Year: 1980
Type: article
Abstract: By varying the solvent, reaction temperature, and bases (i.e., 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 possible cytochalasin synthesis.The alkylated products may be readily converted into the corresponding α-keto acids or methyl 2,2-bismethoxycarboxylates.
Source: Canadian Journal of Chemistry
DOI: 10.1139/v80-110
Authors: Gordon S. Bates, S. Ramaswamy
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: bronze
OpenAlex ID: W2008681886