4.7 Article

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

期刊

CHEMICAL COMMUNICATIONS
卷 47, 期 38, 页码 10782-10784

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ROYAL SOC CHEMISTRY
DOI: 10.1039/c1cc14025f

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  1. Deutsche Forschungsgemeinschaft
  2. Fonds der Chemischen Industrie
  3. DNRF

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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.

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