有机化学 ›› 2003, Vol. 23 ›› Issue (6): 566-569. 上一篇    下一篇

研究论文

单环手性胍催化的对映选择性Henry反应

李新生;沈宗旋;张雅文   

  1. 苏州大学化学化工系
  • 发布日期:2003-06-25

Enantioselective Henry Reaction Catalyzed by Chiral Monocyclic Guanidines

Li Xinsheng;Shen Zongxuan;Zhang Yawen   

  1. Department of Chemistry and Chemical Engineering,Suzhou University
  • Published:2003-06-25

从取代乙二胺方便地合成了4个手性单环胍.它们催化苯甲醛或异丁基醛同硝 基甲烷的Henry反应.能以较好的产率得到产物,但产物的对映体纯度不高.苯甲 醛Henry反应产物ee值最高为31%,异丁基醛获得的ee值最高为34%.这一反应速 度快,条件温和,是合成手性硝基醇的有效方法.

关键词: 苯甲醛, 乙二胺 P, 胍, 硝基化合物, 甲烷, 硝基醇

Four chiral monocyclic guanidines were conveniently prepared from substituted ethanediamines and were evaluated as catalysts for Henry reaction of nitromethane with benzaldehyde or isobutanal. Nitroalkanols were produced in high yields with the range of ee from 0% to 34% . The mild reaction conditions together with short reaction time make it an efficient method for the enantioselective synthesis of nitroalkanols.

Key words: BENZALDEHYDE;ETHANEDIAMINE P;GUANIDINES;NITRO COMPOUNDS;METHANE P, NITROALCOHOL

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