Since we are running two strokes, and mix oil in the gas for fuel, we are dealing with two different and separate things.
The Octane rating is simply the temp at which it takes to ignite fuel. A high compression 4 stroke engine requires high octane fuel, or there will be pre ignition. The only reason high octane gas can provide more power is due to the higher engine compression, not more energy in the fuel.
Then you have the Cetane rating, or burn rate. This measure is typically used to rate diesel fuel. Adding more oil to the gas will lower the Octane rating, but raise the Cetane rating. Combine this with the high RPMs of a 2 stroke motor, and Octane rating becomes less relevant.
That said, I run 93 octane in my saws. It likely provides less power than 87 octane gas, but the higher octane runs cooler and will help your saw last longer. I think this is especially important when I mill.
I believe running a good 2 stroke oil at higher than 50:1 is the most important factor, and almost any fresh fuel will be OK in your saw if you do this.