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Communication | Special issue | Vol 77, No. 1, 2009, pp.187-192
Published online, 30th June, 2008
DOI: 10.3987/COM-08-S(F)17
Triflic Imide Catalyzed [3+2] Cycloaddition of Aldimines with α,α-Dimethylallylsilane

Naoya Shindoh, Hidetoshi Tokuyama, Yoshiji Takemoto,* and Kiyosei Takasu*

*Graduate School of Pharmaceutical Sciences, Kyoto University, 46-29 Yoshida-shimoadachi-machi, Sakyo-ku, Kyoto 606-8501, Japan


Tf2NH-catalyzed [3 + 2] cycloaddition of N-aryl imines with α,α-dimethylallylsilane to give substituted pyrrolidines is described. We have found the mode of cycloaddition depends upon α-substituents of allylsilanes.