Wei-Jing Yang, Jun-Hao Zhang, Ning Li, Ming-Sheng Xie, Hai-Ming Guo
{"title":"Ni(II)-Catalyzed Enantioselective α-Hydrazination of α-Fluoroesters: Access to Chiral Quaternary α-Fluorinated α-Amino Acid Derivatives","authors":"Wei-Jing Yang, Jun-Hao Zhang, Ning Li, Ming-Sheng Xie, Hai-Ming Guo","doi":"10.1039/d4qo02418d","DOIUrl":null,"url":null,"abstract":"A highly catalytic asymmetric α-amination of α-azaaryl-α-fluoro esters with azodicarboxylates as the electrophilic aminating agents was reported. With C1-symmetric imidazolidine-pyrroloimidazolone pyridine as the tridentate ligand and Ni(BF4)2‧6H2O as the Lewis acid, diverse chiral α-hydrazino-α-fluorinated ester derivatives were obtained in high yields (up to 97% yield) and excellent enantioselectivities (up to 98% ee).","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"26 1","pages":""},"PeriodicalIF":4.6000,"publicationDate":"2025-02-25","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/d4qo02418d","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 highly catalytic asymmetric α-amination of α-azaaryl-α-fluoro esters with azodicarboxylates as the electrophilic aminating agents was reported. With C1-symmetric imidazolidine-pyrroloimidazolone pyridine as the tridentate ligand and Ni(BF4)2‧6H2O as the Lewis acid, diverse chiral α-hydrazino-α-fluorinated ester derivatives were obtained in high yields (up to 97% yield) and excellent enantioselectivities (up to 98% ee).
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.