Synthesis of (.+-.)-Sundiversifolide Based on Lewis Acid-Mediated Claisen Rearrangement

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  • HASHIMOTO Takashi
    Department of Agrobioscience, Graduate School of Agricultural Science, Kobe University
  • TASHIRO Takuya
    Laboratory for Immune Regulation, RIKEN Research Center for Allergy and Immunology
  • SASAKI Mitsuru
    Department of Agrobioscience, Graduate School of Agricultural Science, Kobe University
  • TAKIKAWA Hirosato
    Department of Agrobioscience, Graduate School of Agricultural Science, Kobe University

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  • Synthesis of (±)-sundiversifolide based on Lewis acid-mediated claisen rearrangement

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Abstract

A new and concise synthesis of (±)-sundiversifolide (1), an allelopathic bisnor-sesquiterpene lactone isolated from germinating sunflower (Helianthus annuus L.) seeds, was achieved by employing Lewis acid-mediated Claisen rearrangement as the key step.

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