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辛可尼丁和 L-脯氨酸协同催化亚胺的立体选择性异构化的研究
引用本文:杨伟,李莉,杨科芳,郑战江,徐利文.辛可尼丁和 L-脯氨酸协同催化亚胺的立体选择性异构化的研究[J].杭州师范学院学报(自然科学版),2014(3):235-239.
作者姓名:杨伟  李莉  杨科芳  郑战江  徐利文
作者单位:[1]杭州师范大学有机硅化学及材料技术教育部重点实验室,浙江杭州311121 [2]杭州师范大学材料与化学化工学院,浙江杭州310036
基金项目:浙江省自然科学基金项目(ZPNSFC,LQl2802004).
摘    要:研究了利用辛可尼丁和L‐脯氨酸复合催化体系促进含三氟甲基芳香亚胺1的不对称异构化反应,并详细考察了不同种类的有机催化剂、溶剂以及添加剂对反应产率与选择性的影响。结果表明,当以四氢呋喃作溶剂,2‐环己烯‐1‐酮为添加剂时,反应的分离产率与立体选择性最好,可以达到64%的产率,68%的ee值。

关 键 词:亚胺异构化  金鸡纳碱  手性  希夫碱  不对称催化

Stereoselectivity Isomerization of Imines Catalyzed by Cinchonidine and L-proline
YANG Wei,LI Li,YANG Kefang,ZHENG Zhanjiang,XU Liwen.Stereoselectivity Isomerization of Imines Catalyzed by Cinchonidine and L-proline[J].Journal of Hangzhou Teachers College(Natural Science),2014(3):235-239.
Authors:YANG Wei  LI Li  YANG Kefang  ZHENG Zhanjiang  XU Liwen
Institution:1. Key Laboratory of Organosilieon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou 311121, Chinas 2. College of Material, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou 310036, China)
Abstract:In this work ,it is found that the composite catalyst system of cinchonidine and L‐proline can promote the asymmetric isomerization reaction containing trifluoromethyl aromatic imine .The paper investigates the effects of different organocatalysts ,solvents and additives on the reaction yield and selectivity .The results show that the reaction has optimal separation yield and stereoselectivity with tetrahydrofuran as the solvent and 2‐cyclohexene‐1‐ketone as the additive ,the yield can up to 64% and ee value can up to 68% .
Keywords:imine isomerization  Cinchona alkaloid  chiral  Schiff base  asymmetric catalysis
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