Chin. J. Org. Chem. ›› 2008, Vol. 28 ›› Issue (07): 1250-1253. Previous Articles     Next Articles

Reports

含松香骨架的手性氮杂冠醚的合成及其在不对称Michael 加成反应中的应用

杨 林 ; 唐莅东; 潘英明 ; 王恒山* ; 苏桂发* ; 梁 敏   

  1. (广西师范大学化学化工学院 桂林 541004)
  • 收稿日期:2007-07-11 修回日期:2007-11-29 发布日期:2008-07-28
  • 通讯作者: 王恒山* ; 苏桂发

Synthesis and Catalytic Activities of Chiral Azacrown Ethers Derived from Rosin

YANG, Lin ; TANG, Li-Dong ; PAN, Ying-Ming ; WANG, Heng-Shan*
SU, Gui-Fa* ; LIANG, Min
  

  1. (School of Chemistry & Chemical Engineering, Guangxi Normal University, Guilin 541004)
  • Received:2007-07-11 Revised:2007-11-29 Published:2008-07-28
  • Contact: WANG, Heng-Shan*

Four chiral azacrown ethers were synthesized from rosin: N-dehyroabietyl monoaza-12-crown-4, N-dehyroabietyl monoaza-15-crown-5, N-dehyroabietyl monoaza-18-crown-6 and N-degrading-
dehyroabietyl monoaza-12-crown-4, which were employed as phase-transfer catalysts in asymmetric Mi-chael addition of 2-nitropropane to chalcone, affording the corresponding Michael addition products up to
35% ee.

Key words: synthesis, rosin, chiral azacrown ether, asymmetric Michael addition, chalcone