Abstract
A facile formal synthesis to aphanorphine and its analogue is described, featuring Rh-catalyzed cyclohydrocarbonylation of 2-aminodihydronaphthalene to the bridged benzazepine core. Subsequent introduction of the methyl group and functional group transformation complete the synthesis of aphanorphine and its analogue over eight steps.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Benzazepines / chemistry*
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Bridged-Ring Compounds / chemical synthesis*
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Bridged-Ring Compounds / chemistry
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Catalysis
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Molecular Structure
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Naphthalenes / chemistry*
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Organometallic Compounds / chemistry*
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Pyrroles / chemical synthesis*
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Pyrroles / chemistry
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Rhodium / chemistry*
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Stereoisomerism
Substances
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Benzazepines
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Bridged-Ring Compounds
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Naphthalenes
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Organometallic Compounds
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Pyrroles
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aphanorphine
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naphthalene
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Rhodium