On the topic of compression ratios, it's not nearly as straightforward as a 4-stroke. This explains why you don't see too much reference to "compression ratios" and instead you'll just see references to combustion chamber volume or "dome size".
You're already familiar with the Uncorrected and Corrected compression ratios (corrected is sometimes referred to as "trapped compression ratio" or "trapped volume"). But a major factor in that whole arena is the pipe effect. In the meat of the powerband, the returning pressure wave from the pipe can actually pressurize the cylinder higher than atmospheric pressure, essentially supercharging your engine in that small rpm range.
In simple terms, the pipe effect can actually get MORE than 250cc worth of fuel/air mixture into your 250cc engine.
The first questions that pop into your head are "how much more?". I don't have an easy answer for you, it depends on the strength of that returning pressure wave (which depends on your pipe dimensions), it also depends on your porting, and even your carburetor size and your reeds. I've seen people run into detonation problems without changing anything internal in the engine, but merely by changing their pipe.
In a 4-stroke, compression ratio is 95% of the equation in determining octane requirements. In a two-stroke, it's more like 60%, and the unfortunate aspect is that I don't know of any reliable method to calculate the other 40%, it's usually figured out by trial and error.