A facile and highly stereoselective approach to a polycyclic isoindolinone ring system via an N-acyliminium ion cyclization reaction

S M Allin, C J Northfield, M I Page, A M Z Slawin

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78 Citations (Scopus)

Abstract

A highly diastereoselective synthesis of chiral ring-fused isoindolinone products, the skeleton of which is common to many naturally occurring and biologically active compounds, is achieved in only two synthetic steps from readily available precursors via an N-acyliminium ion cyclization reaction of an isoindolinone substrate. (C) 1998 Elsevier Science Ltd. All rights reserved.

Original languageEnglish
Pages (from-to)4905-4908
Number of pages4
JournalTetrahedron Letters
Volume39
Issue number27
Publication statusPublished - 2 Jul 1998

Keywords

  • ENANTIOSELECTIVE TOTAL SYNTHESES
  • ALKALOIDS
  • ISOINDOLOBENZAZEPINE
  • (+/-)-NUEVAMINE
  • DERIVATIVES

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