Two new C 2-symmetric benzoimidazolium tetrafluoroborates 19 and 20 were prepared from (1 S)-(+)-camphorquinone 1 in seven and eight steps, respectively. Thus, N 1-((1 S,2 R,3 S,4 R)-1,7,7-trimethyl-4′-methylenedihydro-3′ H-spiro[bicyclo[2.2.1]heptane-2,2′-furan]-3-yl)benzene-1,2-diamine 11, available in three steps from 1, was first condensed with 1 to afford amino imines 12 and 13/ 13′. [3 + 2] Cycloaddition of trimethylenemethane (TMM) to 12 or 13/ 13′ gave cycloadduct 17, which was successfully reduced to diamine 4 using NaCNBH 3. Catalytic hydrogenation of methylene groups of 4 gave the methyl analogue 18. Finally, cyclization of diamines 4 and 18 with triethyl orthoformate furnished the desired C 2-symmetric benzoimidazolium tetrafluoroborates 19 and 20, respectively. The structures were determined by NMR techniques, NOESY spectroscopy, and X-ray diffraction.