Organic letters

Highly efficient synthesis of terminal alkenes from ketones

H Lebel, D Guay, V Paquet, K Huard

Index: Lebel, Helene; Guay, Danielle; Paquet, Valerie; Huard, Kim Organic Letters, 2004 , vol. 6, # 18 p. 3047 - 3050

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Citation Number: 61

Abstract

The rhodium (I)-catalyzed methylenation of ketones using trimethylsilyldiazomethane proceeds to give the corresponding alkenes in good yields (60-97%). The use of an excess of 2-propanol and 1, 4-dioxane as a solvent were instrumental to obtain the desired alkenes in high yields. Superior results were achieved with the rhodium (I)-catalyzed methylenation in comparison with the standard Wittig reaction.