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| 氮杂醇手性配体在锌催化的不对称Henry反应中的应用 | |
| 引用本文： | 王晓娟,李高伟,王敏灿,郭蕊,刘澜涛,赵文献. 氮杂醇手性配体在锌催化的不对称Henry反应中的应用[J]. 应用化学, 2014, 31(1): 33-40. DOI: 10.3724/SP.J.1095.2013.30080 |
| 作者姓名： | 王晓娟 李高伟 王敏灿 郭蕊 刘澜涛 赵文献 |
| 作者单位： | (1.商丘师范学院化学化工学院有机新材料合成重点实验室 商丘 476000;2.郑州大学化学系 郑州 450052) |
| 基金项目： | Supported by the National Natural Science Foundation of China(20972091,20972140) |
| 摘 要： | 以(S)-苯乙胺和丙烯酸甲酯为原料,方便地合成了一对非对映的氮杂醇手性配体,研究了它们在锌催化的不对称的Henry反应中不对称催化效果,β-硝醇的加成产物达到中等的催化效果(高达64%的ee值)。 同时探讨了可能的催化机理。 |
| 关 键 词： | Henry反应 锌催化 氮杂醇配体 |
| 收稿时间： | 2013-01-31 |
| 修稿时间： | 2013-03-13 |
Application of Aziridino Alcohols as Chiral Ligands in Zinc-catalyzed Enantioselective Henry Reaction |
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| WANG Xiaojuan,LI Gaowei,WANG Mincan,GUO Rui,LIU Lantao,ZHAO Wenxian. Application of Aziridino Alcohols as Chiral Ligands in Zinc-catalyzed Enantioselective Henry Reaction[J]. Chinese Journal of Applied Chemistry, 2014, 31(1): 33-40. DOI: 10.3724/SP.J.1095.2013.30080 | |
| Authors: | WANG Xiaojuan LI Gaowei WANG Mincan GUO Rui LIU Lantao ZHAO Wenxian |
| Affiliation: | (1.School of Chemistry and Chemical Engineering and Key Laboratory of New ;Organic Materials Synthesis,Shangqiu Normal University,Shangqiu 476000,China;2.Department of Chemistry,Zhengzhou University,Zhengzhou 450052,China) |
| Abstract: | A pair of diastereoisomeric aziridino alcohols which could be readily prepared from the reaction between (S)-α-methylbenzyl amine and methyl acrylate has been used as chiral ligands in zinc-catalyzed enantioselective Henry reaction between nitromethane and arylaldehydes. A moderate enantioselectivity of β-nitroalcohol, up to 64% ee value, could be achieved in this catalytic reaction. The possible transition states of the reaction were proposed. |
| Keywords: | Henry reaction zinc catalyst aziridino alcohol ligand |
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