Choosing pistons

You don't need to reinvent the wheel here. Talk to some builders with experience building boosted small block Mopars. The kind of boost you are talking about will require a race block and race gas to last long, as it should put out well over 600 hp. Electronic EFI with methanol injection would help a lot.

Why do you want to throw so much boost at it? 7 to 10 psi would be much more street friendly and dramatically less expensive to build a motor for. What transmission are you going to run? Are you going to back half the car to fit bigger tires? Just curious.
After thought, I would like to keep the boost below 12. Car will be tubbed and springs relocated. I would like to run a 46rh trans.