Jixin Wang, Zexu Chen, Kaixin Chen, Zhili Cui, Jie Li
{"title":"Modular Access to Silicon‐Containing Amino Acids and Peptides by Cobalt Catalysis","authors":"Jixin Wang, Zexu Chen, Kaixin Chen, Zhili Cui, Jie Li","doi":"10.1002/anie.202421190","DOIUrl":null,"url":null,"abstract":"A regioselective cobalt‐catalyzed three‐component silylamidation that rapidly and reliably incorporates dioxazolones and silylzinc pivalates into unconjugated alkenyl amides is disclosed. Notably, the unique power of this protocol is demonstrated by the possibility of achieving peptide ligation using peptide‐containing dioxazolones or alkenyl amides as the coupling partners. Moreover, this approach is distinguished by its mild condition, synthetic simplicity, and ample scope, thus providing a new platform for modular access to silicon‐containing amino acid derivatives and peptides.","PeriodicalId":125,"journal":{"name":"Angewandte Chemie International Edition","volume":"32 1","pages":""},"PeriodicalIF":16.1000,"publicationDate":"2024-12-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Angewandte Chemie International Edition","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1002/anie.202421190","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
A regioselective cobalt‐catalyzed three‐component silylamidation that rapidly and reliably incorporates dioxazolones and silylzinc pivalates into unconjugated alkenyl amides is disclosed. Notably, the unique power of this protocol is demonstrated by the possibility of achieving peptide ligation using peptide‐containing dioxazolones or alkenyl amides as the coupling partners. Moreover, this approach is distinguished by its mild condition, synthetic simplicity, and ample scope, thus providing a new platform for modular access to silicon‐containing amino acid derivatives and peptides.
期刊介绍:
Angewandte Chemie, a journal of the German Chemical Society (GDCh), maintains a leading position among scholarly journals in general chemistry with an impressive Impact Factor of 16.6 (2022 Journal Citation Reports, Clarivate, 2023). Published weekly in a reader-friendly format, it features new articles almost every day. Established in 1887, Angewandte Chemie is a prominent chemistry journal, offering a dynamic blend of Review-type articles, Highlights, Communications, and Research Articles on a weekly basis, making it unique in the field.