Synthesis of alkyl fructosides using solid acid catalysts. Part I: Silica-alumina cracking catalysts

Article abstract of DOI:10.1080/07328309608005657

Silica-alumina cracking catalysts and acid clays efficiently catalyze the 2-O-alkylation of D-fructose with long chain alcohols. Under the conditions applied virtually no degradation of fructose is observed. L-Sorbose and the aldopentoses also undergo silica-alumina-catalyzed alkylation. The rate of conversion is related to the solubility of the monosaccharide and the stability of the intermediate oxocarbenium ion. Best results in fructose alkylation are obtained by applying a recirculation method with butyl fructoside as soluble intermediate.

Full text of DOI:10.1080/07328309608005657

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Synthesis of Alkyl Fructosides Using Solid
Acid Catalysts. Part I: Silica-Alumina
Cracking Catalysts
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A. T.J.W. de Goede , M. P.J. van Deurzen , I. G. van der Leij
,
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A. M. van der Heijden , J. M.A. Baas , F. van Rantwijk & H. van
a
Bekkum
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Laboratory of Organic Chemistry and Catalysis, Delft University of
Technology, Julianalaan 136, 2628, BL, Delft, The Netherlands
Version of record first published: 22 Aug 2006.
To cite this article: A. T.J.W. de Goede, M. P.J. van Deurzen, I. G. van der Leij, A. M. van der
Heijden, J. M.A. Baas, F. van Rantwijk & H. van Bekkum (1996): Synthesis of Alkyl Fructosides Using
Solid Acid Catalysts. Part I: Silica-Alumina Cracking Catalysts, Journal of Carbohydrate Chemistry,
15:3, 331-349
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