Total Synthesis of (-)-Isoschizogamine

Akihiro Takada, Hiroaki Fujiwara, Kenji Sugimoto, Hirofumi Ueda, Hidetoshi Tokuyama

Research output: Contribution to journalArticlepeer-review

13 Citations (Scopus)


The total synthesis of (-)-isoschizogamine was accomplished, featuring the construction of the quaternary carbon center by the modified Johnson-Claisen rearrangement in basic media and the facile assembly of the key tetracyclic quinolone intermediate through a cascade cyclization. The characteristic cyclic aminal was constructed by late-stage C-H functionalization at the position adjacent to the lactam nitrogen using a combination of CrO3 and nBu4NIO4 and subsequent Bi(OTf)3-mediated cyclization.

Original languageEnglish
Pages (from-to)16400-16403
Number of pages4
JournalChemistry - A European Journal
Issue number46
Publication statusPublished - 2015 Nov 1


  • C-H functionalization
  • alkaloids
  • aminal
  • cascade reaction
  • total synthesis

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry


Dive into the research topics of 'Total Synthesis of (-)-Isoschizogamine'. Together they form a unique fingerprint.

Cite this