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有机化学
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有机化学 ›› 2007, Vol. 27 ›› Issue (07): 885-889. 上一篇    下一篇

研究简报

三苯甲基取代烯烃的环氧化研究

王攀登，阳年发*，凌莹，李继超，曹靖   

  1. (湘潭大学化学学院 湘潭 411105)
  • 收稿日期:2006-11-27 修回日期:1900-01-01 发布日期:2007-06-30
  • 通讯作者: 阳年发*

Study on the Epoxidation of Triphenylmethyl Substituted Olefins

WANG Pan-Deng,YANG Nian-Fa*,LING Ying,LI Ji-Chao,CAO Jing   

  1. (College of Chemistry, Xiangtan University, Xiangtan 411105)
  • Received:2006-11-27 Revised:1900-01-01 Published:2007-06-30
  • Contact: YANG Nian-Fa*,

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合成了6种三苯甲基取代烯烃. 以二甲基二氧杂环丙烷作为主要氧化剂, 在催化剂(R,R)-Salen Mn(III)的催化下, 进行不对称环氧化, 其不对称环氧化产物ee值较高(81%). 初步研究表明, 二甲基二氧杂环丙烷(DMD)和(R,R)-Salen Mn(III)的环氧化体系对于含亚甲基的三苯甲基取代的烯烃的氧化产率高但对映选择性差, 对于不含亚甲基的三苯甲基取代的烯烃的氧化产率低但对映选择性好.

关键词: 三苯甲基, DMD, 取代烯烃, 不对称环氧化

Six olefins bearing triphenylmethyl group were synthesized. High enantioselectivities (81%) have been obtained for asymmetric epoxidation of the olefins using the (R,R)-Mn(III)salen complex as catalyst and dimethyldioxirane (DMD) as primary oxidant. The epoxides were obtained in good yields and low enantioselectivities by the oxidation of olefins having methylene using the (R,R)-Mn(III)salen complex as catalyst and dimethyldioxirane (DMD) as oxygen donor, the opposite results were obtained by the oxidation of olefins no having methylene by the same way.

Key words: substituted olefin, dimethyldioxirane, asymmetric epoxidation, triphenylmethyl