Synthesis of heteroaryl C-glycosides via Ru-catalyzed C-H activation/cyclization: dioxazolone glycogen designs and applications

New glycogen reagents of dioxazolone glycogen anomers have been developed. The versatile heteroarene C-glycosides have been synthesized using a Ru-catalyzed C-H activation/annulation strategy, employing these dioxazolone glycogen anomers. These reactions tolerate various saccharide donors and enable...

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Bibliographic Details
Published inORGANIC CHEMISTRY FRONTIERS Vol. 11; no. 13; pp. 3609 - 3613
Main Authors Liu, Deng-Yin, Wang, Peng-Fei, Hu, Xin-Yue, Ruan, Yu-Jun, Wang, Xiao-Li, Wen, Miao-Miao, Zhang, Cong-Zhen, Xiao, Yu-He, Liu, Xu-Ge
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 25.06.2024
Royal Society of Chemistry
Subjects
Carbohydrates
Chemical reactions
Chemical synthesis
Chemistry
Chemistry, Organic
Glycogen
Glycogens
Glycosides
Natural products
Physical Sciences
Reagents
Science & Technology
Stereoselectivity
FUNCTIONALIZATION
ACTIVATION
HETEROCYCLES
STRATEGIES
Online AccessGet full text
ISSN2052-4129
2052-4110
2052-4110
DOI10.1039/d4qo00529e

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Summary:New glycogen reagents of dioxazolone glycogen anomers have been developed. The versatile heteroarene C-glycosides have been synthesized using a Ru-catalyzed C-H activation/annulation strategy, employing these dioxazolone glycogen anomers. These reactions tolerate various saccharide donors and enable stereoselective synthesis of heterocyclic C-glycosides. The strategy and methods were well applicable to a large-scale reaction and late-stage modification of structurally complex natural products.
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ISSN:2052-4129
2052-4110
2052-4110
DOI:10.1039/d4qo00529e