双功能有机催化剂催化Michael加成反应研究进展  

ADVANCES IN MICHAEL ADDITION REACTION CATALYZED BY BIFUNCTIONAL ORGANOCATALYST

作　　者：孙南[1] 孟琳[1] 

机构地区：[1]山东师范大学化学化工与材料科学学院,济南250014

出　　处：《山东师范大学学报（自然科学版）》2010年第2期63-66,共4页Journal of Shandong Normal University(Natural Science)

基　　金：国家自然科学基金资助项目（20975064）

摘　　要：Michael加成反应在有机合成中是一种重要的形成碳碳键的反应．近年来，手性有机小分子催化的不对称反应被广泛深入研究．本文主要综述了近年来一系列双官能团有机催化剂在Michael加成反应中的应用，并对其活化底物进行了探讨，研究发现，硫脲可与多种基团形成双功能有机催化剂，双功能硫脲-胺催化剂可通过硫脲基团与亲电试剂形成氢键，胺部分则可通过形成氢键或烯胺两种方式活化亲核试剂，而硫脲与金鸡纳碱、二甲基氨基嘧啶、羟基等官能团形成的有机催化剂也可通过形成氢键实现对底物的双活化．The Michael reaction is one of the most important reactions forming carbon - carbon bond in organic synthesis. Recently, chiral molecule organocatalyst employed in asymmetric reactions has been widely investigated. This article summarizes the research progress of a series of bifunetional organocatalysts as well as several substrate -activation models in Michael addition reaction. Thiourea unit could form many types of bifunctional organocatalysts with a variety of functional groups. In thiourea-amine catalyst, thiourea group forms hydrogen bond with electrophile and the nucleophile is activated via forming H -bond complex or enamine intermediate with amine group. In combination with cinchona, dimethyl amino pyrimidine or hydroxyl group, dual activation of substratets can also be achieved.

关 键 词：MICHAEL加成反应 双官能团有机催化 对映选择性 

分 类 号：O64[理学—物理化学]