Two strokes don't boost very well unless it uses valves like detroit diesel, in which case the boost is necessary to function.
The topic of a tuned expansion chamber for the p85 has been thoroughly discussed and the consensus was that the stock clutch cannot take the abuse, and would require a whole new bottom end to make one that does.
I do think the idea of a fan driven off a jackshaft has some merit. It wouldn't require too much work beyond the mounting of the jackshaft and the fan. The biggest problem would be making a chamber to accurately direct the air to the cylinder without causing trouble with regular air cooling.
Jayraye has tested an air scoop and I think the idea has real legs if made to funnel a larger area.
Aerodynamics is largely ignored in motorized bike communities for raw power. I've heard that aerodynamic drag becomes significant above 25kph when it comes to human power.
Professional cyclists are chasing marginal weight and aero savings because even the best of the best can't put out more than a half horse consistently. It's easy to spoof measuring tools but some pros are supposedly able to put down 2 hp for very very brief periods.
If you can comfortably get a low position through a lot of trial and error in changing things like stem length, seat position up and down, fore and aft, and handle bars, the savings are immediately noticable. I'm not recommending adopting a fully horizontal position but going from a fully upright position to a comfy place in the middle will be easier than modifying the engine.
I think the easy changes should be tried first before going for the extreme margins.