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Spacer-mediated synthesis of bis-spiroketal disaccharides: Nonsymmetrical furanose-pyranose difructose dianhydrides

 

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Opened Access Spacer-mediated synthesis of bis-spiroketal disaccharides: Nonsymmetrical furanose-pyranose difructose dianhydrides
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Author: Louis, Farida F.
García Moreno, Maria Isabel
Balbuena Oliva, Patricia
Ortiz Mellet, Carmen
García Fernández, José Manuel
Department: Universidad de Sevilla. Departamento de Química orgánica
Date: 2007
Published in: Synlett, 17, 2738-2742.
Document type: Article
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
Cite: Louis, F.F., García Moreno, M.I., Balbuena Oliva, P., Ortiz Mellet, C. y García Fernández, J.M. (2007). Spacer-mediated synthesis of bis-spiroketal disaccharides: Nonsymmetrical furanose-pyranose difructose dianhydrides. Synlett, 17, 2738-2742.
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URI: https://hdl.handle.net/11441/70295

DOI: 10.1055/s-2007-991055

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