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A radical approach to araliopsine and related quinoline alkaloids using manganese(III) acetate

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JournalTetrahedron Letters
DatePublished - 30 Sep 2000
Issue number40
Volume41
Number of pages5
Pages (from-to)7751-7755
Original languageEnglish

Abstract

Reaction of 4-hydroxy-1-methyl-2(1H)-quinolone 3 with electron-rich alkenes and manganese(III) acetate produces tricyclic quinoline alkaloids, including araliopsine 1, in one-pot reactions. This combined intermolecular addition-cyclisation reaction produces angular and/or linear tricycles and the regioselectivity of the cyclisation is shown to depend on whether alkyl or aryl substituents are attached to the alkene. (C) 2000 Elsevier Science Ltd. All rights reserved.

    Research areas

  • alkaloids, manganese and compounds, quinolines, radicals and radical reactions, 1,3-DICARBONYL COMPOUNDS, CYCLIZATIONS

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