Bifunctional catalysis of Morita-Baylis-Hillman (MBH) reaction with chiral primary-tertiary diamine: A non-typical MBH catalytic pathway  

作　　者：ZHANG Long LUO SanZhong CHEN LiuJuan LI JiuYuan CHENG JinPei 

机构地区：[1]Department of Chemistry and State Key Laboratory of Elemento-Organic Chemistry,Nankai University,Tianjin 300071,China [2]Beijing National Laboratory for Molecular Sciences(BNLMS),and CAS Key Laboratory of Molecular Recognition and Function,Institute of Chemistry,Chinese Academy of Sciences,Beijing 100190,China

出　　处：《Science China Chemistry》2009年第9期1300-1308,共9页中国科学（化学英文版）

基　　金：Supported by the National Natural Science Foundation of China (Grant Nos. 20421202, 20632060 and 20702052);Ministry of Science and Technology of China (Grant No. 2008CB617501 & 2009ZX09501-018), and the Chinese Academy of Sciences

摘　　要：A simple primary-tertiary diamine has been explored as a novel catalyst for the Morita-Baylis-Hillman reaction of MVK and aryl aldehydes, and moderate to good chemical yields were obtained. Detailed mechanism study indicated that the diamine acted as a bifunctional cooperation catalyst via a bicyclic enamino-quaternary ammonium intermediate.A simple primary-tertiary diamine has been explored as a novel catalyst for the Morita-Baylis- Hillman reaction of MVK and aryl aldehydes, and moderate to good chemical yields were obtained. Detailed mechanism study indicated that the diamine acted as a bifunctional cooperation catalyst via a bicyclic enamino-quaternary ammonium intermediate.

关 键 词：Morita-Baylis-Hillman REACTION primary amine ENAMINE IMINIUM ORGANOCATALYST 

分 类 号：O643.3[理学—物理化学]