Studies on the syntheses of sesquiterpene lactones. III. Improved synthesis of vulgarin.

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概要

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• An improved synthesis of vulgarin is described. Epoxidation of 1-oxo-5α<I>H</I>,6β,11β<I>H</I>-eudesm-3-en-6,13-olide and successive treatment of the resulting epoxide with silica gel gave vulgarin. Oxidation of 1-oxo-5α<I>H</I>,6β,11β<I>H</I>-eudesm-3-en-6,13-olide with air or oxygen gas gave 4α-hydroperoxy-1-oxo-5α<I>H</I>,6β,11β<I>H</I>-eudesm-2-en-6,13-olide and 4β-hydroperoxy-1-oxo-5α<I>H</I>,6β,11β<I>H</I>-eudesm-2-en-6,13-olide, which were transformed into vulgarin and C<SUB>4</SUB>-epivulgarin, respectively.

• 公益社団法人 日本化学会の論文

著者

• Ando Masayoshi

  Department of Applied Chemistry, Niigata University

• Takase Kahei

  Department Of Chemistry Faculty Of Science Tohoku University

• Tajima Kiyoshi

  Department of Chemistry, Faculty of Science, Tohoku University

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