Canadian journal of chemistry

A new efficient synthesis of α-methyl-β-ketoesters through an Eschenmoser sulfide reaction

C Bellec, O Gaurat

Index: Bellec, Christian; Gaurat, Olivier Canadian Journal of Chemistry, 2004 , vol. 82, # 8 p. 1289 - 1293

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Citation Number: 2

Abstract

Various α-methyl-β-ketoesters were readily synthesized through Eschenmoser condensation of thioamides with a commercially available bromoester. β-Enaminoesters were easily prepared through this sulfide contraction reaction and were hydrolysed to afford the corresponding β-ketoesters in moderate to good yields. Key words: α-alkylated-β- ketoesters, Eschenmoser, β-enaminoesters.