Canadian Journal of Chemistry

Dianions of glyoxylic acid thioketals: conventent α-keto acid equivalents

GS Bates, S Ramaswamy

Index: Bates, Gordon S.; Ramaswamy, S. Canadian Journal of Chemistry, 1980 , vol. 58, p. 716 - 722

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Citation Number: 23

Abstract

By varying the solvent, reaction temperature, and bases (ie, gegenions present), optimum conditions for the alkylation of the dianions of glyoxylic acid derivatives 8 and 9 were established. It was found that the easily prepared, thermally stable, tetrahydrofuran-soluble potassium dianion of bis (ethylthio) acetic acid was readily alkylated by alkyl halides, tosylates, epoxides, and N-tosyl aziridines. The latter alkylation is being used to develop a ...