The Preferred Conformations of Glycosylalditols
- 24 December 1981
- journal article
- research article
- Published by Wiley in European Journal of Organic Chemistry
- Vol. 1981 (12) , 2372-2383
- https://doi.org/10.1002/jlac.198119811221
Abstract
Crystal structure analysis shows 6‐O‐(α‐D‐glucopyranosyl)‐D‐glucitol (isomaltitol 1) to have a bent glucitol chain linked to glucose in normal 4C1‐chair form, the middle section forming a planar zigzag chain that extends into the pyranoid ring. Comparative assessment of the conformational features of 1, its D‐mannitol analogue 2, and of some (1 → 4)‐linked analogues allows — in combination with Jeffrey's alditol rules and the exo‐anomeric effect principles — to predict with significant confidence the preferred conformations of glycosylalditols in general.Keywords
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