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Synthesis of some cyclic acetals of methyl-α-D-glucopyranoside as model compounds of lignin--saccharide complex

D. Joniak and B. Košíková

Institute of Chemistry, Slovak Academy of Sciences, 809 33 Bratislava

 

Abstract:  Cyclic acetals have been prepared from methyl α-D-glucopyranoside and anisaldehyde, vanillin, veratrylaldehyde and syringaldehyde by zinc chloride-catalyzed condensation. The stability of the 4,6-O-acetal structure towards the action of 30% acetic acid has been investigated. It has been found that the differences in the acid instability of the extremely acid-labile compounds can be accounted for by the polar effects of the substituents on the aromatic ring.

Full paper in Portable Document Format: 281a110.pdf

 

Chemical Papers 28 (1) 110–114 (1974)

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