SIOC English
有机化学
高级检索

有机化学 ›› 2007, Vol. 27 ›› Issue (05): 602-606. 上一篇    下一篇

研究论文

一种可回收配体[QN(OH)2]2PYDZ在烯烃不对称双羟化及氨羟化反应中的应用

金瑛，姚志军，张生勇，姜茹，孙晓莉*   

  • 收稿日期:2006-05-29 修回日期:2006-09-01 发布日期:2007-05-10
  • 通讯作者: 孙晓莉

Application of Recyclable Ligand [QN(OH)2]2PYDZ to Asymmetric Dihy-droxylation and Asymmetric Aminohydroxylation of Olefins

JIN Ying, YAO Zhi-Jun, ZHANG Sheng-Yong, JIANG Ru, SUN Xiao-Li*   

  1. (Department of Chemistry, Fourth Military Medical University, Xi'an 710032)
  • Received:2006-05-29 Revised:2006-09-01 Published:2007-05-10
  • Contact: SUN Xiao-Li

PDF

1009

一种可重复使用的非负载型金鸡纳生物碱衍生物配体与金属锇形成原位催化剂用于9种烯烃的不对称双羟化(AD)反应, 表现了很好的对映选择性(85%～＞99%)和反应活性(82%～91%). 将其用于催化65种烯烃不对称氨羟化(AA)反应, 也表现了好的对映选择性(6176%～＞99%)和反应活性(50%～72%). 并采用两种不同的方法进行AD和AA反应中配体的回收和重复使用. 结果表明两种方法均可有效地进行配体的再利用.

关键词: AD反应, 手性二醇, AA反应, 循环使用, 手性氨醇, 可回收的非负载型配体

A reusable free cinchona alkaloid derivative ligand was applied to asymmetric dihydroxylation (AD) of 9 olefins with 85%～＞99% ee and 82%～91% yields. It was also applied to asymmetric aminohy-droxylation (AA) of 5 olefins with 76%～＞99% ee and 50%～72% yields. Two different methods for recycling ligand were tried in AD and AA reactions, respectively. The results showed that these two methods were effective in recovering and reusing the ligand.

Key words: chiral aminoalcohol, AD reaction, chiral diol, AA reaction, recycle, reusable free ligand