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Green Synthesis of Acetals/Ketals: Efficient Solvent-Free Process for the Carbonyl/Hydroxyl Group Protection Catalyzed by SBA-15 Materials

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Abstract

Acetals/ketals derived from the aldehydes/ketones are easily prepared under solventless conditions. The process is heterogeneously catalysed using acid or basic mesoporous molecular sieves Al-SBA-15 and (Cs)Al-SBA-15. The catalytic procedure herein reported is applied to the preparation of the key intermediates for the synthesis of {3-[(2R,3R,4R,5R)-(2,3,4,5-tetrahydroxyhexane-1,6-diyl)]}di-1H-imidazole 2 with potential biomedical applications.

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Fig. 1
Scheme 1
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Scheme 2

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Acknowledgements

This work has been supported in part by: Spanish Ministerio de Educación y Ciencia (project MAT2007-66439-C02-01) and the Academy of Sciences of the Czech Republic (project 1QS400400560).

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Authors and Affiliations

  1. Departamento de Química Inorgánica y Química Técnica, Facultad de Ciencias, UNED, Paseo Senda del Rey 9, 28040, Madrid, Spain

    Elena Pérez-Mayoral, Rosa M. Martín-Aranda & Antonio J. López-Peinado

  2. Laboratorio de Síntesis Orgánica e Imagen Molecular por Resonancia Magnética, Facultad de Ciencias, UNED, Paseo Senda del Rey 9, 28040, Madrid, Spain

    Elena Pérez-Mayoral & Paloma Ballesteros

  3. J. Heyrovský Institute of Physical Chemistry, Academy of Sciences of the Czech Republic, v.v.i., Dolejškova 3, 182 23 Prague 8, Prague, Czech Republic

    Arnošt Zukal & Jiří Čejka

Authors
  1. Elena Pérez-Mayoral
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  2. Rosa M. Martín-Aranda
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  3. Antonio J. López-Peinado
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  4. Paloma Ballesteros
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  5. Arnošt Zukal
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  6. Jiří Čejka
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Correspondence to Elena Pérez-Mayoral or Jiří Čejka.

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Pérez-Mayoral, E., Martín-Aranda, R.M., López-Peinado, A.J. et al. Green Synthesis of Acetals/Ketals: Efficient Solvent-Free Process for the Carbonyl/Hydroxyl Group Protection Catalyzed by SBA-15 Materials. Top Catal 52, 148–152 (2009). https://doi.org/10.1007/s11244-008-9151-7

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