【作者】 丁振华；

【导师】 张雅文；

【作者基本信息】 苏州大学 ， 有机化学， 2009， 硕士

【摘要】 动态动力学拆分是从外消旋的底物制备光学纯化合物的有效方法,从理论上讲可以获得定量的产率和接近100%的ee值,近年来引起了化学工作者的广泛关注。不对称氢转移反应是选择性地还原醛、酮及亚胺等化合物的重要方法之一,条件温和,操作简便。文献已有一些通过不对称氢转移反应来实现动态动力学拆分的报道。本论文中,我们在有关不对称氢转移反应诱导动态动力学拆分文献综述的基础上,设计合成了一系列β-羰基砜,对其进行不对称氢转移反应,实现了动态动力学拆分。1.以较高收率地合成了一系列β-羰基砜,均通过核磁的鉴定。2.利用[RuCl(p-cymene)](S,S)-TsDPEN为催化剂,HCOOH : Et3N = 5 : 2为氢源,不对称氢转移动态动力学拆分一系列β-羰基砜,以高产率、高dr值和ee值合成了相应的手性β-羟基砜。更多还原

【Abstract】 Dynamic kinetic resolution (DKR) is an efficient method to obtain optically pure compounds from racemic substrates. Recently, increasing attention has been given to the discovery of DKR reactions, which can, theoretically, result in quantitative yield with enantiomeric excess (ee) approaching 100%. A few examples about DKRs have been reported via asymmetric transfer hydrogenation. After consulting a lot of literatures, this dissertation, we describe the design and synthesis of a series ofβ–keto sulfones, and the realization of DKR of these substrates via asymmetric transfer hydrogenation reaction.1. The synthesis of a series ofβ–keto sulfones with good yield. All products was well confirmed with data of 1H NMR.2. Dynamic kinetic resolution of a series ofβ–keto sulfones was achieved by their asymmetric transfer hydrogenation using HCOOH : Et3N = 5 : 2 as the hydrogen source and (S,S)-TsDPEN based Ru (II) catalyst, providing the corresponding chiralβ–hydroxyl sulfones with good yield, high dr and ee.更多还原