An efficient oxidative dearomatization-radical cyclization approach to symmetrically substituted bicyclic guttiferone natural products

Nicholas A. McGrath, Joshua R. Binner, Georgios Markopoulos, Matthew Brichacek, Jon T. Njardarson

Research output: Contribution to journalArticle

25 Scopus citations

Abstract

Detailed in this communication is an efficient synthetic approach towards the guttiferone family of natural products. Oxidatively unraveling a para-quinone monoketal followed by consecutive 5-exo radical cyclizations provides the bicyclic core. An additional strength of this approach is a late stage asymmetric desymmetrization of an advanced symmetric intermediate.

Original languageEnglish (US)
Pages (from-to)209-211
Number of pages3
JournalChemical Communications
Volume47
Issue number1
DOIs
StatePublished - Jan 7 2011
Externally publishedYes

ASJC Scopus subject areas

  • Catalysis
  • Electronic, Optical and Magnetic Materials
  • Ceramics and Composites
  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Materials Chemistry

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