Conclusions
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1.
In the cyclopropanation of mono- and polyolefins by diazomethane in the presence of palladium compounds, strained intracyclic and terminal double bonds are initially cyclopropanated with high selectivity.
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2.
The cyclopropanation of olefins proceeds through a step involving the reaction of diazomethane with a Π-olefinic complex of zero-valent palladium formed upon the reduction of the palladium compounds introduced as the catalyst by diazomethane.
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A partial report on the results of this work was given at the Twelfth Mendeleev Congress on General and Applied Chemistry in Baku [1]. For communication 1, see [2].
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 582–588, March, 1984.
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Tomilov, Y.V., Bordakov, V.G., Dolgii, I.E. et al. Reaction of diazoalkanes with unsaturated compounds. Communication 2. Cyclopropanation of olefins by diazomethane in the presence of palladium compounds. Russ Chem Bull 33, 533–538 (1984). https://doi.org/10.1007/BF00995691
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DOI: https://doi.org/10.1007/BF00995691