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Recent development in the synthesis of C-glycosides involving glycosyl radicals

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Abstract

C-Glycosylation involving glycosyl radical intermediates is a particularly effective approach to access C-glycosides, which are core units of a great number of natural products, bioactive compounds and marketed drugs. In this review, we summarize the progress of glycosyl radical-based C-glycoside synthesis between 1999–2020, focusing on the stereoselectivity and recently developed methodologies such as α-alkoxyacyl telluride-related, photo-mediated and transition-metal catalysed reactions. Metal-mediated reductive cross coupling is also covered due to its close relationship with the latter approaches. To introduce several strategies for achieving uncommon β-stereoselective C-glycosylation, we also briefly described organotin-based methods.

Graphical abstract: Recent development in the synthesis of C-glycosides involving glycosyl radicals

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Article information


Submitted
04 Apr 2020
Accepted
09 Jun 2020
First published
10 Jun 2020

Org. Biomol. Chem., 2020, Advance Article
Article type
Review Article

Recent development in the synthesis of C-glycosides involving glycosyl radicals

L. Xu, N. Fan and X. Hu, Org. Biomol. Chem., 2020, Advance Article , DOI: 10.1039/D0OB00711K

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