Classical carbonyl reactivity enables a short synthesis of the core structure of acutumine

Robert J. Moreau, Erik J. Sorensen

Research output: Contribution to journalArticlepeer-review

30 Scopus citations

Abstract

The development of a direct synthesis of the complex core topology of the alkaloid acutumine from a simple keto proline derivative is described. An efficient sequence of three carbonyl-dependent reactions is at the heart of this design for synthesis.

Original languageEnglish (US)
Pages (from-to)6446-6453
Number of pages8
JournalTetrahedron
Volume63
Issue number28
DOIs
StatePublished - Jul 9 2007

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Keywords

  • Acutumine
  • Chlorine-containing alkaloids
  • Dieckmann condensation
  • Michael reaction
  • The carbonyl group
  • β-Elimination

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