Issue 80, 2021

Synthesis of axially chiral biaryl thioglycosides through thiosugar-directed Pd-catalyzed asymmetric C–H activation

Abstract

Herein we report for the first time that the thiosugar moiety can be used both as a directing group enabling the regioselective activation of a C–H bond of biaryl scaffolds and as a chiral source inducing axial chirality. Our approach enables the easy generation of complex thioglycoside atropoisomers, thus paving the way to new products of potential biological interest.

Graphical abstract: Synthesis of axially chiral biaryl thioglycosides through thiosugar-directed Pd-catalyzed asymmetric C–H activation

Supplementary files

Article information

Article type
Communication
Submitted
22 júl 2021
Accepted
13 sep 2021
First published
13 sep 2021

Chem. Commun., 2021,57, 10355-10358

Synthesis of axially chiral biaryl thioglycosides through thiosugar-directed Pd-catalyzed asymmetric C–H activation

M. Fatthalla, N. Grimblat, E. Brachet, M. Alami, V. Gandon, F. Le Bideau and S. Messaoudi, Chem. Commun., 2021, 57, 10355 DOI: 10.1039/D1CC03971G

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