Do domed KYB 399’s interfere with 302 cast heads?

None of that was telling you the cr it was telling that the 399 piston will stick out the the bore about 0.128" which is a fair amount, (which should of been enough info answer your question) for it not to hit the head you would need a gasket with a crush measurement at least 0.168" which would be about 0.040" quench. (depending on exact measurements of everything).

There's not as much loss as you think especially with a thin gasket.
Again i don’t have the measurement of the deck to lowest point in the combustion chamber to the highest point on the piston and even if I did idk if that’s where there would be interference. Those measurements don’t help it’s the shape of each that I need to know if lines up the or not