Z. R. Valiullina, G. R. Sunagatullina, M. S. Miftakhov
{"title":"碳酸铯促进的2-[(二苯基甲基)氨基]乙酸叔丁基与2-甲基-3-{[叔丁基(二甲基)硅基]氧}丙基和乙酰基氯化物反应的替代途径","authors":"Z. R. Valiullina, G. R. Sunagatullina, M. S. Miftakhov","doi":"10.1134/S1070428025602997","DOIUrl":null,"url":null,"abstract":"<p>The reaction of <i>tert</i>-butyl 2-[(diphenylmethylidene)amino]acetate with 2-methyl-3-{[<i>tert</i>-butyl(dimethyl)silyl]oxy}propanoyl chloride in methylene chloride in the presence of cesium carbonate afforded the corresponding β-lactam and acetylglycine derivative. Acetyl chloride reacted with <i>tert</i>-butyl 2-[(diphenylmethylidene)amino]acetate to produce <i>tert</i>-butyl 2-(acetamido)acetate as the only product with high chemoselectivity.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 7","pages":"1384 - 1388"},"PeriodicalIF":0.9000,"publicationDate":"2025-08-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Alternative Pathways in Cesium Carbonate-Promoted Reactions of tert-Butyl 2-[(Diphenylmethylidene)amino]acetate with 2-Methyl-3-{[tert-butyl(dimethyl)silyl]oxy}propanoyl and Acetyl Chlorides\",\"authors\":\"Z. R. Valiullina, G. R. Sunagatullina, M. S. Miftakhov\",\"doi\":\"10.1134/S1070428025602997\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p>The reaction of <i>tert</i>-butyl 2-[(diphenylmethylidene)amino]acetate with 2-methyl-3-{[<i>tert</i>-butyl(dimethyl)silyl]oxy}propanoyl chloride in methylene chloride in the presence of cesium carbonate afforded the corresponding β-lactam and acetylglycine derivative. Acetyl chloride reacted with <i>tert</i>-butyl 2-[(diphenylmethylidene)amino]acetate to produce <i>tert</i>-butyl 2-(acetamido)acetate as the only product with high chemoselectivity.</p>\",\"PeriodicalId\":766,\"journal\":{\"name\":\"Russian Journal of Organic Chemistry\",\"volume\":\"61 7\",\"pages\":\"1384 - 1388\"},\"PeriodicalIF\":0.9000,\"publicationDate\":\"2025-08-18\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Russian Journal of Organic Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://link.springer.com/article/10.1134/S1070428025602997\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q4\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Russian Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1134/S1070428025602997","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Alternative Pathways in Cesium Carbonate-Promoted Reactions of tert-Butyl 2-[(Diphenylmethylidene)amino]acetate with 2-Methyl-3-{[tert-butyl(dimethyl)silyl]oxy}propanoyl and Acetyl Chlorides
The reaction of tert-butyl 2-[(diphenylmethylidene)amino]acetate with 2-methyl-3-{[tert-butyl(dimethyl)silyl]oxy}propanoyl chloride in methylene chloride in the presence of cesium carbonate afforded the corresponding β-lactam and acetylglycine derivative. Acetyl chloride reacted with tert-butyl 2-[(diphenylmethylidene)amino]acetate to produce tert-butyl 2-(acetamido)acetate as the only product with high chemoselectivity.
期刊介绍:
Russian Journal of Organic Chemistry is an international peer reviewed journal that covers all aspects of modern organic chemistry including organic synthesis, theoretical organic chemistry, structure and mechanism, and the application of organometallic compounds in organic synthesis.