Practical synthesis of C -aryl glycosides via redox-neutral Borono–Catellani reaction

Herein, we describe a practical Borono–Catellani strategy for the efficient synthesis of C -aryl glycosides, with readily available arylboronic esters and glycosyl chlorides as the building blocks. It features mild reaction conditions, excellent diastereoselectivities, and good functional group tole...

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Bibliographic Details
Published inChemical communications (Cambridge, England) Vol. 61; no. 4; pp. 736 - 739
Main Authors Xu, Dekang, Li, Xia, Cui, Ziyang, Cao, Liming, Cheng, Hong-Gang, Zhou, Qianghui
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 07.01.2025
Royal Society of Chemistry
Subjects
Aromatic compounds
Chemical synthesis
Chemistry
Chemistry, Multidisciplinary
Esters
Functional groups
Glycosides
Physical Sciences
Science & Technology
NUCLEOPHILES
GLYCOSYLATION
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Summary:Herein, we describe a practical Borono–Catellani strategy for the efficient synthesis of C -aryl glycosides, with readily available arylboronic esters and glycosyl chlorides as the building blocks. It features mild reaction conditions, excellent diastereoselectivities, and good functional group tolerance. A diverse array of highly decorated C -(hetero)aryl glycosides are obtained in a convergent and redox-neutral manner.
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ISSN:1359-7345
1364-548X
1364-548X
DOI:10.1039/D4CC05665E