Journal of Organic Chemistry 2008-09-05

Transition-metal-catalyzed chemoselective methylenation of dicarbonyl substrates.

Hélène Lebel, Michaël Davi, Grzegorz T Stokłosa

Index: J. Org. Chem. 73(17) , 6828-30, (2008)

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Abstract

Rhodium- and copper-catalyzed methylenation reactions with trimethylsilyldiazomethane, triphenylphosphine, and 2-propanol were used to react chemoselectively with aldehydes, alkoxymethylketones, and trifluoromethylketones in substrates also containing a less reactive carbonyl group. Terminal alkenes were obtained in high yields, and no protecting group was necessary in the methylenation process.