The Photosensitized Oxygenation of Furanoeremophilanes. I. The Isomeric Hydroperoxides from Petasalbin and Their Transformations to Lactones

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概要

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• The photosensitized oxygenation of petasalbin I gave almost quantitatively a crystalline mixture of two isomeric hydroperoxides, V-a and V-b, both of which were then transformed to the corresponding lactones, VI-a and VI-b, respectively, in good yields. The stereochemistry of these hydroperoxides and lactones has been established by spectral and chemical methods. Furthermore, two natural lactones, III and IV, were prepared by the reduction of the hydroperoxides.

• 公益社団法人 日本化学会の論文

著者

• Kanazawa Reizo

  Department of Chemistry, Faculty of Science, Kwansei Gakuin University

• Naya Keizo

  Department of Chemistry, Faculty of Science, Kwansei Gakuin University

• Sawada Michikazu

  Department of Chemistry, Faculty of Science, Kwansei Gakuin University

関連論文

• Sesquiterpenes from the rhizomes of Ligularia dentata Hara.
• The Photosensitized Oxygenation of Furanoeremophilanes. I. The Isomeric Hydroperoxides from Petasalbin and Their Transformations to Lactones
• Synthetic studies on terpenoid compounds. XXXIII. A total synthesis of (.+-.)-15,16-epoxy-cis-cleroda-3,13(16),14-triene.
• The photosensitized oxygenation of furanoeremophilanes. II. The preparation and stereochemistry of the isomeric hydroperoxides and the corresponding lactones from furanofukinin and furanoeremophilane.
• The transformations of terpene ketones by oxygen. I. The autoxidation of fukinone.
• The transformations of terpene ketones by oxygen. II. The base-catalyzed autoxidation of pulegone and fukinone and their dihydro compounds.
• The Structure of Petasitolone, a New Constituent of Petasites japonicus Maxim
• The Structural Elucidation of Sesquiterpene Lactones from Petasites japonicus Maxim
• The Preparation of Fukinane, A New Skeletal Sesquiterpene Hydrocarbon

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