A novel synthesis of (−)-callicarpenal

Daichi Oguro, Naoki Mori, Hirosato Takikawa, Hidenori Watanabe

Research output: Contribution to journalArticlepeer-review

4 Citations (Scopus)


Callicarpenal, isolated from the leaves of American beautyberry (Callicarpa americana) and Japanese beautyberry (Callicarpa japonica), exhibits significant mosquito bite-deterring activity and repellent activity against ticks and fire ants. The mosquito bite-deterring activity level of callicarpenal was reported to be similar to that of N,N-diethyl-m-toluamide. The novel synthesis of (−)-callicarpenal reported herein was accomplished by starting from (+)-pulegone. In our original approach, a novel Prins-type cyclization based on Meyer–Schuster rearrangement was featured as a key step.

Original languageEnglish
Pages (from-to)5745-5751
Number of pages7
Issue number39
Publication statusPublished - 2018 Sept 27


  • Callicarpenal
  • Meyer-Schuster rearrangement
  • Mosquito repellent
  • Prins reaction
  • Pulegone


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