Methyl 2-(Phenylsulfinyl)acetate is a synthetic equivalent of a vinyl organometallic species; undergoes addition/elimination to aldehydes to give
conjugated dienoates or 4-hydroxy (2E)-enoates.
Undergoes condensation reactions with aldehydes to form vinylic sulfoxides.1
Anion of methyl 2-phenylsulfinylacetate has been employed in the synthesis of α,β-unsaturated esters.
Anion of methyl 2-phenylsulfinylacetate undergoes facile alkylative elimination under solid-liquid phase-transfer conditions to afford ring-substituted cinnamates. Methyl 2-phenylsulfinylacetate undergoes condensation reactions with aldehydes to form vinylic sulfoxides.