Wei-Jing Yang , Jun-Hao Zhang , Ning Li , Ming-Sheng Xie , Hai-Ming Guo
{"title":"Ni(II)-催化α-氟酯的对映选择性α-肼化:手性季α-氟化α-氨基酸衍生物的制备","authors":"Wei-Jing Yang , Jun-Hao Zhang , Ning Li , Ming-Sheng Xie , Hai-Ming Guo","doi":"10.1039/d4qo02418d","DOIUrl":null,"url":null,"abstract":"<div><div>A highly catalytic asymmetric α-amination of α-azaaryl-α-fluoro esters with azodicarboxylates as the electrophilic aminating agents was reported. With <em>C</em><sub>1</sub>-symmetric imidazolidine-pyrroloimidazolone pyridine as the tridentate ligand and Ni(BF<sub>4</sub>)<sub>2</sub>·6H<sub>2</sub>O 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).</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 8","pages":"Pages 2746-2751"},"PeriodicalIF":0.0000,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"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\":\"<div><div>A highly catalytic asymmetric α-amination of α-azaaryl-α-fluoro esters with azodicarboxylates as the electrophilic aminating agents was reported. With <em>C</em><sub>1</sub>-symmetric imidazolidine-pyrroloimidazolone pyridine as the tridentate ligand and Ni(BF<sub>4</sub>)<sub>2</sub>·6H<sub>2</sub>O 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).</div></div>\",\"PeriodicalId\":94379,\"journal\":{\"name\":\"Organic chemistry frontiers : an international journal of organic chemistry\",\"volume\":\"12 8\",\"pages\":\"Pages 2746-2751\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2025-02-12\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic chemistry frontiers : an international journal of organic chemistry\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S2052412925001007\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic chemistry frontiers : an international journal of organic chemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2052412925001007","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
Ni(ii)-catalyzed enantioselective α-hydrazination of α-fluoroesters: access to chiral quaternary α-fluorinated α-amino acid derivatives†
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).