2002
DOI: 10.5012/bkcs.2002.23.11.1548
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(-)-β-Narcotine: A Facile Synthesis and the Degradation with Ethyl Choroformate

Abstract: (-)-β-Narcotine (6), a phthalideisoquinoline alkaloid, was synthesized conveniently by the direct condensation of cotarnine (1) and iodomeconine (2) prepared by aromatic iodination using thallium trifluoroacetate/KI and by the successive reduction of resulting iodo-β-narcotine (5) with aluminum amalgam. Its structure including a stereochemistry was confirmed by instrumental analyses. This synthetic alkaloid was degraded with ethyl chloroformate at room temperature to afford the chloro-carbamate 6b as a crystal… Show more

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Cited by 12 publications
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