title: Reducing the conformational flexibility of carbohydrates: locking the 6-hydroxyl group by cyclopropanes.
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.
authors: Institut für Organische und Biomolekulare Chemie der Georg-August-Universität Göttingen, Tammannstr. 2, D-377077 Göttingen, Germany.
authors: Christian
authors: C
authors: Brand
authors: Markus
authors: M
authors: Granitzka
authors: Dietmar
authors: D
authors: Stalke
authors: Daniel B
authors: DB
authors: Werz
mesh_terms: D002241:Carbohydrates / Q000737:chemistry*; D018360:Crystallography, X-Ray; D003521:Cyclopropanes / Q000737:chemistry*; D005947:Glucose / Q000737:chemistry; D006878:Hydroxides / Q000737:chemistry; D008358:Mannose / Q000737:chemistry; D008968:Molecular Conformation; D010084:Oxidation-Reduction
chemical_list: D002241:Carbohydrates; D003521:Cyclopropanes; D006878:Hydroxides; C031356:hydroxide ion; D005947:Glucose; D008358:Mannose