{"title":"Base promoted chemoselective reduction of α‐keto amides and α‐keto esters with TsNHNH2","authors":"Yifei Wu, Kewei Liu, Feiyue Hao, Erqiang Zhao, Zhengneng Jin, Jiashou Wu","doi":"10.1002/ejoc.202401199","DOIUrl":null,"url":null,"abstract":"A method for chemoselective reduction of α‐keto amides and α‐keto esters using tosylhydrazine in the presence of NaHCO3 has been developed. A variety of α‐hydroxy amides and α‐hydroxy esters were obtained in good to excellent yields, demonstrating the efficiency of the present protocol. A possible reaction mechanism is proposed based on the deuterium‐labelling experiments.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"8 1","pages":""},"PeriodicalIF":2.5000,"publicationDate":"2024-12-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"European Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1002/ejoc.202401199","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
A method for chemoselective reduction of α‐keto amides and α‐keto esters using tosylhydrazine in the presence of NaHCO3 has been developed. A variety of α‐hydroxy amides and α‐hydroxy esters were obtained in good to excellent yields, demonstrating the efficiency of the present protocol. A possible reaction mechanism is proposed based on the deuterium‐labelling experiments.
期刊介绍:
The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies.
The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry:
Liebigs Annalen
Bulletin des Sociétés Chimiques Belges
Bulletin de la Société Chimique de France
Gazzetta Chimica Italiana
Recueil des Travaux Chimiques des Pays-Bas
Anales de Química
Chimika Chronika
Revista Portuguesa de Química
ACH—Models in Chemistry
Polish Journal of Chemistry.