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有机化学
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有机化学 ›› 2006, Vol. 26 ›› Issue (07): 1008-1011. 上一篇    下一篇

研究简报

新型手性相转移催化剂的合成及其催化作用研究

何 炜1，张邦乐2，柳文敏1，孙晓莉1，张生勇*,1   

  1. (1第四军医大学化学教研室 西安 710032)
    (2第四军医大学药理教研室 西安 710032)
  • 收稿日期:2006-03-21 修回日期:2006-05-24 发布日期:2006-07-01
  • 通讯作者: 张生勇

A Novel Class of Chiral Phase Transfer Catalysts and Their Catalytic Performance

HE Wei1,ZHANG Bang-Le2,LIU Wen-Min1
SUN Xiao-Li1,ZHANG Sheng-Yong*,1   

  1. (1 Department of Chemistry, The Fourth Military Medical University, Xi'an 710032)
    (2 Department of Pharmacology, The Fourth Military Medical University, Xi'an 710032)
  • Received:2006-03-21 Revised:2006-05-24 Published:2006-07-01
  • Contact: ZHANG Sheng-Yong

PDF

1170

被引次数

13

以金鸡纳生物碱和2-氯甲基苯并咪唑为原料方便地合成了四种新型的手性相转移催化剂. 该类催化剂在相转移催化的二苯亚胺甘氨酸叔丁酯的对映选择性烷基化反应中, 可有效地催化多种卤代烃的不对称烷基化反应, 化学产率最高达85%, 对映体过量值最高达95% ee.

关键词: 金鸡纳生物碱, 对映选择性烷基化反应, 手性相转移催化剂

A novel class of chiral phase transfer catalysts was synthesized conveniently from cinchona alkaloids and 2-(chloromethyl)benzimidazole. Using these new catalysts (10 mol%), enantioselective alkylations of N-(diphenylmethylene)glycine tert-butyl ester were efficiently carried out with various alkyl halides, and the chemical yields were up to 85% with the ee of the products up to 95%.

Key words: cinchona alkaloid, chiral phase transfer catalyst, enantioselective alkylation