Strategies for the Total Synthesis of Clavicipitic Acid

Mamoru Ito, Yu Ki Tahara, Takanori Shibata*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

27 Citations (Scopus)


Clavicipitic acid is an ergot alkaloid, which was isolated from Claviceps strain and Claviceps fusiformis. Its unique tricyclic azepinoindole skeleton has attracted synthetic chemists, and various strategies have been developed for its total synthesis. These strategies can be generally categorized into two types based on the synthetic intermediates, namely, 4-substituted gramine derivatives and 4-substituted tryptophan derivatives. This Minireview summarizes the reported total syntheses from the point of these two key intermediates Intermediate is key: Clavicipitic acid is an ergot alkaloid with a unique tricyclic azepinoindole skeleton that has attracted many synthetic chemists. This Minireview summarizes the strategies for the total synthesis from the point of two key intermediates.

Original languageEnglish
Pages (from-to)5468-5477
Number of pages10
JournalChemistry - A European Journal
Issue number16
Publication statusPublished - 2016 Apr 11


  • azepinoindole
  • clavicipitic acid
  • gramine
  • total synthesis
  • tryptophan

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry


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