To Turbo or Supercharge

Maybe so, but that's the result of tossing a sub-standard head gasket on without pre-planning for the boost, that's all. Copper & Cometic MLS gaskets can be had, as well as ARP head studs, they can easily handle the OP's goal. For supercharged example, see Steve Nitti's Duster. For turbo awesomeness, see Cameron Tilley(slant sixes gone wild on YT), & Will Burns '67 Barracuda. @Charrlie_S can give some 1st-hand pointers.
Yup seen em. And seen the carnage of tilleys engine when it spit out the front and rear mains. I know it CAN be done. I’m simply suggesting the OP make a slightly lower (realistic) target hp goal and avoid some of the headache. If he’s ready for custom pistons, one off rods, handmade sheet metal intake manifolds and the efi set up and tuning to make it happen then more power to him. Like I said I’d like to see it.