Synthesis of aurachins B and H.
Kazuki TakahashiShigefumi KuwaharaMasaru EnomotoPublished in: Bioscience, biotechnology, and biochemistry (2017)
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-nitrotoluene 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.