Bisma Rasool, Sanchari Kundu, Irshad Ahmad Zargar, Debaraj Mukherjee
{"title":"DMSO–K2S2O8 mediated iodine-free conversion of glycal C-3 ether to 3-enopyranones: synthesis of furo[3,2-c] pyrans","authors":"Bisma Rasool, Sanchari Kundu, Irshad Ahmad Zargar, Debaraj Mukherjee","doi":"10.1039/d4cc04278f","DOIUrl":null,"url":null,"abstract":"A straightforward, highly efficient, and regioselective method for directly converting 3-<em>O</em>-benzylated and silylated glycals into their corresponding enones has been developed using a DMSO–K<small><sub>2</sub></small>S<small><sub>2</sub></small>O<small><sub>8</sub></small> reagent system. This reaction is scalable to gram quantities under mild conditions, achieving up to 80% yields. The resulting enones are valuable intermediates for the synthesis of furo[3,2-<em>c</em>] pyrans, which are integral components of various biologically significant scaffolds.","PeriodicalId":67,"journal":{"name":"Chemical Communications","volume":"27 1","pages":""},"PeriodicalIF":4.3000,"publicationDate":"2024-12-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Chemical Communications","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d4cc04278f","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
A straightforward, highly efficient, and regioselective method for directly converting 3-O-benzylated and silylated glycals into their corresponding enones has been developed using a DMSO–K2S2O8 reagent system. This reaction is scalable to gram quantities under mild conditions, achieving up to 80% yields. The resulting enones are valuable intermediates for the synthesis of furo[3,2-c] pyrans, which are integral components of various biologically significant scaffolds.
期刊介绍:
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