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An Efficient and Chemoselective Procedure for Acylal Synthesis
A novel heterogeneous efficient procedure has been developed for the chemoselective synthesis of acylals (1,1-diacetates) under solvent-free conditions. A novel catalyst prepared by the sulfuric acid catalyzed copolymerization of p-toluenesulfonic acid and paraformaldehyde displays extremely high ac...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2010
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6257740/ https://www.ncbi.nlm.nih.gov/pubmed/20877239 http://dx.doi.org/10.3390/molecules15096493 |
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author | Fan, Da-He Wang, Hui Mao, Xing-Xing Shen, Yong-Miao |
author_facet | Fan, Da-He Wang, Hui Mao, Xing-Xing Shen, Yong-Miao |
author_sort | Fan, Da-He |
collection | PubMed |
description | A novel heterogeneous efficient procedure has been developed for the chemoselective synthesis of acylals (1,1-diacetates) under solvent-free conditions. A novel catalyst prepared by the sulfuric acid catalyzed copolymerization of p-toluenesulfonic acid and paraformaldehyde displays extremely high activities for the title reactions, affording average yields over 90% within several minutes. A comparative study showed that the novel catalyst has much higher activity than other catalysts used for this purpose. Besides, the novel catalyst displays chemoselectivity for the protection of aldehydes in the presence of ketones. In addition the high acidity (4.0 mmol/g), thermal stability (200 ºC) and easy reusability make the novel catalyst one of the best choices for the process. |
format | Online Article Text |
id | pubmed-6257740 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-62577402018-12-06 An Efficient and Chemoselective Procedure for Acylal Synthesis Fan, Da-He Wang, Hui Mao, Xing-Xing Shen, Yong-Miao Molecules Article A novel heterogeneous efficient procedure has been developed for the chemoselective synthesis of acylals (1,1-diacetates) under solvent-free conditions. A novel catalyst prepared by the sulfuric acid catalyzed copolymerization of p-toluenesulfonic acid and paraformaldehyde displays extremely high activities for the title reactions, affording average yields over 90% within several minutes. A comparative study showed that the novel catalyst has much higher activity than other catalysts used for this purpose. Besides, the novel catalyst displays chemoselectivity for the protection of aldehydes in the presence of ketones. In addition the high acidity (4.0 mmol/g), thermal stability (200 ºC) and easy reusability make the novel catalyst one of the best choices for the process. MDPI 2010-09-16 /pmc/articles/PMC6257740/ /pubmed/20877239 http://dx.doi.org/10.3390/molecules15096493 Text en © 2010 by the authors; http://creativecommons.org/licenses/by/3.0/ licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/). |
spellingShingle | Article Fan, Da-He Wang, Hui Mao, Xing-Xing Shen, Yong-Miao An Efficient and Chemoselective Procedure for Acylal Synthesis |
title | An Efficient and Chemoselective Procedure for Acylal Synthesis |
title_full | An Efficient and Chemoselective Procedure for Acylal Synthesis |
title_fullStr | An Efficient and Chemoselective Procedure for Acylal Synthesis |
title_full_unstemmed | An Efficient and Chemoselective Procedure for Acylal Synthesis |
title_short | An Efficient and Chemoselective Procedure for Acylal Synthesis |
title_sort | efficient and chemoselective procedure for acylal synthesis |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6257740/ https://www.ncbi.nlm.nih.gov/pubmed/20877239 http://dx.doi.org/10.3390/molecules15096493 |
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