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高分子(纤维)负载手性氨基醇的合成及其催化二乙基锌对苯甲醛的不对称加成
引用本文:林昆华,曾庆彬,李明星,潘庆谊,宋毛平,吴养洁.高分子(纤维)负载手性氨基醇的合成及其催化二乙基锌对苯甲醛的不对称加成[J].有机化学,2006,26(5):718-722.
作者姓名:林昆华  曾庆彬  李明星  潘庆谊  宋毛平  吴养洁
作者单位:1. 上海大学理学院化学系,上海,200444
2. 郑州大学化学系,郑州,450052
基金项目:上海市教委基金(No.05AG13)资助项目.
摘    要:合成了一种高分子纤维负载手性氨基醇催化剂, 并将该高分子纤维负载手性氨基醇用于催化二乙基锌对苯甲醛的对映选择性加成反应, 发现高分子纤维负载的手性氨基醇比树脂负载手性氨基醇的催化效果要好, 所得产物化学收率提高34%, 光学收率提高近9%. 该高分子纤维负载手性氨基醇可重复使用5次以上. 用比较纤维催化剂在催化反应前后的SEM照片方法, 证实了重复使用时催化效率下降的原因是有部分催化剂流失.

关 键 词:高分子(纤维)负载手性氨基醇  二乙基锌  苯甲醛  不对称加成
收稿时间:06 24 2005 12:00AM
修稿时间:11 28 2005 12:00AM

Synthesis of a Polymer(fiber)-Supported Chiral Amino Alcohol and Its Application to Enantioselective Addition of Diethylzinc to Benzaldehyde
LIN Kun-Hua,ZENG Qing-Bin,LI Ming-Xing,PAN Qing-Yi,SONG Mao-Ping,WU Yang-Jie.Synthesis of a Polymer(fiber)-Supported Chiral Amino Alcohol and Its Application to Enantioselective Addition of Diethylzinc to Benzaldehyde[J].Chinese Journal of Organic Chemistry,2006,26(5):718-722.
Authors:LIN Kun-Hua  ZENG Qing-Bin  LI Ming-Xing  PAN Qing-Yi  SONG Mao-Ping  WU Yang-Jie
Institution:a Department of Chemistry, Shanghai University, Shanghai 200444;b Department of Chemistry, Zhengzhou University, Zhengzhou 450052
Abstract:A polymer(fiber)-supported chiral amino alcohol was synthesized and applied to the enantiose- lective addition of diethylzinc to benzaldehyde. Compared with the resin-supported chiral amino alcohol in the same reactive time, the fiber-supported amino alcohol could increase the yield and ee value by 34% and 9% respectively. This fiber-supported catalyst could be recycled more than 5 times. The reason why catalytic property was dropped down in recycle was proved to be the loss of catalyst by the analysis of their SEM photographs.
Keywords:polymer(fiber)-supported chiral amino alcohol  diethylzinc  benzaldehyde  enantioselective addition
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