Synthesis of aurachins B and H

Research output: Contribution to journalArticlepeer-review

Abstract

The synthesis of aurachin B, an antibiotic that features a C3-oxygen-substituted quinoline N-oxide nucleus bearing a farnesyl side chain at C4, was accomplished in 60% overall yield from o-nitro-toluene by a concise five-step sequence. An enantioselective synthesis of aurachin H was also achieved for the first time in only two steps from an optically active epoxy iodide.

Original languageEnglish
Pages (from-to)1466-1469
Number of pages4
JournalBioscience, Biotechnology and Biochemistry
Volume81
Issue number8
DOIs
Publication statusPublished - 2017

Keywords

  • Aurachin B
  • Aurachin H
  • Quinoline N-oxide
  • Quinoline antibiotics
  • Reductive cyclization

ASJC Scopus subject areas

  • Biotechnology
  • Analytical Chemistry
  • Biochemistry
  • Applied Microbiology and Biotechnology
  • Molecular Biology
  • Organic Chemistry

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