond between the indole N-H and the oxygen at C6 of glycosyl donor, which are proposed to collectively facilitate the glycosylation process. This reaction proceeds under mild conditions, enabling the selective synthesis of a wide range of C-indolyl glycosides.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":null,"pages":null},"PeriodicalIF":4.6000,"publicationDate":"2024-11-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Chemistry Frontiers","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d4qo01873g","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 stereoselective pyridinium hexafluorophosphate-catalyzed C-glycosylation of indole is presented, featuring the plausible formation of a catalyst-acceptor complex and a crucial H-bond between the indole N-H and the oxygen at C6 of glycosyl donor, which are proposed to collectively facilitate the glycosylation process. This reaction proceeds under mild conditions, enabling the selective synthesis of a wide range of C-indolyl glycosides.
期刊介绍：
Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.
京公网安备 11010802042870号
京ICP备2023020795号-1
分享
求助内容：
应助结果提醒方式：
扫码关注我们
