Palladium-Catalyzed Strain-Enabled [2π + 2σ] Cycloadditions of Vinyl Bicyclo[1.1.0]butanes with Methyleneindolinones
Lan Zheng1, Yu-Min Yang1, Zhi-Ping Liu1
1Guangxi Key Laboratory of Natural Polymer Chemistry and Physics, Nanning Normal University, Nanning 530001, P. R. China.
Abstract:
A palladium-catalyzed [2π + 2σ] cycloaddition of vinyl bicyclo[1.1.0]butanes with methyleneindolinones has been developed. The reaction enables the construction of spirobicyclo[2.1.1]hexanes bearing an all-carbon quaternary center in moderate to good yields with excellent diastereoselectivities. This method features a broad substrate scope with good functional group compatibility. The practical utility of this protocol was further demonstrated by gram-scale synthesis and postsynthetic transformations of desired product.
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