Generation and Trapping of α,α'-Dioxosulfines from 1,4-Oxathiine-S-Oxides

Article abstract of DOI:10.1016/0040-4039(95)00947-B

The 1,4-oxathiine-S-oxides 6 when heated at 60 deg C in CHCl3 undergo a retro Diels-Alder reaction with generation of α,α'-dioxosulfine 8.This reactive intermediate can be trapped by electron rich dienophiles as well as by dienes.In both cases the cycloaddition reactions show interesting stereoselective features.