Metal Salt Catalyzed Carbenoids-XV. The Synthetic And Structural Aspects Of Copper Salt Catalyzed Additions Of Bis-methoxycarbonyl Carbene To Olefins
Experimental and structural details are presented for the addition of bis-methoxycarbonyl carbene to a number of olefins employing homogeneous and heterogeneous catalyzed decompositions of dimethyl diazomalonate by copper and silver salts. The cyclopropanations are stereospecific and are accompanied by appreciable amounts of allylic C-H insertion products which could formally be derived from allylic radical or ionic intermediates. Cyclopropanation with cis 2-heptene proceeds 5.20 times as fast as with the trans isomer and cyclohexene reacts 4.90 times faster than 1-methyl cyclohexene when the catalyst is iodo(trimethyl phosphite)copper(I). © 1976.
D. S. Wulfman et al., "Metal Salt Catalyzed Carbenoids-XV. The Synthetic And Structural Aspects Of Copper Salt Catalyzed Additions Of Bis-methoxycarbonyl Carbene To Olefins," Tetrahedron, vol. 32, no. 11, pp. 1257 - 1265, Elsevier, Jan 1976.
The definitive version is available at https://doi.org/10.1016/0040-4020(76)80080-4
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01 Jan 1976