Abstract
Cadmium carbenoid was prepared from diethylcadmium and gem-diiodoalkane and its reactions were investigated. Reaction of olefins with diethylcadmium and methylene iodide gave cyclopropanes in good yield by a stereospecific cis addition. Olefin, diethylcadmium and ethylidene iodide afforded Me substituted cyclopropane, in which the anti isomer was predominant contrary to the case of the corresponding reaction with diethylzinc. Phenylsubstituted cyclopropane was obtained from the reaction of olefin with diethylcadmium and benzal iodide. The reaction was found to favour the syn isomer but less than the corresponding reaction with diethylzinc. Phenylpropadienes were obtained from phenylacetylenes, diethylcadmium and gem-diiodoalkane. On the other hand, in the corresponding reaction with diethylzinc, metallation of acetylenic compound predominated over the formation of allene.
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