I haven't personally done a forced induction on a 2 stroke, but I spent 10 years doing supercharger and turbocharger rebuilding. I rebuilt them for all kinds of motors, yes, some were 2 strokes. They were mostly motorcycle racers, but a couple were for outboard boat engines.
Here's some info from what I've heard and read about it.
Basically, the key is port timing and volumetric efficiency. You just have to watch out for too much overlap in the port openings, similar to using a cam that is too long on a 4-stroke. And you need to achieve a higher than 100% volumetric efficiency. If your engine is highly "ported" for peak power there is more of a problem. Two strokes respond very well to porting combined with the proper sized expansion chamber and the result is a poor-man's supercharger, without one. A mild engine will have a better chance of having mild port timing in it and a narrower rpm band. Volumetric efficiencies much greater than 100% can be achieved in narrow rpm bands
Turbocharging a 2 stroke doesn't destroy all exhaust resonances, you have to place the turbo after the expansion chamber. And match the turbine and housing carefully against the resonances in the pipe.
The supercharger is a bit simpler than a turbo since all you need to do is modify the intake system, rather than a complete setup with exhaust, waste gate, etc. And you still need to make a system to drive off the crank or clutch basket. The biggest thing here is, you have to have control over the pressure difference in the engine though. If the exhaust backpressure would get close to the boost,it would run on exhausts and quickly melt the piston.
N2O simply adds it's own fuel and oxygen to make extra HP. Doesn't matter if the motor is 2 stroke or 4, it works the same.
That's probably not what you call excrutiating detail, but it's all I've got. I haven't worked in that field for over 10+ years.