Phosphotungstic acid as a novel acidic catalyst for carbohydrate protection and glycosylation. Issue 58 (21st October 2019)

• Record Type: Journal Article
• Authors: Chen, Jyun-Siao; Sankar, Arumugam; Lin, Yi-Jyun; Huang, Po-Hsun; Liao, Chih-Hsiang; Wu, Shen-Shen; Wu, Hsin-Ru; Luo, Shun-Yuan
• Is Part Of: RSC advances. Volume 9:Issue 58(2019)
• Page Start: 33853
• Page End: 33862
• Publication Date: 2019-10-21
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c9ra06170c
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : This work demonstrates the utilization of PTA as an acidic catalyst in primary reactions of carbohydrate. PTA can be widely used as a catalyst for carbohydrate chemistry. The reactions are executed at 0 °C or room temperature in good yields. 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.