Chin. J. Org. Chem. ›› 2006, Vol. 26 ›› Issue (9): 1306-1308. Previous Articles     Next Articles

Reports

聚乙二醇(400)中的不对称Baylis-Hillman反应

丁益萍,丁一,沈宗旋,李斌,张雅文*   

  1. (苏州大学化学化工学院 江苏省有机合成重点实验室 苏州 215123)
  • 收稿日期:2005-09-05 修回日期:2005-12-06 发布日期:2006-09-11
  • 通讯作者: 张雅文

Asymmetric Baylis-Hillman Reaction in Poly(ethyleneglycol)(400)

DING Yi-Ping,DING Yi,SHEN Zong-Xuan,LI Bin,ZHANG Ya-Wen*   

  1. (Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry and Chemical Engineering,
    Suzhou University, Suzhou 215123)
  • Received:2005-09-05 Revised:2005-12-06 Published:2006-09-11
  • Contact: ZHANG Ya-Wen

Chiral amino alcohol 1 was prepared from L-proline conveniently. In poly(ethyleneglycol) (PEG)(400), this chiral amino alcohol (30 mol%) catalyzes asymmetric Baylis-Hillman reaction effectively. High yields (up to 95.4%) and modest selectivities (up to 54.3% ee) were achieved. The chiral amino alcohol-PEG(400) catalytic system could be easily recovered and reused in the next run. No significant changes in the reaction yields and selectivities were found in the first three runs.

Key words: chiral animo alcohol, recycling, PEG(400), asymmetric Baylis-Hillman reaction