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An Unexpectedly Facile Cyclization of Polyhydric Alcohols
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2009
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Asymmetric CatalysisNovel OrganocatalystsEnantioselective SynthesisEngineeringTetrahydroxyoxepane DerivativeHeterocyclicPolyhydric AlcoholsOrganic ChemistryCatalysisStereoselective SynthesisChemistryAcid CatalystBiomolecular EngineeringUnexpectedly Facile CyclizationPolymer ReactionSynthetic ChemistryPolymer ChemistryPolymer Synthesis
Contrary to previous reports in the literature, the reaction of polyhydric alcohols such as sorbitol or mannitol gives good yields of the tetrahydroxyoxepane derivative in the presence of an acid catalyst, in refluxing toluene, with complete retention of stereochemistry.