Biomimetic synthesis of antimalarial naphthoquinones

Jeremiah P. Malerich, Thomas J. Maimone, Gregory I. Elliott, Dirk Trauner

Research output: Contribution to journalArticlepeer-review

Abstract

The total synthesis of naphthoquinone natural products isolated from the Bignoniaceae plant family is described. Pinnatal, isopinnatal, sterekunthals A and B, pyranokunthones A and B, and anthrakunthone have been prepared along the lines of a biosynthetic proposal involving pericyclic reactions as key steps. The first case of catalysis in oxa 6π electrocyclizations is reported.

Original languageEnglish (US)
Pages (from-to)6276-6283
Number of pages8
JournalJournal of the American Chemical Society
Volume127
Issue number17
DOIs
StatePublished - May 4 2005

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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