| 联萘酚衍生C_3对称的手性配体的合成及其在诱导二乙基锌与芳基醛的不对称加成反应中的应用 |
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| 引用本文： | 朱维君,刘大财,阳年发. 联萘酚衍生C_3对称的手性配体的合成及其在诱导二乙基锌与芳基醛的不对称加成反应中的应用[J]. 分子催化, 2015, 0(4): 299-306 |
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| 作者姓名： | 朱维君 刘大财 阳年发 |
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| 作者单位： | 湘潭大学化学学院，环境友好化学与应用省部共建教育部重点实验室,湘潭大学化学学院，环境友好化学与应用省部共建教育部重点实验室,湘潭大学化学学院，环境友好化学与应用省部共建教育部重点实验室 |
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| 基金项目： | 国家自然科学基金（No. 21172186); 国家教育部博士点基金（No. 20134301110004） |
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| 摘 要： | 合成了一种新型可重复使用的含手性联萘酚的C3对称树状小分子配体(L1),并将L1用于诱导二乙基锌和芳基醛的不对称加成反应.获得的二级醇最高的对映选择性为91%ee,产物最高收率达99%.反应完成后,只需经过简单的萃取和洗涤过程就可实现对配体L1高回收率的回收.配体L1重复使用5次其催化活性和对映选择性没有明显变化.
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| 关 键 词： | C3对称；芳香醛；二乙基锌；不对称加成 |
| 收稿时间： | 2015-07-22 |
| 修稿时间： | 2015-08-23 |
Synthesis of enantiopure C3-symmetric ligand derived from BINOL and Its Application in Enantioselective Addition of Diethylzinc to Aromatic Aldehydes |
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| Affiliation: | Key Laboratory of Environmentally Friendly Chemistry and Applications of Ministry of Education, College of Chemistry, Xiangtan University,,Key Laboratory of Environmentally Friendly Chemistry and Applications of Ministry of Education, College of Chemistry, Xiangtan University,,Key Laboratory of Environmentally Friendly Chemistry and Applications of Ministry of Education, College of Chemistry, Xiangtan University, |
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| Abstract: | A novel, recoverable C3-symmetric dendritic small molecular ligand (L1) containing BINOL has been synthesized to conduct the enantioselective addition of diethylzinc to aromatic aldehydes. The optically active secondary alcohols were obtained with up to 91% ee and up to 99% yield. After the reaction was finished, the dendritic ligand L1 was recovered with a high yield by simple extraction and washing process. The recycled dendritic ligand was reused for five times without loss of catalytic activity as well as enantioselectivity. |
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| Keywords: | C3-symmetric aromatic aldehyde diethylzinc enantioselective addition |
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