Applications of halogen-atom transfer (XAT) for the generation of carbon radicals in synthetic photochemistry and photocatalysis

F Juliá, T Constantin, D Leonori - Chemical Reviews, 2021 - ACS Publications
The halogen-atom transfer (XAT) is one of the most important and applied processes for the
generation of carbon radicals in synthetic chemistry. In this review, we summarize and …

Desulfonylation via radical process: recent developments in organic synthesis

XQ Chu, D Ge, YY Cui, ZL Shen, CJ Li - Chemical reviews, 2021 - ACS Publications
As the “chemical chameleon”, sulfonyl-containing compounds and their variants have been
merged with various types of reactions for the efficient construction of diverse molecular …

Nonenzymatic Stereoselective S-Glycosylation of Polypeptides and Proteins

LQ Wan, X Zhang, Y Zou, R Shi, JG Cao… - Journal of the …, 2021 - ACS Publications
Here we report a nonenzymatic glycosylation reaction that builds axial S-glycosidic bonds
under biorelevant conditions. This strategy is enabled by the design and use of allyl glycosyl …

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 …

Radical Brook rearrangements: concept and recent developments

Y Zhang, JJ Chen, HM Huang - Angewandte Chemie, 2022 - Wiley Online Library
The Brook rearrangement has already become established as one of the most important
molecular rearrangements in synthetic chemistry and has been applied in the generation of …

A Robust Copper-Catalyzed Cross-Coupling of Glycosyl Thiosulfonate and Boronic Acids Enables the Construction of Thioglycosides

Z Sun, W Yan, L Xie, W Liu, C Xu, FE Chen - Organic Letters, 2023 - ACS Publications
An efficient and stereoretentive copper-catalyzed cross-coupling of glycosyl thiosulfonate
and boronic acid for the construction of thioglycosides is described. The good functional …

[HTML][HTML] Facile access to C-glycosyl amino acids and peptides via Ni-catalyzed reductive hydroglycosylation of alkynes

YH Liu, YN Xia, T Gulzar, B Wei, H Li, D Zhu… - Nature …, 2021 - nature.com
C-Glycosyl peptides/proteins are metabolically stable mimics of the native
glycopeptides/proteins bearing O/N-glycosidic linkages, and are thus of great therapeutical …

[HTML][HTML] Dehydroxylative radical N-glycosylation of heterocycles with 1-hydroxycarbohydrates enabled by copper metallaphotoredox catalysis

DP Liu, XS Zhang, S Liu, XG Hu - Nature Communications, 2024 - nature.com
N-Glycosylated heterocycles play important roles in biological systems and drug
development. The synthesis of these compounds heavily relies on ionic N-glycosylation …

Regio-and stereoselective organocatalyzed relay glycosylations to synthesize 2-amino-2-deoxy-1, 3-dithioglycosides

Y Wan, M Zhou, L Wang, K Hu, D Liu, H Liu… - Organic …, 2023 - ACS Publications
Herein, we describe a novel methodology for the regio-and stereoselective convergent
synthesis of 2-amino-2-deoxy-dithioglycosides via one-pot relay glycosylation of 3-O-acetyl …

Base‐Promoted Glycosylation Allows Protecting Group‐Free and Stereoselective O‐Glycosylation of Carboxylic Acids**

H Zuo, C Zhang, Y Zhang, D Niu - … Chemie International Edition, 2023 - Wiley Online Library
Here we report a simple and general method to achieve fully unprotected, stereoselective
glycosylation of carboxylic acids, employing bench‐stable allyl glycosyl sulfones as donors …