摘要本文通过两种不同路线合成了一些新型膦配体，路线一先通过 L-缬氨酸和氢化 铝锂还有四氢呋喃先合成 L-缬氨酸衍生的氨基膦和三乙胺还有二氯甲烷以及二碳酸 二叔丁酯发生取代反应来合成（1）- [ 1 -（羟甲基）-甲基丙基]氨基甲酸叔酯。然后 用（1）- [ 1 -（羟甲基）-甲基丙基]氨基甲酸叔酯通过吡啶还有对甲苯磺酰氯在零下 35 摄氏度的情况下发生取代反应取代羟基上的氢来合成（1）-甲基- [ [ [ [（4-甲 基苯基）磺酰基]氧基]甲基]丙基]氨基甲酸叔酯。然后用（1）-甲基- [ [ [ [（4- 甲基苯基）磺酰基]氧基]甲基]丙基]氨基甲酸叔酯通过和二苯基膦钾和四氢呋喃在零

下 35 摄氏度的情况下发生取代反应生成-[ 1 - [（二苯基膦基）甲基] -甲基丙基] 氨基甲酸酯。然后用上面得到的[ 1 - [（二苯基膦基）甲基] -甲基丙基]氨基甲酸 酯和三氟乙酸还有二氯甲烷在冰浴环境下生成 L-缬氨酸衍生的氨基膦。，然后用这 个合成的 L-缬氨酸衍生的氨基膦和 3,5-双（三氟甲基）苯甲酰氯在三乙胺，二氯甲烷， 并且是冰浴的环境下发生取代反应生成实验部分的 4-2 产物；另一种路线同样适用上 面合成的 L-缬氨酸衍生的氨基膦为原料和苯甲醛通过反应来合成实验部分的 4-39 产 物。另外还对合成的化合物进行核磁共振鉴定。82617

毕业论文关键词 手性 不对称催化反应 膦配体 新型 合成

Abstract Through two different routes (the synthesis of some new phosphine ligand, the route first by L-valine and aluminium hydride lithium and tetrahydrofuran first synthesis of L - valine derived amino phosphonic and triethylamine and methylene chloride and dimethyl carbonate Di tert butyl substitution reaction for the synthesis of (1) - [1 - (hydroxymethyl) - methyl propyl] carbamic acid TERT ester。 Then use (1) - [1 - (hydroxymethyl) - methyl propyl] - carbamic acid TERT ester by pyridine and toluene sulfonyl chloride in the minus 35 degrees Celsius occurred substitution reaction of substituted hydroxyl hydrogen to synthesize (1) - methyl - [[[[ And in 0。5MTHF potassium TERT tertiary (4-methyl phenyl) sulfonyl] oxy] methyl] propyl] carbamate ester。 Then by (1) - methyl - [[[(4-methyl phenyl) sulfonyl] oxy] methyl] propyl] carbamate ester by diphenyl phosphine solution minus 35 degrees Celsius instead of the counter should be generated - [1 - [(diphenyl phosphino) methyl] - methyl propyl] carbamate ester。 Then use the above - [1 - [(diphenyl phosphino) methyl] - methyl propyl] carbamate ester and trifluoro acetic acid dichloromethane in ice bath to generate L Valine derived amino phosphine。 And then derivatized by the  synthesis of L - valine amino phosphine and 3,5 double (trifluoromethyl) benzoyl chloride in triethylamine, methylene chloride, and is an ice bath environment under a substitution reaction to generate the experimental Part 4-2 product; another route apply equally above the synthesis of L - valine derived amino phosphonic for raw materials and benzaldehyde by reaction synthesis experiment of 4 39 products。 Also on the synthesis of compounds were nuclear magnetic resonance (NMR)。

Key words :chiral asymmetric catalytic reaction, ligand, synthesis, characterization

目录

摘要 I

Abstract II

第一章 前言 1

1。1 手性的概述 1

1。2 不对称催化概述及发展史 2

1。3 不对称烯丙基烷基化及手性配体概述及发展史 4

1。4 手性膦配体概述