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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(英文)

Application of Aziridino Alcohols as Chiral Ligands in Zinc-catalyzed Enantioselective Henry Reaction

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【作者】 王晓娟李高伟王敏灿郭蕊刘澜涛赵文献

【Author】 WANG Xiaojuan;LI Gaowei;WANG Mincan;GUO Rui;LIU Lantao;ZHAO Wenxian;School of Chemistry and Chemical Engineering and Key Laboratory of New Organic Materials Synthesis,Shangqiu Normal University;Department of Chemistry,Zhengzhou University;

【机构】 商丘师范学院化学化工学院有机新材料合成重点实验室郑州大学化学系

【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。

【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.

【基金】 Supported by the National Natural Science Foundation of China(20972091,20972140)~~
  • 【文献出处】 应用化学 ,Chinese Journal of Applied Chemistry , 编辑部邮箱 ,2014年01期
  • 【分类号】O621.251
  • 【被引频次】3
  • 【下载频次】81
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