期刊
CHEMICAL SCIENCE
卷 10, 期 38, 页码 8872-8879出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c9sc03425k
关键词
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资金
- MINECO [RYC-2012-09873, CTQ2016-78395-P, RTI2018093721-B-I00]
- Basque Government [IT1033-16]
- ERDF
- ESF
- Cost-CHAOS action [CA15106]
The site-selective functionalization of C-H bonds within a peptide framework remains a challenging task of prime synthetic importance. Herein, the first Pd-catalyzed delta-C(sp(2))-H acylation of Phe containing peptides with aldehydes is described. This oxidative coupling is distinguished by its site-specificity, tolerance of sensitive functional groups, scalability, and enantiospecificity and exhibits entire chemoselectivity for Phe motifs over other amino acid units. The compatibility of this dehydrogenative acylation platform with a number of oligopeptides of high structural complexity illustrates its ample opportunities for the late-stage peptide modification and bioconjugation.
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