Phosphonium Salt Catalyzed O ‐Glycosylation of Glycosyl Trichloroacetimidates

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Authors: Wei Zhang, Peng‐Yu Wang, Rui-Heng Jiang, J C Zhang, C H Liu, Xin‐Shan Ye, De‐Cai Xiong
Cited by: 1
References: 70

Abstract

Comprehensive Summary A novel phosphonium salt catalyst has been developed for the efficient and stereoselective glycosylation of glycosyl trichloroacetimidates. Using perbenzoylated or perbenzylated donors, the method enables the synthesis of glycosides or oligosaccharides in good to excellent yields with high β‐selectivity, demonstrating broad substrate compatibility. The catalyst exhibits exceptional catalytic activity, enabling the glycosylations of low‐reactivity substrates with equivalent yields even at –78 °C. The protocol has been successfully applied to the iterative synthesis of a hexasaccharide, highlighting its utility in oligosaccharide assembly. This work establishes a practical, efficient, and robust organocatalytic platform for carbohydrate synthesis.

Fields of Study & Subjects

Carbohydrate Chemistry and Synthesis Glycosylation and Glycoproteins Research Catalysis for Biomass Conversion

Publication details

Journal / source
Chinese Journal of Chemistry
Publisher
Wiley
Volume
44
Issue
16
Pages
2669–2674
Publication date
2 June 2026
Language
EN