有机化学 ›› 2017, Vol. 37 ›› Issue (4): 936-942.DOI: 10.6023/cjoc201612006 上一篇    下一篇

研究论文

手性硫脲催化的不对称Henry反应:以2,2,2-三氟甲基苯乙酮作为底物构筑含有CF3的手性中心

吴丽丽, 苏瀛鹏, 种思颖, 张为钢, 黄丹凤, 王克虎, 胡雨来   

  1. 西北师范大学化学化工学院 兰州 730070
  • 收稿日期:2016-12-02 修回日期:2017-01-04 发布日期:2017-01-10
  • 通讯作者: 苏瀛鹏, 胡雨来 E-mail:suyp51@nwnu.edu.cn;huyl@nwnu.edu.cn
  • 基金资助:

    国家自然科学基金(Nos.21362033,21262031)资助项目.

Chiral Thiourea Catalyzed Asymmetric Henry Reaction: Construction of Stereogenic Center Bearing a CF3 Group from 2,2,2-Trifluoroacetophenone Substrates

Wu Lili, Su Yingpeng, Chong Siying, Zhang Weigang, Huang Danfeng, Wang Kehu, Hu Yulai   

  1. a. College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070
  • Received:2016-12-02 Revised:2017-01-04 Published:2017-01-10
  • Contact: 10.6023/cjoc201612006 E-mail:suyp51@nwnu.edu.cn;huyl@nwnu.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21362033, 21262031).

以2,2,2-三氟甲基苯乙酮作为三氟甲基合成砌块,探索了其在简单易得手性硫脲催化下的不对称Henry反应. 该反应在奎宁衍生的双官能团手性硫脲的催化作用下,以较高的产率和良好的对映选择性得到了具有三氟甲基取代的手性中心的产物.

关键词: 有机催化, 手性硫脲, Henry反应, 2,2,2-三氟甲基苯乙酮

An asymmetric Henry reaction with 2,2,2-trifluoroacetophenone as trifluoromethyl building block was described. This reaction was catalyzed by bifunctional thiourea derived from quinine to give the product bearing a CF3 stereogenic center in good yield with good enantioselectivity.

Key words: organocatalyst, chiral thiouera, Henry reaction, 2,2,2-trifluoroacetophenone