Diversification of glycosyl compounds via glycosyl radicals

Y Jiang, Y Zhang, BC Lee, MJ Koh - Angewandte Chemie, 2023 - Wiley Online Library
Glycosyl radical functionalization is one of the central topics in synthetic carbohydrate
chemistry. Recent advances in metal‐catalyzed cross‐coupling chemistry and …

Recent advances in first-row transition metal-catalyzed reductive coupling reactions for π-bond functionalization and C-glycosylation

Y Wei, LQH Lin, BC Lee, MJ Koh - Accounts of Chemical …, 2023 - ACS Publications
Conspectus Efficient construction of ubiquitous carbon–carbon bonds between two
electrophiles has garnered interest in recent decades, particularly if it is mediated by …

Cross-Electrophile Coupling: Principles, Methods, and Applications in Synthesis

LE Ehehalt, OM Beleh, IC Priest, JM Mouat… - Chemical …, 2024 - ACS Publications
Cross-electrophile coupling (XEC), defined by us as the cross-coupling of two different σ-
electrophiles that is driven by catalyst reduction, has seen rapid progression in recent years …

Stereoselective and site-divergent synthesis of C-glycosides

S Xu, Y Ping, M Xu, G Wu, Y Ke, R Miao, X Qi… - Nature Chemistry, 2024 - nature.com
Carbohydrates play important roles in medicinal chemistry and biochemistry. However, their
synthesis relies on specially designed glycosyl donors, which are often unstable and require …

Stereoselective construction of multifunctional C-glycosides enabled by nickel-catalyzed tandem borylation/glycosylation

X Wu, S Li, L Chen, S Ma, B Ma, L Song… - Journal of the American …, 2024 - ACS Publications
Stereochemically pure saccharides have indispensable roles in fields ranging from
medicinal chemistry to materials science and organic synthesis. However, the development …

Generation and use of glycosyl radicals under acidic conditions: glycosyl sulfinates as precursors

S Xu, W Zhang, C Li, Y Li, H Zeng, Y Wang… - Angewandte …, 2023 - Wiley Online Library
We herein report a method that enables the generation of glycosyl radicals under highly
acidic conditions. Key to the success is the design and use of glycosyl sulfinates as radical …

Electrochemical Glycosylation via Halogen-Atom-Transfer for C-Glycoside Assembly

J Wu, R Purushothaman, F Kallert, SL Homölle… - ACS …, 2024 - ACS Publications
Glycosyl donor activation emerged as an enabling technology for anomeric
functionalization, but aimed primarily at O-glycosylation. In contrast, we herein disclose …

Chemical synthesis of oligosaccharides and their application in new drug research

Z Lv, H Liu, H Hao, FU Rahman, Y Zhang - European Journal of Medicinal …, 2023 - Elsevier
Oligosaccharides are the ubiquitous molecules of life. In order to translate human
bioglycosylation into clinical applications, homogeneous samples of oligosaccharides and …

C‐Glycoside Synthesis Enabled by Nickel Catalysis

W Shang, R Shi, D Niu - Chinese Journal of Chemistry, 2023 - Wiley Online Library
Comprehensive Summary C‐Glycosides are critical, naturally occurring products and
medicinal candidates, and extensive efforts have been made to explore efficient approaches …

Regiodivergent Functionalization of Protected and Unprotected Carbohydrates using Photoactive 4‐Tetrafluoropyridinylthio Fragment as an Adaptive Activating Group

S Cao, H Zhang, M Chen, N Zhu, B Zhan… - Angewandte …, 2024 - Wiley Online Library
The selective functionalization of carbohydrates holds a central position in synthetic
carbohydrate chemistry, driving the ongoing quest for ideal approaches to manipulate these …