新型含有多聚苯刚性分子片段的生物碱衍生物的合成及其在不对称反应中的应用研究

论文编号:CL105  论文字数:6767,页数:22

摘要:本课题所研究的是含有多聚苯刚性分子片段的金鸡纳碱类手性催化剂。本实验将一个多聚苯刚性分子片段（2，3，4，5-四苯苯基片段TPPh）连接到金鸡纳碱桥头氮原子上来制备一系列催化剂，以二苯亚胺甘氨酸叔丁酯的不对称烷基化反应为Model反应来考察其和桥头氮联苄基等小基团的催化剂相比对催化活性及对映选择性的影响。
 本实验合成了Model反应所需的二苯亚胺和二苯亚胺甘氨酸叔丁酯，以及合成催化剂所需的原料中间体——四苯基苯甲酸、四苯基苯甲醇、四苯基苄氯，并最终合成了目标催化剂。但由于时间关系，Model反应及其后工作目前正在进行中。关键词：金鸡纳碱衍生物；TPPh；不对称反应；α-氨基酸

Abstract: This paper focuses on the synthesis of cinchona alkaloid catalysts which contains rigid polybenzene moieties and their application in asymmetric catalytic reactions. Thus this experiment introduces a rigid polybenzene moiety (TPPh) to the bridge nitrogen atom of cinchona alkaloids to prepare a series of novel catalysts, which is further used as catalysts for the asymmetric alkylation of tert-butyl glycinate-benzophenone Schiff base. In the Model reaction, it investigates and compares the catalytic activity and enantioselectivity of the novel catalysts with other common catalysts derived from cinchona alkaloid with benzyl chloride or other small groups.
 This study of the Model  response to the diphenyl imine and diphenyl imine tert-butyl glycine, and the catalyst of raw materials for the intermediates - 4 phenyl acid, 4 phenyl benzyl alcohol, 4 phenyl benzyl chloride and finally gets the target catalysts. The experimental results of the novel catalyst in the Model reaction is not fully collected due to deficient time. However, It is now in progress in labs.
KeyWords：cinchona alkaloid derivatives;TPPh;asymmetric reaction;α-Amino Acids

目  录
中文摘要 I
英文摘要 II
目录 III
1. 绪论 1
 1.1  金鸡纳碱手性催化剂 1
 1.2  TPPh的应用 2
2. 实验部分 5
 2.1 实验药品 5
 2.2 实验仪器与设备 7
    2.3 实验 9
 2.3.1 Model反应原料制备与表征 9
 2.3.2 催化剂合成原料中间体的制备与表征 12 
 2.3.3 催化剂的制备与表征 14
3. 结果与讨论 16
 3.1 Model反应原料制备   16
 3.1.1 二苯亚胺的制备 16
 3.1.2 二苯亚胺甘氨酸特丁酯的制备 16
 3.2 催化剂合成原料制备 16
 3.2.1 四苯基苯甲酸的制备 16
 3.2.2 四苯基苯甲醇的制备 16 
 3.2.3 四苯基苄氯的制备 16
 3.3 催化剂的制备 17
4．总结与展望 20
致谢 21
参考文献 22

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