By Derek Horton (Eds.)
Due to the fact its inception in 1945, this serial has supplied critical articles written via learn experts that combine business, analytical, and technological features of biochemistry, natural chemistry, and instrumentation method within the research of carbohydrates.Contributions from top gurus and specialists Informs and updates on all of the newest advancements within the box
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Extra info for Advances in Carbohydrate Chemistry and Biochemistry
Zeolite HM and TiO2–SiO2 gave good reaction yields but with a loss in stereoselectivity. The formation of 50a in a stereocontrolled manner was achieved by using zeolites HY and NaY, although the yield was only 19% when the latter promoter was used. Thus, SiO2 and HY zeolite were demonstrated to be the best catalysts, the advantage of the former being avoidance of possible side reactions attributable to its lower acidity. Silica gel successfully catalyzed the stereoselective synthesis of several glucoside terpenoids.
However, epoxide hydrolysis also occurred and the reducing sugar was transformed into the corresponding methyl glucoside by treatment with an excess of methanol (Scheme 11). A. P. RAUTER ET AL. 46 AcO AcO O ROH O 35-40 OR Montmorillonite K-10 AcO 43 CH2Cl2, 25 ЊC 44 Scheme 10. C-Glycosylation of aromatic alcohols with olivoses and olivosides in the presence of Montmorillonite K-10. ) SiO2, MS 3Å benzene, rt, 24 h 2) MeOH (excess) rt, 1 h OR RO RO OR O O HO 50a, 50b RO RO O HO OMe 51a, 51b Scheme 11.
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. Silica gel is a porous solid silicate that has also been used for heterogeneous catalysis of organic reactions in general.
Advances in Carbohydrate Chemistry and Biochemistry by Derek Horton (Eds.)