Hmm, I'm unconvinced, I've tried with CO2 a couple of times and it doesn't seem any more effective than a good pump. At least, I've only ever tried to use it after a pump's failed, and CO2's also failed, so I've ended up using the compressor (as a matter of bloodymindedness I don't like to use the compressor, it feels like cheating)
If you're struggling, and you're using a proper tubeless rim not pissing about with ghetto or rim strips, try sticking in a tube and inflating til the bead seats, then carefully unhook the tyre round one side only, and remove the tube, and fit the valve- at all times keeping the tyre seated round the other side. This way, you have half as much tyre to fit effectively.