By Derek Horton (Eds.)
Considering its inception in 1945, this serial has supplied critical articles written through study experts that combine business, analytical, and technological facets of biochemistry, natural chemistry, and instrumentation method within the research of carbohydrates.Contributions from top experts and specialists Informs and updates on all of the most modern advancements within the box
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Additional resources for Advances in Carbohydrate Chemistry and Biochemistry
RAUTER ET AL. 36 OH H-zeolite O HO HO OH OH HO HO OH O OH O OBu + HO HO BuOH OH 1 OH 2 H-beta ROH OBu 3 ROH H-beta R = (CH2)7CH3 HO HO O OH OR + O HO HO OH 4 R = (CH2)9CH3 OH OH OR 5 Scheme 1. Acid-zeolite catalyzed formation of alkyl glucosides by Fischer glucosylation and by transacetalation of butyl glucosides. isomerization of the intermediate furanosides. 35,36 Zeolites having different Si/Al ratios were used to discover the optimal value, a balance between the number of acid sites and their strength.
10 In both transformations, the p-isomers are obtained in nearly quantitative yield. ZEOLITES AND OTHER SILICON-BASED PROMOTERS 33 Zeolites have also been described as efficient catalysts for acylation,11 for the preparation of acetals,12 and proved to be useful for acetal hydrolysis13 or intramolecular lactonization of hydroxyalkanoic acids,14 to name a few examples of their application. A number of isomerizations and skeletal rearrangements promoted by these porous materials have also been reported.
Many essential transformations of carbohydrates regularly employ toxic and corrosive reagents, such as Lewis acids and strong mineral acids. Hence, the use of zeolites and related porous solids as catalysts in such reactions affords a practical and environmentally compatible alternative to the standard protocols. In this chapter, we demonstrate the potential of such agents as catalysts/promoters in key steps for the derivatization of sugars. The most significant catalytic approaches in carbohydrate chemistry that use aluminosilicate porous materials, namely zeolites and montmorillonite clays, are reviewed and discussed.