Enantioselective total synthesis and studies into the configurational stability of bismurrayaquinone A

Leah C. Konkol, Fenghai Guo, Amy A. Sarjeant, Regan J. Thomson*

*Corresponding author for this work

Research output: Contribution to journalArticle

42 Scopus citations

Abstract

Lost in rotation: The concise strategy of the first enantioselective total synthesis of bismurrayaquinone A utilized traceless stereochemical exchange to form an enantioenriched biphenyl core that was elaborated in a bidirectional manner to the natural product. Observed racemization on an unsuccessful initial route prompted studies into the configurational stability of bismurrayaquinone A and related biquinones.

Original languageEnglish (US)
Pages (from-to)9931-9934
Number of pages4
JournalAngewandte Chemie - International Edition
Volume50
Issue number42
DOIs
StatePublished - Oct 10 2011

Keywords

  • alkaloids
  • axial chirality
  • biquinones
  • natural products
  • total synthesis

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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