Total Synthesis of the Antitumor Antibiotic Streptonigrin

Steven M. Weinreb, Fatima Z. Basha, Satoshi Hibino, Nazir A. Khatri, Deukjoon Kim, Walter E. Pye, Tai Teh Wu

Research output: Contribution to journalArticlepeer-review

77 Scopus citations

Abstract

Full details of the previously reported total synthesis of streptonigrin (1) are presented. The successful synthetic strategy outlined in Scheme I involves use of an imino Diels-Alder cycloaddition for construction of the pyridine C ring of 1 and a modified Friedlander synthesis for annulation of the AB quinoline quinone ring system.

Original languageEnglish (US)
Pages (from-to)536-544
Number of pages9
JournalJournal of the American Chemical Society
Volume104
Issue number2
DOIs
StatePublished - Jan 1 1982

All Science Journal Classification (ASJC) codes

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

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