Iodofluorination of Alkenes Using Bis(sym-collidine)iodine(I) Tetrafluoroborate

Article abstract of DOI:10.1055/s-1987-27999

I(+)(Collidine)2BF4(-) in dichloromethane has been found to be a convenient reagent for regio- and stereospecific conversion of a variety of cycloalkenes to vicinal trans-iodofluorocycloalkanes.With bicyclo<2.2.1>heptene and bicyclo<2.2.1>heptadiene, only tricyclic products were obtained.Application of the title reagent to certain glycal esters provides a new method for stereoselective synthesis of trans-diaxial iodopyranosyl fluorides.