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

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 bicycli...

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Veröffentlicht in:	Science China. Chemistry 2009-09, Vol.52 (9), p.1300-1308
Hauptverfasser:	Zhang, Long, Luo, SanZhong, Chen, LiuJuan, Li, JiuYuan, Cheng, JinPei
Format:	Artikel
Sprache:	eng
Schlagworte:	Aldehydes amine Catalysis Catalysts Chemistry Chemistry and Materials Science Chemistry/Food Science Diamines enamine iminium Morita-Baylis-Hillman organocatalyst primary reaction
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Zusammenfassung:	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.
ISSN:	1674-7291 1006-9291 1869-1870 1862-2771
DOI:	10.1007/s11426-009-0180-2