Abstract:
A simple and efficient procedure to form 2-tetrahydropyranyl acetals of phenols and alcohols is reported. Wells-Dawson heteropolyacid catalyst is used both in bulk form or supported on silica, reaction conditions include room temperature and toluene as solvent. Fast deprotection of THP-acetals can be attained by mere change of the solvent using THF-1% MeOH. In both reactions the supported catalyst is easily recoverable and reusable, and the yields are good to excellent. © 2002 Elsevier Science Ltd. All rights reserved.
Registro:
Documento: |
Artículo
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Título: | Efficient method for tetrahydropyranylation/depyranylation of phenols and alcohols using a solid acid catalyst with Wells-Dawson structure |
Autor: | Romanelli, G.P.; Baronetti, G.; Thomas, H.J.; Autino, J.C. |
Filiación: | Laboratorio De Estudio De Compuestos Orgánicos (LADECOR), Departamento De Química, Universidad Nacional De La Plata, Calles 47 y 115, (1900), La Plata, Argentina Centro De Investigación Y Desarrollo En Procesos Catalíticos (CINDECA), Departamento De Química, Universidad Nacional De La Plata-CONICET, Calle 47 No 257, (1900), La Plata, Argentina Departamento De Ingeniería Química, Facultad De Ciencias Exactas Y Naturales, Universidad De Buenos Aires, (1428), Buenos Aires, Argentina
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Palabras clave: | Alcohols; Heteropolyacids; Phenols; Protecting group; Tetrahydropyranyl; Wells-Dawson catalyst; acetal derivative; acid; alcohol derivative; phenol derivative; silicon dioxide; toluene; article; catalyst; chemical procedures; chemical reaction; chemical structure; depyranylation; methodology; room temperature; solid; tetrahydropyranylation |
Año: | 2002
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Volumen: | 43
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Número: | 42
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Página de inicio: | 7589
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Página de fin: | 7591
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DOI: |
http://dx.doi.org/10.1016/S0040-4039(02)01822-1 |
Título revista: | Tetrahedron Letters
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Título revista abreviado: | Tetrahedron Lett.
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ISSN: | 00404039
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CODEN: | TELEA
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00404039_v43_n42_p7589_Romanelli |
Referencias:
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- Oriyama, T., Watahiki, T., Kobayashi, Y., Hirano, H., Suzuki, T., (2001) Synth. Commun., 31, pp. 2305-2311
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Citas:
---------- APA ----------
Romanelli, G.P., Baronetti, G., Thomas, H.J. & Autino, J.C.
(2002)
. Efficient method for tetrahydropyranylation/depyranylation of phenols and alcohols using a solid acid catalyst with Wells-Dawson structure. Tetrahedron Letters, 43(42), 7589-7591.
http://dx.doi.org/10.1016/S0040-4039(02)01822-1---------- CHICAGO ----------
Romanelli, G.P., Baronetti, G., Thomas, H.J., Autino, J.C.
"Efficient method for tetrahydropyranylation/depyranylation of phenols and alcohols using a solid acid catalyst with Wells-Dawson structure"
. Tetrahedron Letters 43, no. 42
(2002) : 7589-7591.
http://dx.doi.org/10.1016/S0040-4039(02)01822-1---------- MLA ----------
Romanelli, G.P., Baronetti, G., Thomas, H.J., Autino, J.C.
"Efficient method for tetrahydropyranylation/depyranylation of phenols and alcohols using a solid acid catalyst with Wells-Dawson structure"
. Tetrahedron Letters, vol. 43, no. 42, 2002, pp. 7589-7591.
http://dx.doi.org/10.1016/S0040-4039(02)01822-1---------- VANCOUVER ----------
Romanelli, G.P., Baronetti, G., Thomas, H.J., Autino, J.C. Efficient method for tetrahydropyranylation/depyranylation of phenols and alcohols using a solid acid catalyst with Wells-Dawson structure. Tetrahedron Lett. 2002;43(42):7589-7591.
http://dx.doi.org/10.1016/S0040-4039(02)01822-1