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有机化学
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有机化学 ›› 2009, Vol. 29 ›› Issue (07): 1142-1146. 上一篇    下一篇

研究简报

手性Salen(Co)(OAc)催化胺解动力学拆分外消旋末端的环氧化物

王朝阳; 宋光伟; 朱锦桃*   

  1. (浙江理工大学化学系 杭州 310018)
  • 收稿日期:2008-09-13 修回日期:2008-11-29 发布日期:2009-07-22
  • 通讯作者: 朱锦桃

Efficient Kinetic Resolution of Terminal Epoxides with Phthalimide Using Chiral Salen(Co)(OAc)

Wang, Chaoyang; Song, Guangwei ; Zhu, Jintao*   

  1. (Department of Chemistry, Zhejiang Sci-Tech University, Hangzhou 310018)
  • Received:2008-09-13 Revised:2008-11-29 Published:2009-07-22
  • Contact: Zhu, Jintao

PDF

1788

被引次数

7

报道了以邻苯二甲酰亚胺作亲核试剂, 在手性催化剂salen(Co)(OAc)作用下动力学拆分外消旋末端环氧化物, 得到较高光学活性的末端环氧化物, 同时也得到了中等光学活性的N-保护的1,2-胺醇化合物. 该拆分反应所用催化剂易得, 且原料价廉, 反应无需惰性气体保护.

关键词: 动力学拆分, 环氧化合物, 手性salen(Co)(OAc), 邻苯二甲酰亚胺

The example of enantioselective kinetic resolution (KR) of racemic terminal epoxides using phthalimide as the nucleophile catalyzed by chiral salen(Co)(OAc) is described. The process afforded enantiopure epoxides and enantioenrich N-protected 1,2-amino alcohol in moderate ee value. Using an easily accessible catalyst and inexpensive staring materials, the reaction was conveniently carried out without protected atmosphere.

Key words: phthalimide, terminal epoxide, chiral salen(Co)(OAc), kinetic resolution