含二催化中心手性氨基醇配体的合成

文档编号:SW149  文档字数:11189,页数:27

摘要：手性仲醇是许多药物,及功能材料等的重要有机合成中间体，获得手性仲醇高对映体过量百分率（e.e值）的重要方法之一是由手性氨基醇配体催化还原前手性酮获得。本文档在查阅相关资料基础上综述了不对称催化还原反应研究新进展。
 为寻找性能优异的催化剂配体，基于多催化中心配体在不对称催化还原反应中的协同效应，可获得手性仲醇较高的e. e值，我们分别使用了（1S,2R）-(+)和（1R,2S）-(-)-2-氨基-二苯基乙醇为手性源与间二苄溴反应，经优化反应条件后在乙腈溶液中，于60～70°下，以KI为催化剂，K2CO3为吸氢剂首次合成了N-（1'R,2'S）和N-（1'S,2'R）-（1',2'-二苯基-2'羟基）乙基-间二苄胺，经硅胶柱色谱纯化得无色晶体，产率80%和85%。产物经IR HNMR和MS等确证。在所合成的一对对映体中，其光谱性质，熔点及比旋光度等物理常数均得很好的验证。
 以天然麻黄碱（-）为手性源，类似地进行上述反应得到了同样好的结果。
 
 关键词：手性氨基醇；配体；合成；

Catalytic center with two Chiral amino alcohols ligand synthesis
 
 
Abstract: Chiral  secondly  Alcohols many drug ,pesticides and functional materials ,such as the importance of organic synthesis intermediates ,SIN was chiral alcohols high enantiomeric excess percentage (e. e. value) of one of the impways of chiral amino alcohols ligand catalysts Redution of prochiral ketone access .In this paper ,the inspection on the basis of relevant information on the asymmetric catalytic reduction reaction of new progress
 In order to find high performance catalyst ligand ,Based on catalytic center ligands 、in asymmetric catalytic reduction reaction of synergies ,SIN available chiral alcohols  e.e. higher value, we were using the(1S,2R)-(+)and (1S,2R) –(-)-2-amino-1,2-phenyl ethnol two chiral between two sources with benzyl bromide reaction optimal reaction conditions in ethanol solution ,in 70°C,with KI as catalyst K2CO3 agent for the first synthesis of hydrogen containing two catalytic center ligand , by silica gel column chromatography in the colorless crystal , Yield 80% and 85% .Product by IR,NMR,MS and H is confirmed .In synthesis pairs enantiomers ,their spectroscopic properties, and the melting point than the rotation ,and other physical constants are very good test.
 Natural ephedrine (-) as chiral source , similar to the above reaction of same good results.
 
Keywords: chiral amino alcohols; Ligand; Synthesis

目  录
中文摘要 I
英文摘要 II
目录 III
1. 绪论 1
    1.1  手性......................................................  1
 1.2  手性化合物 1
 1.3  手性化合物的来源 2 
 1.4  手性氨基醇 3
 1.5  手性氨基醇的合成.............................................3
 1.6  不对称催化合成技术..........................................4
 1.7  不对称催化反映开发研究......................................5
 
 2. 实验部分 6
 2.1   仪器 6
 2.2   试剂.......................................................6
 2.3   合成路线设计...............................................6
 2.4   化合物二催化中心手性氨基醇配体的制备.......................7
 2.5   实验过程..................................................9
     2.5.5   旋光度的测定 12
3. 结果与讨论 13
 4．总结与展望 17
致谢 18
参考文献 19
附录1 21

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