Abstract
The first syntheses of the alkaloids (-)-mehranine (3), (+)-voaphylline/conoflorine (4), (+)-N(a)-methylvoaphylline/hecubine (5), and (-)-lochnericine (2) were achieved by stereoselective epoxidation starting from (-)-tabersonine (1), through intermediates with the aspidospermane and quebrachamine skeleton.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Alkaloids / chemical synthesis
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Alkaloids / chemistry*
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Epoxy Compounds / chemistry*
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Indicators and Reagents
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Indole Alkaloids*
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Indoles / chemistry*
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Models, Molecular
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Molecular Conformation
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Oxidation-Reduction
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Quinolines*
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Stereoisomerism
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Vinca Alkaloids / chemical synthesis*
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Vinca Alkaloids / chemistry
Substances
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Alkaloids
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Epoxy Compounds
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Indicators and Reagents
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Indole Alkaloids
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Indoles
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Quinolines
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Vinca Alkaloids
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quebrachamine
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aspidospermine