111189-00-5Relevant academic research and scientific papers
Studies on the Stereochemistry in the Alkylation of Enolate Ion of Cyclic β-Keto Ester with Sulfonium Salts Containing Optically Active Alkyl Groups
Kobayashi, Michio,Umemura, Kazuyuki,Matsuyama, Haruo
, p. 327 - 328 (1987)
Alkylation of cyclic β-keto ester with racemic sulfonium salts containing optically active alkyl groups such as (S)-2-octyl and (S)-2-butyl was found to afford C-alkylated products with inversion of configuration at asymmetric alkyl carbon atom.Stereochemical reaction course via formation of S-O sulfurane intermediate and succesive stereoselective intramolecular alkyl migration to enolate is described.
