A formal synthesis of (±)-physostigmine via 3,3-rearrangement of a bis-enamine

Paulo F. Santos, Natarajan Srinivasan, Paulo S. Almeida, Ana M. Lobo, Sundaresan Prabhakar

Research output: Contribution to journalArticlepeer-review

21 Citations (Scopus)

Abstract

A new flexible approach to hexahydropyrrolo[2,3-b]indole system via the [3,3]-sigmatropic rearrangement of 1-(2′-methoxycarbonyl-N- methylvinylamino)skatole, culminating in the synthesis of (±)- desoxyeseroline, is described.

Original languageEnglish
Pages (from-to)9147-9156
Number of pages10
JournalTetrahedron
Volume61
Issue number38
DOIs
Publication statusPublished - 19 Sep 2005

Keywords

  • Enamines
  • Eseroline
  • Physostigmine
  • Sigmatropic rearrangements

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