Total synthesis of makaluvamine A/D, damirone B, batzelline C, makaluvone, and isobatzelline C featuring one-pot benzyne-mediated cyclization- functionalization

Takashi Oshiyama, Takahito Satoh, Kentaro Okano, Hidetoshi Tokuyama

Research output: Contribution to journalArticlepeer-review

16 Citations (Scopus)

Abstract

Total synthesis of pyrroloquinoline alkaloids, such as makaluvamine A/D, damirone B, batzelline C, makaluvone, and isobatzelline C, was achieved featuring a one-pot benzyne-mediated cyclization-functionalization reaction. The synthetic utility was demonstrated by the construction of the common pyrrolo[4,3,2-de]quinoline skeleton.

Original languageEnglish
Pages (from-to)9376-9383
Number of pages8
JournalTetrahedron
Volume68
Issue number46
DOIs
Publication statusPublished - 2012 Nov 18

Keywords

  • Alkaloid
  • Benzyne
  • Cyclization
  • One-pot reaction
  • Pyrroloquinoline

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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