273 piston options

I have a set of 360 heads and I’ve considered using those. I’m aware of the notching/shrouding issue but I think perhaps the increased flow capability compensates for that. The chambers are much bigger though so domes pistons and perhaps some cutting on the heads to get to a reasonable static compression.
We have E10 gasoline at 95 octane as well as E85 over here in Sweden and some stations sell 98 octane.

If you mill 360 heads .040 and .038 on the intake side of the head you can get the chambers down to 64.7 cc. I've run them on a + .040 bore 273 and it was amazing, pulled to 7K no problem. No bore notches, but I did make sure the chambers were centered on the bores with offset dowels. But in reality, I think early 273 heads flow almost as much as 360 heads with a little clean up. I second your idea of a solid flat tappet cam. The limiting factor will be the valve train, take the time to set it up as well as you can.