The chemistry of. alpha.-silyl carbonyl compounds. 11. Reaction of. alpha.-silyl esters with grignard reagents: a synthesis of. beta.-keto silanes and ketones. …

…, D Hernandez, I Montes de Lopez-Cepero…

Index: Larson, Gerald L.; Hernandez, David; Lopez-Cepero, Ingrid Montes de; Torres, Luz E. Journal of Organic Chemistry, 1985 , vol. 50, # 25 p. 5260 - 5267

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Citation Number: 22

Abstract

A variety of a-diphenylmethylsilyl esters have been prepared and reacted with Grignard reagents. The reaction is relatively slow in refluxing THF and can be controlled to allow the addition of 1 equiv of the Grignard reagent, providing the corresponding@ keto silane. Protiodesilylation of the &keto silane results in the overall conversion of an ester to a ketone. This ester to ketone methodology has been applied to a two-step synthesis of the ...