Concise Synthesis of the Terpene Core Structure of Suaveolindole through a Time-Economic Route

Hiroki Tanimoto*, Kazuki Tojo, Tsumoru Morimoto, Kiyomi Kakiuchi

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

The terpene core structure of suaveolindoles was synthesized through a concise route in a time-economical manner. A scalable synthetic route from pulegone delivered the desired α, β, γ, unsaturated ester in a brief period. By way of Eschenmoser Claisen rearrangement, carbon side-chain moiety at the crowded double-allylic position was introduced stereoselectively.

Original languageEnglish
Article numberst-2021-l0423-l
Pages (from-to)273-276
Number of pages4
JournalSynlett
Volume33
Issue number3
DOIs
StatePublished - 2022/02

Keywords

  • Claisen rearrangement
  • DFT calculation
  • natural product synthesis
  • terpene
  • time-economy synthesis

ASJC Scopus subject areas

  • Organic Chemistry

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