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Substrate scope in the direct imine acylation of ortho-substituted benzoic acid derivatives: the total synthesis (±)-cavidine

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Publication details

JournalTetrahedron
DateE-pub ahead of print - 1 May 2014
DatePublished (current) - 7 Oct 2014
Issue number40
Volume70
Number of pages9
Pages (from-to)7172-7180
Early online date1/05/14
Original languageEnglish

Abstract

The direct imine acylation (DIA) and subsequent cyclisation of a range of imines with ortho-substituted benzoic acid derivatives is described. Variation in the coupling reagents, imine and benzoic acid were all examined. The DIA procedure was also applied in the total synthesis of (±)-cavidine.

    Research areas

  • Cavidine, Evodiamine, Molecular diversity, N-Acyliminium ions, Nitrogen heterocycles

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