Ligand Exchange Reaction of Sulfoxides in Organic Synthesis: A New Method for Generation of Magnesium Enolates of α-Chloro Carboxylic Acids and Their Derivatives

Article abstract of DOI:10.1016/S0040-4039(00)77606-4

Treatment of α-chloro α-sulfinyl carboxylic acid derivatives with EtMgBr in THF at low temperature gave magnesium enolates of the α-chloro carboxylic acid derivatives.The enolates reacted with ketones and aldehydes to afford aldol compounds (or α,β-epoxy acids) in good yields. +"--"+ Key Words: sulfoxide, ligand exchange, magnesium enolate, aldol reaction, Darzen's reaction