HETERO-1,3-DIPOLAR CYCLOADDITIONS OF DITHIOLANE-ISOCYANATE IMINIUM METHYLIDES - A NOVEL ROUTE TO 1,3-OXAZOLIDINE-2-THIONES AND 1,3-OTHIAZOLIDINE-2-THIONES
Cwg. Fishwick et al., HETERO-1,3-DIPOLAR CYCLOADDITIONS OF DITHIOLANE-ISOCYANATE IMINIUM METHYLIDES - A NOVEL ROUTE TO 1,3-OXAZOLIDINE-2-THIONES AND 1,3-OTHIAZOLIDINE-2-THIONES, Tetrahedron letters, 37(5), 1996, pp. 711-714
Dithiolane- isocyanate imminium methylides which are a new type of azo
methine methylide-derived 1,3-dipole undergo efficient and regioselect
ive cycloaddition to conjugated carbonyls and thiocarbonyls to yield p
redominantly 1,3-oxazolidine- and thiazolidine-2-thiones formed from t
he initial cycloadducts via loss of thurane.