Convergent Synthesis of the WXYZA′B′C′D′E′F′ Ring Segment of Maitotoxin

Keitaro Umeno, Hisaaki Onoue, Keiichi Konoki, Kohei Torikai, Yoko Yasuno, Masayuki Satake, Tohru Oishi

Research output: Contribution to journalArticlepeer-review

1 Citation (Scopus)


Synthesis of the WXYZA′B′C′D′E′F′ ring segment of maitotoxin, a ladder-shaped polyether produced by the dinoflagellate Gambierdiscus toxicus, was achieved based on a convergent strategy via α-cyano ethers developed in our laboratory. The WXYZ ring aldehyde and the C′D′E′F′ diol were combined through the construction of the B′ ring via ringclosing metathesis and the A′ ring via O,S-acetal formation followed by radical reduction. Introduction of a terminal olefin in the side chain culminated in the convergent synthesis of the WXYZA′B′C′D′E′F′ ring segment in 16 steps.

Original languageEnglish
Pages (from-to)325-330
Number of pages6
JournalBulletin of the Chemical Society of Japan
Issue number2
Publication statusPublished - 2022


  • Convergent synthesis
  • Maitotoxin
  • WXYZA′B′C′D′E′F′ ring

ASJC Scopus subject areas

  • Chemistry(all)


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