Synthesis of dibromophakellin, dibromophakellstatin, and dibromoagelaspongin via oxidative cyclization of dihydrooroidin derivatives

Ken S. Feldman, Matthew D. Fodor, Amanda P. Skoumbourdis

Research output: Contribution to journalReview articlepeer-review

24 Scopus citations

Abstract

A putative biosynthesis proposal for oroidin-derived marine alkaloids serves as a template for developing a biomimetic strategy for the syntheses of tetracyclic members of the phakellin family of sponge metabolites. Pummerer chemistry triggers the oxidative cyclization of the dihydrooroidin derivative, and dibromophakellin, dibromophakellstatin, and dibromoagelaspongin all can be accessed efficiently via this strategy.

Original languageEnglish (US)
Pages (from-to)3162-3173
Number of pages12
JournalSynthesis
Issue number18
DOIs
StatePublished - Jan 1 2009

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Organic Chemistry

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