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The conformation of the eight-membered 3,2′-O-isopropylidene acetals from methyl β-cellobioside, benzyl β-lactoside, and methyl β-maltoside has been investigated using 1H and 13C n.m.r. spectroscopy and molecular-mechanics calculations. The interglycosidic eight-membered rings strongly restrict the conformational mobility around the glycosidic bond.
M. Bernabe, A. Fernandez-Mayoralas, J. Jimenez-Barbero, M. Martin-Lomas and A. Rivera, J. Chem. Soc., Perkin Trans. 2, 1989, 1867 DOI: 10.1039/P29890001867
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