Recent advances in transition-metal-catalyzed glycosyl cross-coupling reactions

A Chen, B Yang, Z Zhou, F Zhu - Chem Catalysis, 2022 - cell.com
As one of the effective strategies for carbohydrate synthesis, chemical synthesis can
precisely control the structure of sugar chains, thus establishing the structure-activity …

Stereoselective Synthesis of Glycosides via Tsuji–Trost Type Glycosylation Using 3,4‐Carbonate Galactals

YL Kim, JH Kim - The Chemical Record, 2024 - Wiley Online Library
Pd‐catalyzed stereoselective glycosylations using unsaturated sugar derivatives, glycals,
have been successfully achieved in recent years. This review focuses on approaches to …

Palladium-Catalyzed Regio- and Stereoselective Glycosylation of Azole Heterocycles Enables Access to Diverse Heterocyclic N-Glycosides

Y Xiong, Y Dai - Organic Letters, 2024 - ACS Publications
An efficient and practical glycosylation platform for synthesizing N-glycosides by leveraging
palladium catalysis is disclosed. This approach enables facile access to diverse heterocyclic …

Rhodium-Catalyzed Denitrogenative Transannulation of N-Sulfonyl-1,2,3-triazoles with Glycals Giving Pyrroline-Fused N-Glycosides

J Bi, Q Tan, H Wu, Q Liu, G Zhang - Organic Letters, 2021 - ACS Publications
Described here is a selective synthesis of 2, 3-dihydropyrrole-fused N-glycosides through
rhodium-catalyzed denitrogenative transannulation of N-sulfonyl-1, 2, 3-triazoles with …

A Radical Activation Strategy for Versatile and Stereoselective N‐Glycosylation

W Ding, X Chen, Z Sun, J Luo, S Wang… - Angewandte Chemie …, 2024 - Wiley Online Library
Previous N‐glycosylation approaches have predominately involved acidic conditions, facing
challenges of low stereoselectivity and limited scope. Herein, we introduce a radical …

Organocatalytic atroposelective synthesis of naphthoquinone thioglycosides from aryl-naphthoquinones and thiosugars

Y Wu, WJ Zhou, L Yao, Y Niu, H Zhao… - Chemical …, 2023 - pubs.rsc.org
In this study, we report an organocatalytic formal coupling strategy for aryl-naphthoquinones
with thiosugars that provides straightforward access to the axially chiral naphthoquinone …

One‐Pot Stereoselective Synthesis of 2,3,4‐Unprotected β‐N‐Glycopyranosides from Glycals and Amines

J Gao, Y Li, N Wang, Z Li, N Huang… - Advanced Synthesis & …, 2023 - Wiley Online Library
A one‐pot synthesis of 2, 3, 4‐unprotected β‐N‐glycopyranosides from glycals and amines
with exclusive β‐stereoselectivity under room temperature conditions is reported. This …

Palladium catalyzed decarboxylative β-C-glycosylation of glycals with oxazol-5-(4 H)-ones as acceptors

WY Ding, HH Liu, JK Cheng, H Yao… - Organic Chemistry …, 2022 - pubs.rsc.org
Despite the increased importance of C-glycosides in biochemistry, the strategy for creating
the C-glycosidic bond stereoselectively has received less attention than that for its O-and N …

Amino-Acid-Derived Amides as Stereodirecting Leaving Groups for Ferrier Rearrangement via Pd (0)-Catalyzed Tsuji–Trost Reactions

P Das, R Thakur - Organic Letters, 2023 - ACS Publications
Ferrier rearrangement on glycals is an efficient tool to form 2, 3-dideoxy glycosides that
provide access to various sugar derivatives through olefin functionalization. The classical …

Stereospecific Palladium-Catalyzed Direct Glycosylation of Oximes: Access to N–O-Linked Glycosides

Y Wang, Y Cheng, L Zhong, S Lei, Y He, Y Dai - Organic Letters, 2023 - ACS Publications
A highly efficient, palladium-catalyzed glycosylation between 3, 4-O-carbonate glycals and
acid-labile oximes is disclosed. This approach features broad substrate scope, high …