Chin. J. Org. Chem. ›› 2010, Vol. 30 ›› Issue (05): 707-712. Previous Articles     Next Articles

Full Papers

壳聚糖及其L-脯氨酸衍生物催化的不对称Henry反应

崔元臣*,1,2,张和凤1,李润涛3,刘毅1,许楚1   

  1. (1河南大学化学化工学院 开封 475001)
    (2河南大学特种功能材料重点实验室 开封 475001)
    (3北京大学药学院 北京 100083)
  • 收稿日期:2009-08-11 修回日期:2009-10-25 发布日期:2009-12-15
  • 通讯作者: 崔元臣 E-mail:yccui@henu.edu.cn

Asymmetric Henry Reaction Catalyzed by Chitosan and Its L-Proline Derivative

Cui Yuanchen*,1,2 Zhang Hefeng1 Li Runtao3 Liu Yi1 Xu Chu1   

  1. (1 College of Chemistry and Chemical Engeering, Henan University, Kaifeng 47500)
    (2 Key Laboratory for Special Functionalal Materials, Ministry of Education, Henan University, Kaifeng 47500)
    (3 School of Pharmaceutical Sciences, Peking University, Bingjing 100083)
  • Received:2009-08-11 Revised:2009-10-25 Published:2009-12-15

It was found that chitosan supported L-proline can be used as a heterogeneous organocatalyst to catalyze the asymmetric Henry reaction with different substrates in various media. The catalyst showed better performance in water and aqueous micelles. Unexpectedly, it was found that the chitosan itself can also catalyze Henry reaction. The catalytic performance of chitosan was well studied under various conditions. Similar to the chitosan supported L-proline, chitosan showed better performance in water and aqueous micelles than in the organic solvents, especially, a yield of 99% with a dr ratio of 1∶2.2 was obtained in Span-40 aqueous micelle.

Key words: chitosan, L-proline, asymmetric Henry reaction, water, aqueous micelle