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Asymmetric Total Synthesis of (-)-Galanthamine via Intramolecular Heck Reaction of Conjugated Diene
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2013
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Active Epoxy AlkenolEngineeringOrganic ChemistryIntramolecular Heck ReactionChemistryAsymmetric Total SynthesisStereoselective SynthesisDerivativesDiversity-oriented SynthesisCyclohexene-1,3-diol UnitPharmacologyAsymmetric CatalysisNatural Product SynthesisEnantioselective SynthesisBiomolecular EngineeringDiene SystemNatural SciencesSynthetic ChemistryConjugated Diene
Asymmetric total synthesis of (–)-galanthamine was accomplished starting from an epoxide. Intramolecular Heck reaction of a conjugated diene system was employed to construct the key quaternary carbon center. The cyclohexene-1,3-diol unit of (–)-galanthamine is derived from an optically active epoxy alkenol.