有机化学 ›› 2011, Vol. 31 ›› Issue (09): 1433-1439. 上一篇    下一篇

研究论文

手性咪唑啉酮离子液体的合成

张焕,李海岗,吴海虹*   

  1. (华东师范大学化学系 上海市绿色化学与化工工程绿色化重点实验 上海 200062)
  • 收稿日期:2010-09-26 修回日期:2011-03-20 出版日期:2011-09-25 发布日期:2011-04-20
  • 通讯作者: 吴海虹 E-mail:hhwu@chem.ecnu.edu.cn

Synthesis of Chiral Imidazolinone-Based Ionic Liquids

ZHANG Huan, LI Hai-Gang, WU Hai-Hong   

  1. (Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, Shanghai 200062)
  • Received:2010-09-26 Revised:2011-03-20 Online:2011-09-25 Published:2011-04-20

手性离子液体在不对称合成中作为手性诱导物具有广泛的应用前景. 手性咪唑啉酮类催化剂是有机胺催化剂中重要的一种类型, 是不对称有机催化领域研究的热点之一. 从绿色化、经济化的角度出发, 以天然手性源物质L-酪氨酸为起始原料, 经过酯化、胺解、关环、[3+2]环加成等多步反应合成了7种未见文献报道的手性咪唑啉酮类离子液体, 并通过1H NMR, 13C NMR, ESI-MS, , DSC, TGA等方法对其结构及性质进行了表征.

关键词: L-酪氨酸, 手性咪唑啉酮, Click反应, 手性离子液体

The chiral ionic liquids have broad applications as inducers for asymmetric reactions. Chiral imidazo1idinones are important sorts of aminocatalysts, which have been attracted much attention in re-search of enantioselective organocatalysis field. From the view of greening and economization, 7 new chiral imidazo1idinone ionic liquids with different anions are synthesized from L-tyrosine, which is a kind of natural chiral materials, through esterfication, amination, cyclization, [3+2] cycloaddition, etc. The structures and properities were characterized by 1H NMR, 13C NMR, ESI-MS, IR, , DSC and TGA methods.

Key words: L-tyrosine, chiral imidazolidinone, click reaction, chiral ionic liquid

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