高等学校化学学报

高等学校化学学报 ›› 1999, Vol. 20 ›› Issue (6): 900.

• 研究简报 • 上一篇    下一篇

双奎宁基间苯二甲酸酯的合成及其催化烯烃不对称双羟基化反应的初步研究

张克胜, 孙君坦, 何炳林   

  1. 南开大学高分子化学研究所, 吸附分离功能高分子材料国家重点试验室, 天津 300071
  • 收稿日期:1998-10-10 出版日期:1999-06-24 发布日期:1999-06-24
  • 通讯作者: 张克胜,男,30岁,博士.
  • 作者简介:张克胜,男,30岁,博士.
  • 基金资助:

    教育部博士点基金(批准号:98005504)资助课题

Synthesis of 1,3-Bis(9-O-quininyl)isophthalate and Its Preliminary Study in the Asymmetric Dihydroxylation of Olefins

ZHANG Ke-Sheng, SUN Jun-Tan, HE Bing-Lin   

  1. Institute of Polymer Chemistry, the State Key Laboratory of Functional Polymer Materials for Adsorption and Separation, Nankai University, Tianjin, 300071
  • Received:1998-10-10 Online:1999-06-24 Published:1999-06-24

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被引次数

20

摘要： 1988年,Sharpless等[1]发现金鸡纳生物碱(Cinchonaalkaloid)的衍生物对烯烃的不对称双羟基化反应(AD)具有很高的不对称诱导活性.

关键词: 双奎宁基间苯二甲酸酯, 烯烃的不对称双羟基化, 催化烯烃

Abstract: 1,3-Bis(9-O-quininyl)isophthalate(BQIP) was synthesized from quinine and isophthaloyl dichloride directly. High enantioselectivity and reactivity have been achieved in asymmetric dihydroxylation of transstilbene using BQIP as catalyst(optical yield: 99%), and lower enantioselectivity to styrene was obtained(optical yield: 84.3%). It can be deduced that the chiral cage in BQIP could bind transstilbene more firmly than styrene. Low reaction temperature brought about higher enantioselectivity than that of the high one.

Key words: 1,3-Bis(9-O-quininyl)isophthalate(BQIP), Asymmetric dihydroxylation of olefins, Catalysis olefin

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