METHYL 3-PHENYLSULFONYL ORTHOPROPIONATE: A NEW REAGENT FOR CYCLOPENTANNULATION

Article abstract of DOI:10.1016/S0040-4039(00)85143-6

The title compound 1 is readily prepared by a Pinner reaction on the adduct of phenylsulfinic acid with acrylonitrile.The anion derived from 1 adds 1,4 to enones to give specific enolates which are trapped with trimethylsilyl chloride.The resulting trimethylsilyl enol ethers cyclise smoothly to give cyclopentannulated products in good yields.