A stereoselective, two-step preparation of. alpha.-alkyl-. alpha.,. beta.-unsaturated esters

GL Larson, C Fernandez de Kaifer…

Index: Larson, Gerald L.; Fernandez de Kaifer, Carmen; Seda, Rosa; Torres, Luz E.; Ramirez, J. Roberto Journal of Organic Chemistry, 1984 , vol. 49, # 18 p. 3385 - 3386

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Citation Number: 45

Abstract

Although the use of a-silyl acetates in the preparation of a, &unsaturated esters has been known and applied for nearly a decade: the potentially very useful extension of this reaction to a-alkylated esters has not yet been reported. 6 Our finding that lithium ester enolates can be directly C-silylated with diphenylmethylchlorosilane6 suggested the possibility that esters might be directly converted in two steps to a-alkylated-a, fl-unsaturated esters 2 via the ...