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Distinct reactivity of Morita–Baylis–Hillman acetates as a novel C2 component in amine-catalyzed [2 + 2 + 2] and [2 + 4] annulations†
Rongshun Chen,Silong Xu,Liyi Wang,Yuhai Tang,Zhengjie He
Chemical Communications Pub Date : 03/14/2013 00:00:00 , DOI:10.1039/C3CC41419A
Abstract

Amine-catalyzed [2 + 2 + 2] and [2 + 4] annulations of Morita–Baylis–Hillman (MBH) acetates with cyano activated alkenes and 1,3-azadienes have been developed to provide cyclohexanes and tetrahydropyridines. In the annulations, MBH acetates serve as a novel C2 component with an inactive homoallylic methyl involved in the bond formation.

Graphical abstract: Distinct reactivity of Morita–Baylis–Hillman acetates as a novel C2 component in amine-catalyzed [2 + 2 + 2] and [2 + 4] annulations
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