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有机化学
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有机化学 ›› 2005, Vol. 25 ›› Issue (11): 1487-1489. 上一篇    下一篇

研究简报

N,N'-二茂铁甲基-(1S,2S)-1,2-二苯基乙二胺的合成及其在烯烃的不对称双羟基化反应中的应用

李新生*,1，葛健锋2，孔黎春1   

  1. (1浙江师范大学化学系 金华 321004)
    (2苏州大学材料工程学院 苏州 215006)
  • 收稿日期:2004-12-28 修回日期:2005-06-01 发布日期:2005-10-30
  • 通讯作者: 李新生

Synthesis of N,N'-Diferrocenyl-methyl-(1S,2S)-1,2-diphenylethane- diamine and Its Application as Chiral Ligand to the AsymmetricDihydroxylation of Olefins

LI Xin-Sheng*,1,GE Jian-Feng2,KONG Li-Chun1   

  1. (1 Department of Chemistry and Biology, Zhejiang Normal University, Jinhua 321004)
    (2 Department of Material and Engineering, Suzhou University, Suzhou 215006)
  • Received:2004-12-28 Revised:2005-06-01 Published:2005-10-30
  • Contact: LI Xin-Sheng

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(1S,2S)-1,2-二苯基乙二胺和甲酰基二茂铁经缩合和还原两步反应, 以90%的产率合成了N,N'-二茂铁甲基-(1S,2S)-1,2-二苯基乙二胺, 并以其为配体催化烯烃的不对称双羟基化反应, 获得了较高的对映选择性(71%～86% ee).

关键词: N,N'-二茂铁基-(1S,2S)-1,2-二苯基乙二胺, 不对称双羟基化反应, 手性邻二醇

N,N'-Diferrocenylmethyl-(1S,2S)-1,2-diphenylethanediamine was synthe-sized by two steps from (1S,2S)-1,2-diphenylethanediamine and ferrocenealdehyde, and has been used as chiral ligand to asymmetric dihydroxylation of olefins. A good enantioselectivity (71%～86% ee) has been achieved.

Key words: N,N'-diferrocenylmethyl-(1S,2S)-1,2-diphenylethanediamine, chiral vicinal diol, asymmetric dihydroxylation