Journal of the American Chemical Society

Rhodium-catalyzed methylenation of aldehydes

H Lebel, V Paquet

Index: Lebel, Helene; Paquet, Valerie Journal of the American Chemical Society, 2004 , vol. 126, # 1 p. 320 - 328

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Citation Number: 79

Abstract

The rhodium-catalyzed methylenation of aldehydes using trimethylsilyldiazomethane and triphenylphosphine produces a variety of terminal alkenes in excellent yields. These mild and nonbasic reaction conditions allow the conversion of enolizable substrates (keto aldehydes and nonracemic α-substituted aldehydes) to terminal alkenes without epimerization. Optimization of the reaction conditions led to the conclusion that a variety of ...