Total synthesis of (±)-cyclooroidin

Gianluca Papeo, M. A G Z Frau, Daniela Borghi, Mario Varasi

Research output: Contribution to journalArticlepeer-review

Abstract

The first total synthesis of (±)-cyclooroidin, a member of the pyrrole-imidazole alkaloid family recently isolated from the sponge Agelas oroides in optically pure form, is described. The synthesis was achieved in nine linear steps, with an overall yield of 10%. Key step was a Wolff bromoketone synthesis performed on the intermediate longamide B.

Original languageEnglish
Pages (from-to)8635-8638
Number of pages4
JournalTetrahedron Letters
Volume46
Issue number50
DOIs
Publication statusPublished - Dec 12 2005

Keywords

  • Cyclooroidin
  • Pyrrole-imidazole alkaloids
  • Wolff bromoketone synthesis

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

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