Divergent amine-catalyzed [4 + 2] annulation of Morita-Baylis-Hillman allylic acetates with electron-deficient alkenes.
An amine-catalyzed [4 + 2] annulation of Morita-Baylis-Hillman allylic acetates 2 with electron-deficient alkenes or diazenes has been developed for efficient syntheses of highly functionalized cyclohexenes, tetrahydropyridazines, and important spirocycles. This reaction unveils a new reactivity pattern of the intensely studied allylic compounds 2 acting as a C(4) synthon in Lewis base catalyzed annulation reactions and also showcases divergent catalysis between tertiary amines and phosphines.
The State Key Laboratory of Elemento-Organic Chemistry and Department of Chemistry, Nankai University, 94 Weijin Road, Tianjin 300071, P. R. China.
Silong
S
Xu
Rongshun
R
Chen
Zifeng
Z
Qin
Guiping
G
Wu
Zhengjie
Z
He