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Regioselective Oxidation of Glycals with Hypervalent Iodine Reagents
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1993
Year
Hex-1-enopyran-3-uloses 3Direct Regioselective SynthesisEngineeringOrganic ChemistryHypervalent Iodine ReagentsCatalysisStereoselective SynthesisChemistryRedox ChemistryDeoxygenationNatural Product SynthesisAsymmetric CatalysisSynthetic ChemistryEnantioselective SynthesisBiomolecular EngineeringPer-o-benzylated Glycals 1
The direct regioselective synthesis of hex-1-enopyran-3-uloses 3, 6, 8, and 10 by oxidation of the corresponding per-O-acylated and per-O-benzylated glycals 1, 4, 5, 7, and 9 is described. The method involves the use of [hydroxy(tosyloxy)-iodo]benzene 2.