期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 61, 期 42, 页码 -出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202208620
关键词
C-H Activation; Glycosyl Bromide; meta-C-Aryl Glycoside; meta-C-H Glycosylation; Ruthenium Catalysis
资金
- ERC [101021358]
- DFG Gottfried-Wilhelm-Leibniz-Preis
- European Union [860762]
- CSC
- Projekt DEAL
The prevalence of C-aryl glycosides in biologically active natural products and approved drugs has motivated the development of efficient synthesis strategies. Palladium catalysts with prefunctionalized substrates have been commonly used, while ruthenium-catalyzed C-aryl glycoside synthesis has been challenging. In this study, a versatile ruthenium(II)-catalyzed meta-C-H glycosylation method was disclosed, allowing for the synthesis of meta-C-aryl glycosides from readily available glycosyl halide donors. The ruthenium catalysis exhibited mild reaction conditions, exceptional levels of anomeric selectivity, and exclusive meta-site-selectivity.
The prevalence of C-aryl glycosides in biologically active natural products and approved drugs has long motivated the development of efficient strategies for their selective synthesis. Cross-couplings have been frequently used, but largely relied on palladium catalyst with prefunctionalized substrates, while ruthenium-catalyzed C-aryl glycoside preparation has thus far proven elusive. Herein, we disclose a versatile ruthenium(II)-catalyzed meta-C-H glycosylation to access meta-C-aryl glycosides from readily available glycosyl halide donors. The robustness of the ruthenium catalysis was reflected by mild reaction conditions, outstanding levels of anomeric selectivity and exclusive meta-site-selectivity.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据