摘要CDC反应研究是在杂原子导向下在杂原子α位引入新的官能团。N原子α位的官能团化是CDC反应的侧重点，对于O原子α位官能团化的报道较少，这可能是因为N原子的惰性相较于O原子更强。考虑到中间体的稳定性，其进一步的衍生和生物活性，因此发展醚氧原子α位官能团化具有更大意义。51930

在醛的参与下，环苄基醚的对映选择氧化偶联已经得到较好发展。各种各样的苄基醚被转换为相对应的有着高选择性的氧杂环衍生物。除了醛之外的其他亲核试剂参与的这种偶联反应应用也被探索。

烯醛经不对称还原得到手性的醛衍生物的反应在医药领域有着重要的意义，有着较好的应用前景。该路线为一些具有医用价值的不对称化合物的合成提供了可能性。其中，不对称氢化还原制备手性化合物的方法由于其高效、环境友好的优点一直是不对称研究领域的热点。

毕业论文关键词：DDQ;C—H官能团化;CDC;不对称反应

Abstract

The research of CDC reaction is guiding a new functional group to the αposition of the heteroatom by the effect of heteroatom. Most of the CDC reactions is the functional group research about the nitrogen atom，but there is not much functionalization of Csp3-H bond of ether oxygen atom，this reason might be the property of oxygen atoms, the stability of the intermediates, much further limitations of derivative products and the less active compounds, which are compared with the nitrogen atom. Therefore developing the functionalization of the ether oxygen alpha has greater significance.

The enantioselective oxidative coupling of cyclic benzylic ether with the help of the aldehydes has been developed a lot. A lot of benzylic ethers have been changed as the corresponding oxygen heterocycles. Besides aldehydes, other nucleophiles take part in the coupling reaction, which has been explored all the time.

The preparation of chiral aldehyde derivatives through the unsaturated aldehyde has great significance and better prospects. Synthetic route will offer the possibility of the synthesis about a series of asymmetric compounds having medical value. Asymmetric hydrogenation preparing chiral compounds has always been the focus of the asymmetry, because of its high efficiency and environmentally friendly advantages.

Keyword：DDQ;  C-H functionalization;  CDC;  asymmetric reaction

目    录

1.引言 5

1.1异色满直接官能团化反应 5

1.1.1 DDQ作为脱氢试剂来引入官能团 5

1.1.2金属试剂与氧化剂共同作用来实现官能团化 6

1.1.3异色满官能团化条件优化 6

1.2不对称反应 7

1.2.1不对称反应的背景 7

1.2.2不对称催化氢化反应 7

1.2.3异色满和醛的不对称反应 8

2.实验部分 11

2.1 实验仪器与试剂 11

2.1.1 实验仪器 11

2.1.2 实验试剂 11

2.2 实验反应 11

2.2.1实验计划合成路线 11

2.2.2底物的制备 11

2.2.3自旋消体的制备 12

2.2.4手性物质的制备方法一 13

2.2.5 手性物质的制备方法二 共轭烯醛不对称催化氢化:http://www.youerw.com/huaxue/lunwen_55728.html