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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...

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Detalles Bibliográficos
Autores principales: Fan, Da-He, Wang, Hui, Mao, Xing-Xing, Shen, Yong-Miao
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2010
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.
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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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