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有机化学
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有机化学 ›› 2005, Vol. 25 ›› Issue (07): 835-837. 上一篇    下一篇

研究简报

双环烯醚的合成及其性质的研究

黄雁1,2，林永成*,1   

  1. (1中山大学化学与化学工程学院 广州 510275)
    (2广州医学院基础部 广州 510182)
  • 收稿日期:2004-06-25 修回日期:2005-01-05 发布日期:2005-06-30
  • 通讯作者: 林永成

Synthesis of Cyclic Dienol Ether and Its Properties

HUANG Yan1,2,LIN Yong-Cheng*,1   

  1. (1 School of Chemistry & Chemical Engineering, Zhongshan University, Guangzhou 510275)
    (2 Department of Foundation, Guangzhou Medical College, Guang-zhou 510182)
  • Received:2004-06-25 Revised:2005-01-05 Published:2005-06-30
  • Contact: LIN Yong-Cheng

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被引次数

1

由内酯2和Tebbe试剂反应合成了双环烯醚化合物5-苄氧基-2,8-二亚甲基-3,4,9,10-四氢-2H,8H-苯并[1,2-b; 3,4-b']二吡喃(3), 环烯醚在酸性条件下很容易水解和异构化, 在酸存在下外环烯醚3于10 min内转化为内环烯醚4, 较长的反应时间只能得到水解物或其它分解产物.

关键词: 环烯醚, Tebbe试剂, 异构化, 合成

Cyclic dienol ether 5-(benzyloxy)-2,8-bi(methylene)-3,4,9,10-tetrahydro-2H,8H-benzo[1,2-b; 3,4-b']dipyran (3) has been synthesized by reacting the corresponding lactone with the Tebbe reagent. Compound 3 was very susceptible to hydrolysis and isomerization in the presence of a proton source. The isomerization of exocyclic enol ether 3 to endocyclic enol ether 4 was finished in 10 min, whereas long reaction time gave only the hydrolyzate and decomposi-tion product rather than compound 4.

Key words: isomerization, Tebbe reagent, synthesis, cyclic enol ether