有机化学 ›› 2006, Vol. 26 ›› Issue (03): 349-353. 上一篇    下一篇

研究简报

含松香骨架的新型手性季铵盐相转移催化剂的合成及其在不对称环氧化反应中的应用

潘英明,唐莅东,王恒山*,苏桂发,梁敏,张业   

  1. (广西师范大学化学化工学院 桂林 541004)
  • 收稿日期:2005-03-22 修回日期:2005-09-04 发布日期:2006-02-28
  • 通讯作者: 王恒山

Synthesis and Catalytic Activities of Novel Chiral Ammonium Salt Phase-Transfer Catalysts Based on Natural Rosin Derivatives

PAN Ying-Ming,TANG Li-Dong,WANG Heng-Shan*
SU Gui-Fa,LIANG Min,ZHANG Ye   

  1. (School of Chemistry and Chemical Engineering, Guangxi Normal University, Guilin 541004)
  • Received:2005-03-22 Revised:2005-09-04 Published:2006-02-28
  • Contact: WANG Heng-Shan

以天然松香为原料合成了4个新型手性季铵盐类相转移催化剂, 并用于催化不对称查尔酮环氧化反应, 发现这类手性相转移催化剂可以有效地催化查尔酮的不对称环氧化, 环氧化产物ee最高达20%.

关键词: 手性相转移催化剂, 不对称环氧化, 松香, 季铵盐, 查尔酮

Four novel chiral quaternary ammonium salts were synthesized from naturally occurring rosin. These compounds were employed as phase-transfer catalysts in asymmetric epoxidation reactions of chalcone, affording the corresponding epoxides in high yields and up to 20% ee.

Key words: rosin, asymmetric epoxidation, quaternary ammonium salt, chalcone, chiral phase-transfer catalyst