Chinese Journal of Organic Chemistry ›› 2004, Vol. 24 ›› Issue (4): 380-385. Previous Articles     Next Articles

手性酮催化的烯烃不对称环氧化反应

王春*,a, 吴秋华b, 杨丽华a, 唐然肖a, 杨旭哲a,果秀敏a, 冯硕a,b, 李贵深a   

  1. a河北农业大学理学院 保定 071001
    b河北农业大学生物无机重点实验室 保定 071001
  • 收稿日期:2003-04-25 修回日期:2003-08-26 接受日期:2003-09-04 发布日期:2022-09-19

Asymmetric Epoxidation of Olefins Catalyzed by Chiral Ketones

WANG, Chun*,a, WU, Qiu-Huab, YANG, Li-Huaa, TANG, Ran-Xiaoa, YANG, Xu-Zhea, GUO, Xiu-Mina, FENG, Shuoa,b, LI, Gui-Shena   

  1. aCollege of Science, Agricultural University of Hebei, Baoding 071001
    bKey Laboratory of Bioinorganic Chemistry, Agricultural University of Hebei, Baoding 071001
  • Received:2003-04-25 Revised:2003-08-26 Accepted:2003-09-04 Published:2022-09-19
  • Contact: *E-mail: wangc69@yahoo.com.cn

Chiral ketone is a powerful catalyst for asymmetric epoxidation of unfunctionalized olefins. Dioxiranes, which could be generated in situ from chiral ketone and potassium peroxomonosulfate (Oxone), are remarkably effective oxidation reagents for asymmetric epoxidation of olefins. The application of a variety of chiral ketones in enantioselective epoxidation of trans-olefins, trisubstituted olefins and cis-olefins isreviewed. The catalytic activity and the asymmetric induction influenced by thestructure of chiral ketone and the reaction conditions are also discussed.

Key words: chiral ketone, asymmetric epoxidation, unfunctionalized olefin, dioxifane