| Abstract: | Unsaturated and Halogenated γ-Hydroxysulfones: Syntheses and Reactivities α,β-Unsaturated γ-hydroxysulfones 2 and β-bromo-γ-hydroxysulfones 4 are prepared from the corresponding keto derivatives by reduction with dimethylaminoborane. Addition of p-toluenethiol to the double bond of 2 takes place in the position β to that of the sulfonyl group. With bases an isomerisation of 2 to γ-ketosulfones 10 is observed. With primary or secondary amines Mannich bases are formed. β-Bromo-γ-hydroxysulfones 4 are cleaved by bases to yield 2 . |
