The Addition of Lithium Salts of O-Alkyloximes to Aldehydes: Synthesis of β-Keto O-Alkyloximes

Article abstract of DOI:10.1055/s-1990-26920

Addition of lithium salts of oxime O-ethers to aldehydes affords the thermodynamically unfavored β-hydroxy (Z)-O-alkyloximes.Oxidation of the hydroxy function with chromium trioxide/pyridine complex gives the β-keto O-alkyloximes.Facile alkylation of the 1,3-dicarbonyl analogs is possible via their sodium or lithium salts.