This thread is an interesting one as it recognises that we can attempt to make DIY improvements to our machines. Nonetheless, we shouldn't lose sight of the fact that the OEM concept apparently still does achieve some measure of cooling, specifically in the instance of the twin cylinder engines.
The S1 to S3 single cylinder cowling is only a close fit on the fan side as it reaches the head, presumably speeding up the velocity of the forced air in that area. That said, the original remit was for cooling a cast iron cylinder (poor heat transmission) as well as the alloy head (much better heat shedding)
The two stroke engine does use the cylinder head as a heat sink, but many of us do not take advantage of that principal by having a practicable squish. However, the cylinder is hottest around the exhaust port area. Current Group Four racers scoop air onto the hottest side of the cylinder but also have cylinder heads with vertical fins. That system works well as there are no obstructions to the throughput of air, as with the toolbox/air filter box in place. They also use Avgas, which runs cooler than petrol, the trade-off being less power.
I imagine that in a scenario where I was building a really powerful, yet civilised air cooled engine with little compromise in terms of cash & ideas, then scooping air would be a serious consideration augmented by a thermostatically controlled fan of some kind pulling air over the top end whilst sat in traffic etc. The hot air would then be routed out toward the back, or through the dummy GP louvres(!)
All 'ducting' would be in alloy, glass fibre or Kevlar.
Dream on.....
