Marine Terpenes and Terpenoids. VIII. : Transannular Cyclization of 3,4-Epoxy-1,7,11-cembratriene Systems

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概要

• 論文の詳細を見る

• The major cembranoid, sarcophytol A (1a), from the soft coral Sarcophyton glaucum was found to be converted to a bicyclo[9.3.0]tetradecene derivative (3a), on standing in CHCl_3 solution at room temperature. Two unstable epoxides (7a and 8), obtained by autoxidation of 1a, were shown to afford 3a on further storage in CHCl_3. The acetate 7b, in contrast, is stable under the same conditions and gave the dihydrofuran (9) and triol monoacetate (11) derivatives on mild alkaline and acid treatment, respectively. Five minor cembranoids of S. glaucum, having the 1,3-diene system, were examined for the cyclization reaction by dissolving them in CHCl_3. The 1,3,7,11-tetraenes (2,14,16) gave similar bicyclotetradecene derivatives (12,15,17), while the 7-hydroxy 1,3,8(19), 11-tetraenes (18,20) gabe the 3,7-oxide derivatives (19,21) in low yields.

• 社団法人日本薬学会の論文
• 1989-05-25

著者

• 小林 優

  Faculty Of Pharmaceutical Sciencces Hokkaido University

• 小林 優

  北大薬

• 長部 克典

  Faculty of Pharmaceutical Sciences, Hokkaido University

• 長部 克典

  Faculty Of Pharmaceutical Sciences Hokkaido University

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