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Issue 38, 2011
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Reducing the conformational flexibility of carbohydrates: locking the 6-hydroxylgroup by cyclopropanes

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Abstract

The 6-hydroxyl group of hexopyranosides was stereochemically locked by the spiroannelation of a cyclopropane unit at C-5. The corresponding glucose and mannose derivatives were prepared and their behaviour in glycosidation reactions was studied.

Graphical abstract: Reducing the conformational flexibility of carbohydrates: locking the 6-hydroxyl group by cyclopropanes

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Article information


Submitted
05 Jul 2011
Accepted
09 Aug 2011
First published
05 Sep 2011

Chem. Commun., 2011,47, 10782-10784
Article type
Communication

Reducing the conformational flexibility of carbohydrates: locking the 6-hydroxyl group by cyclopropanes

C. Brand, M. Granitzka, D. Stalke and D. B. Werz, Chem. Commun., 2011, 47, 10782
DOI: 10.1039/C1CC14025F

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