{"title":"One-Pot Synthesis of Acetals from Esters: Access to Naturally Occurring Fragrances.","authors":"Rebeka Ločmele,Anastasija Ture,Zigma̅rs Leitis,Gábor Szilvágyi,József Répási,Gints Smits","doi":"10.1021/acs.joc.5c01169","DOIUrl":null,"url":null,"abstract":"A one-pot conversion of esters to the corresponding acetals has been developed by coupling catalytic hydrosilylation with the quenching of the reaction mixture with appropriate alcohols or thiols. This transformation is achieved with only 0.1 mol % of SBR12 catalyst, a stoichiometric amount of dimethylchlorosilane, and excess alcohol with yields up to 99%. The method features broad functional group tolerance and enables access to several naturally occurring acetals characterized by floral scents.","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"55 1","pages":""},"PeriodicalIF":3.3000,"publicationDate":"2025-07-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Organic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://doi.org/10.1021/acs.joc.5c01169","RegionNum":2,"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 one-pot conversion of esters to the corresponding acetals has been developed by coupling catalytic hydrosilylation with the quenching of the reaction mixture with appropriate alcohols or thiols. This transformation is achieved with only 0.1 mol % of SBR12 catalyst, a stoichiometric amount of dimethylchlorosilane, and excess alcohol with yields up to 99%. The method features broad functional group tolerance and enables access to several naturally occurring acetals characterized by floral scents.
期刊介绍:
Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.