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Title

Spacer-Mediated Synthesis of Bis-spiroketal Disaccharides: Nonsymmetrical Furanose-Pyranose Difructose Dianhydrides

AuthorsLouis, Farida; García Moreno, María Isabel; Balbuena Olivia, Patricia ; Ortiz-Mellet, Carmen; García-Fernández, José Manuel
KeywordsAcetals
Difructose dianhydrides
Spiroacetals
Oligosaccharides
Spiro compounds
Issue Date25-Sep-2007
PublisherThieme
CitationSynlett (17): 2738-2742 (2007)
AbstractThe 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.
Description5 páginas, 2 figuras, 2 esquemas.
Publisher version (URL)http://dx.doi.org/10.1055/s-2007-991055
URIhttp://hdl.handle.net/10261/37856
DOI10.1055/s-2007-991055
ISSN0936-5214
Appears in Collections:(IIQ) Artículos
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