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Paper | Special issue | Vol 61, No. 1, 2003, pp.247-257
Published online, 11th August, 2003
DOI: 10.3987/COM-03-S30
Synthesis of 3-Methylenepyrrolidines by Palladium-catalyzed [3+2] Cycloaddition of Alkylidenecyclopropanes with Imines

Byoung Ho Oh, Itaru Nakamura, Shinichi Saito, and Yoshinori Yamamoto*

*Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan

Abstract

Alkylidenecyclopropanes react with N-tosylimines in toluene in the presence of a catalytic amount of Pd(PPh3)4 and triphenylphosphine oxide to afford the corresponding [3+2] cycloaddition products, pyrrolidine derivatives, in good to excellent yields.