Recent advances in the direct O-arylation of carbohydrates

V Dimakos, MS Taylor - Organic & Biomolecular Chemistry, 2021 - pubs.rsc.org
Methods for the O-arylation of hydroxyl and hemiacetal groups in carbohydrates via C (sp2)–
O bond formation are discussed. Such methods provide an alternative disconnection to the …

Mechanistic Study of the Copper(II)-Mediated Site-Selective O-Arylation of Glycosides with Arylboronic Acids

S Jdanova, MS Taylor - The Journal of Organic Chemistry, 2023 - ACS Publications
Glycosides having multiple free OH groups have been shown to undergo site-selective O-
arylations in the presence of arylboronic acids and copper (II) acetate. Herein, a mechanistic …

Stereoselective Aromatic O-Glycosylation of Glycosyl Chloride with Arylboronic Acid under an Air Atmosphere

J Lai, S Wu, Z Zhou, H Liu, Y Tu… - The Journal of Organic …, 2023 - ACS Publications
A novel exclusive β-selective O-aryl glycosylation was developed using glycosyl chloride
and arylboronic acid with a palladium catalyst under an air atmosphere. The reaction was …

Anion‐Bridged Dual Hydrogen Bond Enabled Concerted Addition of Phenol to Glycal

Q Jiao, Z Guo, M Zheng, W Lin, Y Liao… - Advanced …, 2024 - Wiley Online Library
A noncovalent organocatalytic concerted addition of phenol to glycal is developed for the
stereoselective and regioselective construction of biologically important phenolic 2 …

Synthesis of aryl ethers of carbohydrates via reaction with arynes: selective O-arylation of trans-vicinal dihydroxyl groups in carbohydrates

I AhmadáZargar - Organic & Biomolecular Chemistry, 2020 - pubs.rsc.org
A new method for the O-arylation of carbohydrates under metal-free conditions using arynes
as an aryl source has been developed. This approach works well with mono, di and …

BF3 ⋅ CH3CN Promotes a Formation of Aryl α‐O‐Glycosides from Pyranoses: A Facile Approach to Oligosaccharide EPS‐G7

X Zhong, D Ying, Y Huang, L Zhang, H Wang… - …, 2023 - Wiley Online Library
Abstract A BF3⋅ CH3CN‐promoted synthesis of aryl α‐O‐glycosides from readily available
glycosyl donors was developed. This reaction could proceed well on a gram‐scale under …