Transition-metal-catalyzed reactions of diazo compounds. 1. Cyclopropanation of double bonds

…, AF Noels, N Petiniot, P Teyssie

Index: Anciaux, Andre J.; Hubert, Andre J.; Noels, Alfred F.; Petiniot, N.; Teyssie, Philippe Journal of Organic Chemistry, 1980 , vol. 45, # 4 p. 695 - 702

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Citation Number: 275

Abstract

Rhodium (I1) and palladium (I1) carboxylates are efficient catalysts for the cyclopropanation of olefins by diazo eaters. Intramolecular competitions within diolefins and intermolecular competitions between pairs of monoolefins showed quite different cyclopropanation selectivities with the above-mentioned metal derivatives. Rhodium essentially promotes a carbenoid mechanism involving an electrophilic attack of uncomplexed olefins, while a ...