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Updated: Jan 8, 2026

Hierarchical and Programmable One-Pot Oligosaccharide Synthesis
Published on: September 6, 2019
Reactivity Tuning by Ring Size: A Glycosylation Protocol Using Thiophene-Scaffolded Glycosyl Donors
Jingyu Tian1, Yan Tan1, Liya Yang1
1State Key Laboratory of Discovery and Utilization of Functional Components in Traditional Chinese Medicine, Shanghai Frontiers Science Center of TCM Chemical Biology, Innovation Research Institute of Traditional Chinese Medicine, Shanghai University of Traditional Chinese Medicine, Shanghai 201203, China.
Abstract:
A thiophene-scaffolded alkyne-activating glycosyl donor has been developed, enabling fine reactivity control through ring-size modulation. The expanded spatial arrangement between the carbonyl and alkyne units confers distinct reactivity compared to the classical Yu's donor, facilitating efficient one-pot oligosaccharide assembly under single activation conditions. This reactivity differentiation also supports orthogonal, reactivity-based glycosylation strategies. The thiophene-based ATC donor is readily prepared, bench-stable, and broadly applicable, providing a practical and tunable platform for programmable glycosylation.
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