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A protecting group–free approach for synthesizing <i>C</i>-glycosides through glycosyl dithiocarbamates

Gefei Li, Masato Noguchi, Genki Arisaka, Yuuki Tanaka, Shin‐ichiro Shoda

2021Organic & Biomolecular Chemistry25 citationsDOI

Abstract

The first protection/deprotection-free process for radical C-glycosylation has been achieved through one-step preparable glycosyl dithiocarbamates (GDTCs). The Giese-type reaction and radical allylation of unprotected GDTCs were successfully performed to obtain the corresponding α-C-glycosides stereoselectively under mild reaction conditions.

Topics & Concepts

GlycosylGlycosylationGlycosideProtecting groupChemistryGroup (periodic table)Combinatorial chemistryStereochemistryOrganic chemistryBiochemistryAlkylSulfur-Based Synthesis TechniquesCarbohydrate Chemistry and SynthesisChemical Synthesis and Reactions
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