Cyclopropanes are formed from methyl α-chloro-propionate and methacrylonitrile using ButOCu·PBu3n or NaH, via organocopper or organosodium intermediates; a counterion effect on the cis/trans stereo-chemistry of cyclopropane formation is observed.
T. Tsuda, F. Ohoi, S. Ito and T. Saegusa, J. Chem. Soc., Chem. Commun., 1975, 327 DOI: 10.1039/C39750000327
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