{"title":"Hydrogen bond-mediated organocatalytic enantioselective reduction of nitroalkenes in deep eutectic solvents","authors":"Chiara Faverio, Monica Fiorenza Boselli, Tommaso Ruggiero, Laura Raimondi, Maurizio Benaglia","doi":"10.1016/j.tchem.2023.100038","DOIUrl":null,"url":null,"abstract":"<div><p>The catalytic enantioselective reduction of β,β-disubstituted nitroalkenes was performed in deep eutectic solvents, avoiding the use of volatile organic compounds (VOCs) as reaction medium. The desired enantioenriched nitroalkanes were obtained in high yields and high enantiomeric excesses, up to 90%, by a metal-free, hydrogen bond-mediated catalytic methodology, with a convenient experimental protocol that could be successfully applied to a gram-scale reaction.</p></div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"6 ","pages":"Article 100038"},"PeriodicalIF":0.0000,"publicationDate":"2023-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"2","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron chem","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S2666951X23000049","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 2
Abstract
The catalytic enantioselective reduction of β,β-disubstituted nitroalkenes was performed in deep eutectic solvents, avoiding the use of volatile organic compounds (VOCs) as reaction medium. The desired enantioenriched nitroalkanes were obtained in high yields and high enantiomeric excesses, up to 90%, by a metal-free, hydrogen bond-mediated catalytic methodology, with a convenient experimental protocol that could be successfully applied to a gram-scale reaction.