Methodology for the Regiospecific Synthesis of Bis C-Aryl Glycosides. Models for Kidamycins

Synthesis of Non‐Classical Arylated C‐Saccharides through Nickel/Photoredox Dual Catalysis

“…1 Notably, “reverse aryl C -glycosides” 2 comprise a class of saccharides that have proven to be efficient antibiotics, 3 antitumor agents 4 or inhibitors for diabetes. 2d, 5 These glycosides have the particularity of bearing an aromatic moiety directly attached to the carbohydrate through a C-C bond, differentiating them from the usual O- glycosides, thus leading to better stability to both enzymatic and acidic hydrolysis, while preserving excellent biological efficacy.…”

Double End‐On Azido Copper(II) Dinuclear Complex with Oxazoline Ligand: Synthesis, Structure, Magnetic Properties and Theoretical Study

“…Previous approaches for installing the bis‐ C ‐glycosides can be classified in three categories: 1) In early‐stage approaches, simple mono‐ or bicyclic compounds are used to regioselectively connect two sugars. An inevitable issue, however, is that a linear strategy would be required for the construction of the tetracyclic core 5–7. 2) In late‐stage approaches, a pyranoanthracene tetracycle is used for bis‐C‐glycosylation; in this case, problems arise in terms of regioselectivity and/or yield 8.…”

Oxygenated Stereotriads with Definite Absolute Configuration by Lipase‐Mediated Kinetic Resolution: De Novo Synthesis of Imino Sugars and 6‐Deoxy‐C‐glycosides

“…[26] Most of the existing strategies that lead to simple C-aryl glycosides are based on the formation of the key C-C bond between the carbohydrate and the aromatic components. [27] A few have involved the construction of the sugar fragment from nonsaccharide precursors. [28] The chemical structure of the chiral synthons prepared in this work allowed the de novo preparation of C-glycosides according to this second approach by epoxidation of the double bond conjugated with the aromatic ring.…”