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Synthetic approaches to pallimamine and analogues using direct imine acylation

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JournalTetrahedron
DateAccepted/In press - 4 May 2016
DateE-pub ahead of print (current) - 13 May 2016
Number of pages8
Early online date13/05/16
Original languageEnglish

Abstract

The use of Direct Imine Acylation (DIA) methodology for the total synthesis of pallimamine is described, with three different synthetic routes examined. The construction of three advanced δ-lactam precursors, all utilising DIA, is described, along with attempts to progress these compounds further, using three distinct desymmetrisation strategies, two involving alcohol-aryl coupling, and a third involving an unusual diastereoselective lactonisation.

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© 2016 The Authors.

    Research areas

  • Berberine alkaloids, Imines, N-acyliminium ions, Nitrogen heterocycles, Pallimamine

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