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Condensation of a Chiral Tetrahydro-2-furanthione with Diazocarbonyl Compounds
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1987
Year
Tetrahydrofuran DerivativesHeterocyclicDiazocarbonyl CompoundsOrganic ChemistryFuranone 1ChemistryHeterocycle ChemistryNatural Product SynthesisAsymmetric CatalysisSynthetic ChemistryEnantioselective SynthesisGood Yields
Reaction of (R)-5-(benzyloxymethyl)tetrahydro-2-furanthione (2), prepared from the corresponding furanone 1, with the diazocarbonyl compounds 3a-c in the presence of rhodium(II) acetate afforded the 2-(acylmethylene)tetrahydrofuran derivatives 4a-c in good yields.