Concise synthesis of (±)-horsfiline and (±)-coerulescine by tandem cyclisation of iodoaryl alkenyl azides

D.E. Lizos, J.A. Murphy

Research output: Contribution to journalArticle

73 Citations (Scopus)

Abstract

A brief, efficient and economical synthesis of the spiropyrrolidinyloxindoles, horsfiline and coerulescine, has been achieved, starting from itaconic acid and, respectively, p-anisidine or o-iodoaniline. Tandem radical cyclisation of iodoaryl alkenyl azides is the key step in both syntheses.
Original languageEnglish
Pages (from-to)117-122
Number of pages5
JournalOrganic and Biomolecular Chemistry
Volume1
Issue number1
DOIs
Publication statusPublished - 7 Jan 2003

Keywords

  • formal total synthesis
  • oxindole alkaloids
  • spirotryprostain-B
  • radical cyclization
  • asymmetric nitroolefination
  • horsfiline

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