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有机化学
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有机化学 ›› 2008, Vol. 28 ›› Issue (03): 428-431. 上一篇    下一篇

研究论文

手性纯的4,4-二苯基取代的末端环氧化合物的合成

曹靖，李继超，欧阳昆冰，王攀登，阳年发*   

  1. (湘潭大学化学学院 湘潭 411105)
  • 收稿日期:2007-03-08 修回日期:2007-06-12 发布日期:2008-03-18
  • 通讯作者: 阳年发

Synthesis of Chirally Pure 4,4-Diphenylsubstituted Termi-nalAlkene Epoxides

CAO Jing,LI Ji-Chao,OUYANG Kun-Bing,WANG Pang-Deng,YANG Nian-Fa*   

  1. (College of Chemistry, Xiangtan University, Xiangtan 411105)
  • Received:2007-03-08 Revised:2007-06-12 Published:2008-03-18
  • Contact: YANG Nian-Fa

PDF

867

被引次数

7

烷基锂先与1,1-二苯乙烯反应生成相应的1,1-二苯烷基锂, 接着在－70 ℃下滴加手性环氧氯丙烷, 然后回到室温搅拌几小时, 按常法处理后, 得到手性纯的4,4-二苯基取代末端环氧化合物, 它们的ee值均大于90%, 此外还对反应机理进行了讨论. 通过元素分析及NMR对产物的结构进行了表征.

关键词: 手性, 4,4-二苯基取代末端环氧化合物, 合成

1,1-Diphenylalkyllithium, obtained from the reaction of the corresponding alkyllithium with 1,1-diphenylethylene, reacted with optically active epichlorohydrin at －70 ℃, then at room temprature under stirring for several hours to yield chirally pure 4,4-diphenylsubstituted terminal alkene epoxide with ＞90% ee. The reaction mechanism was discussed and the products were characterized by elemental analysis and NMR spectroscopy．

Key words: chiral, 4,4-diphenylsubstituted terminal alkene epoxide, synthesis