Studies of the use of elemento-organic compounds of the fifteenth and sixteenth groups in organic synthesis LXXI. Reaction of α-halogeno carboxylic derivatives with carbonyl compounds promoted by tributylstibine

Article abstract of DOI:10.1016/0022-328X(89)87318-8

α,β-Unsaturated esters and amides were conveniently obtained from the trialkylstibine-promoted reaction of α-halogenocarboxylic derivatives with carbonyl compounds.In this reaction, a quaternary stibonium salt is an active intermediate that can be trapped and can undergo further reaction with the substrate.