Difluorination ability of F-TEDA-BF4 in the transannular cyclization of bicyclo[3.3.1]nonane dienes in monoglyme

The interaction of 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (F-TEDA-BF₄) with 3,7-bismethylenebicyclo[3.3.1]nonane and its derivatives in monoglyme results in the transannular cyclization of the dienes to form 1-fluoro-3-fluoroalkyladamantanes.