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

Maha I. Fatthalla | Zendy; Nicolás Grimblat | Zendy; Etienne Brachet | Zendy; Mouâd Alami | Zendy; Vincent Gandon | Zendy; Franck Le Bideau | Zendy; Samir Messaoudi | Zendy

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

Author(s) -

Maha I. Fatthalla,

Nicolás Grimblat,

Etienne Brachet,

Mouâd Alami,

Vincent Gandon,

Franck Le Bideau,

Samir Messaoudi

Publication year - 2021

Publication title -

chemical communications

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.837

H-Index - 333

eISSN - 1364-548X

pISSN - 1359-7345

DOI - 10.1039/d1cc03971g

Subject(s) - moiety , axial chirality , chemistry , catalysis , chirality (physics) , axial symmetry , combinatorial chemistry , stereochemistry , enantioselective synthesis , organic chemistry , chiral symmetry , physics , quantum mechanics , nambu–jona lasinio model , quark

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.

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