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Please use this identifier to cite or link to this item: http://hdl.handle.net/10261/37856
Title: Spacer-Mediated Synthesis of Bis-spiroketal Disaccharides: Nonsymmetrical Furanose-Pyranose Difructose Dianhydrides
Authors: Louis, Farida; García Moreno, María Isabel; Balbuena Olivia, Patricia; Ortiz-Mellet, Carmen; García-Fernández, José Manuel
Keywords: Acetals
Difructose dianhydrides
Spiro compounds
Issue Date: 25-Sep-2007
Publisher: Thieme
Citation: Synlett (17): 2738-2742 (2007)
Abstract: The stereochemical outcome of the dimerization reaction of D-fructose, leading to tricyclic bis-spiroketal systems, can be tuned by inserting a xylylene template between the reacting ­moieties. Spirocyclization becomes then an intramolecular process, the available conformational space depending on the nature of the tether. The methodology is here illustrated by the stereoselective synthesis of two nonsymmetrical di-D-fructose dianhydrides present in commercial caramel.
Description: 5 páginas, 2 figuras, 2 esquemas.
Publisher version (URL): http://dx.doi.org/10.1055/s-2007-991055
URI: http://hdl.handle.net/10261/37856
ISSN: 0936-5214
DOI: 10.1055/s-2007-991055
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