Issue 58, 2019

Phosphotungstic acid as a novel acidic catalyst for carbohydrate protection and glycosylation

Abstract

This work demonstrates the utilization of phosphotungstic acid (PTA) as a novel acidic catalyst for carbohydrate reactions, such as per-O-acetylation, regioselective O-4,6 benzylidene acetal formation, regioselective O-4 ring-opening, and glycosylation. These reactions are basic and salient during the synthesis of carbohydrate-based bioactive oligomers. Phosphotungstic acid's high acidity and eco-friendly character make it a tempting alternative to corrosive homogeneous acids. The various homogenous acid catalysts were replaced by the phosphotungstic acid solely for different carbohydrate reactions. It can be widely used as a catalyst for organic reactions as it is thermally stable and easy to handle. In our work, the reactions are operated smoothly under ambient conditions; the temperature varies from 0 °C to room temperature. Good to excellent yields were obtained in all four kinds of reactions.

Graphical abstract: Phosphotungstic acid as a novel acidic catalyst for carbohydrate protection and glycosylation

Supplementary files

Article information

Article type
Paper
Submitted
08 Aug 2019
Accepted
11 Oct 2019
First published
21 Oct 2019
This article is Open Access
Creative Commons BY license

RSC Adv., 2019,9, 33853-33862

Phosphotungstic acid as a novel acidic catalyst for carbohydrate protection and glycosylation

J. Chen, A. Sankar, Y. Lin, P. Huang, C. Liao, S. Wu, H. Wu and S. Luo, RSC Adv., 2019, 9, 33853 DOI: 10.1039/C9RA06170C

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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