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Phosphotungstic acid as a novel acidic catalyst for carbohydrate protection and glycosylation
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 t...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9073715/ https://www.ncbi.nlm.nih.gov/pubmed/35528919 http://dx.doi.org/10.1039/c9ra06170c |
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author | Chen, Jyun-Siao Sankar, Arumugam Lin, Yi-Jyun Huang, Po-Hsun Liao, Chih-Hsiang Wu, Shen-Shen Wu, Hsin-Ru Luo, Shun-Yuan |
author_facet | Chen, Jyun-Siao Sankar, Arumugam Lin, Yi-Jyun Huang, Po-Hsun Liao, Chih-Hsiang Wu, Shen-Shen Wu, Hsin-Ru Luo, Shun-Yuan |
author_sort | Chen, Jyun-Siao |
collection | PubMed |
description | 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. |
format | Online Article Text |
id | pubmed-9073715 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-90737152022-05-06 Phosphotungstic acid as a novel acidic catalyst for carbohydrate protection and glycosylation Chen, Jyun-Siao Sankar, Arumugam Lin, Yi-Jyun Huang, Po-Hsun Liao, Chih-Hsiang Wu, Shen-Shen Wu, Hsin-Ru Luo, Shun-Yuan RSC Adv Chemistry 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. The Royal Society of Chemistry 2019-10-21 /pmc/articles/PMC9073715/ /pubmed/35528919 http://dx.doi.org/10.1039/c9ra06170c Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/ |
spellingShingle | Chemistry Chen, Jyun-Siao Sankar, Arumugam Lin, Yi-Jyun Huang, Po-Hsun Liao, Chih-Hsiang Wu, Shen-Shen Wu, Hsin-Ru Luo, Shun-Yuan Phosphotungstic acid as a novel acidic catalyst for carbohydrate protection and glycosylation |
title | Phosphotungstic acid as a novel acidic catalyst for carbohydrate protection and glycosylation |
title_full | Phosphotungstic acid as a novel acidic catalyst for carbohydrate protection and glycosylation |
title_fullStr | Phosphotungstic acid as a novel acidic catalyst for carbohydrate protection and glycosylation |
title_full_unstemmed | Phosphotungstic acid as a novel acidic catalyst for carbohydrate protection and glycosylation |
title_short | Phosphotungstic acid as a novel acidic catalyst for carbohydrate protection and glycosylation |
title_sort | phosphotungstic acid as a novel acidic catalyst for carbohydrate protection and glycosylation |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9073715/ https://www.ncbi.nlm.nih.gov/pubmed/35528919 http://dx.doi.org/10.1039/c9ra06170c |
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