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Reaction of diazoalkanes with unsaturated compounds. 11. Relative reactivity of olefins on catalytic cyclopropanation with diazomethane and palladium catalysts
Authors:U. M. Dzhemilev  V. A. Dokichev  S. Z. Sultanov  S. L. Khursan  O. M. Nefedov  Yu. V. Tomilov  A. B. Kostitsyn
Abstract:The relative reactivity of unsaturated compounds on catalytic cyclopropanation with diazomethane in the presence of catalysts based on Pd2+ [Pd(OAc)2, Pd(acac)2, (PPh3)2·PdCl2] has been studied using competing reactions. An interconnection was shown between the relative reactivity of the olefins and the coordinating activity of the C=C bond depending on its strain and spatial environment.For previous communication, see [1].Institute of Organic Chemistry, Urals Branch, Russian Academy of Sciences, 450054 Ufa; N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, 117913 Moscow. Translated from Izvestiya Akademii Nauk, Seriya Khimicheskaya, No. 10, pp. 2353–2361, October, 1992.
Keywords:unsaturated compounds  cyclopropanes  metal-complex catalysis  diazomethane  relative reactivity
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