Novel Deconjugative Esterification of 2-Cyclohexylideneacetic Acids through 4-(Pyrrolidin-1-yl)pyridine-catalyzed Carbodiimide Couplings

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  • Shigeki Sano
    Graduate School of Pharmaceutical Sciences, The University of Tokushima
  • Etsuko Harada
    Graduate School of Pharmaceutical Sciences, The University of Tokushima
  • Tomohiro Azetsu
    Graduate School of Pharmaceutical Sciences, The University of Tokushima
  • Takashi Ichikawa
    Graduate School of Pharmaceutical Sciences, The University of Tokushima
  • Michiyasu Nakao
    Graduate School of Pharmaceutical Sciences, The University of Tokushima
  • Yoshimitsu Nagao
    Graduate School of Pharmaceutical Sciences, The University of Tokushima

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Abstract

<jats:title>Abstract</jats:title> <jats:p>4-(Pyrrolidin-1-yl)pyridine-catalyzed deconjugative esterification of 2-cyclohexylideneacetic acids afforded isopropyl 2-(cyclohex-1-enyl)acetate by employing 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride as a coupling reagent. On the other hand, 4-(pyrrolidin-1-yl)pyridine-catalyzed esterification with 1,3-dicyclohexylcarbodiimide was not accompanied by deconjugation and gave isopropyl 2-cyclohexylideneacetate.</jats:p>

Journal

  • Chemistry Letters

    Chemistry Letters 35 (11), 1286-1287, 2006-10-21

    Oxford University Press (OUP)

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