A catalytic method for the preparation of polysubstituted cyclopentanes: [3+2] cycloaddition of vinylidenecyclopropanes with activated olefins catalyzed by triflic imide

The Journal of Organic Chemistry
Wei Li, Min Shi

Abstract

[3+2] Cycloadditions of vinylidenecyclopropanes (VDCPs) with electron-deficient olefins, such as methyl vinyl ketone (MVK) and acrylaldehyde, proceed smoothly in the presence of a catalytic amount of triflic imide (Tf(2)NH) to give the corresponding functionalized cyclopentanes in good to high yields.

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Citations

Jul 17, 2015·Chemical Reviews·Takahiko Akiyama, Keiji Mori
Sep 27, 2018·Chemical Reviews·Wanxiang Zhao, Jianwei Sun

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