So yeah, first of all I was pretty sure the Lisa parallel interface and the IBM parallel interface weren't pin-compatible - but the concept should still be the same, yeah?
Absolutely, but just be aware that the pins for D0-D7 would need moving.
As for the why part of things... Eventually, I'd like to show CMUCC up in a friendly way and hey, always wanted to learn assembly. But I find myself as more of a hardware purist in the demoscene camp and I'd like to see something using just what the Lisa has, nothing (too much) more - the LisaDAC never made it to market as far as I'm aware, and while CMUCC's LisaAdlib is impressive in either case I wouldn't want to make people have to get super specialized hardware just to run a single demo. I feel like using a parallel port DAC like the Covox would be an acceptable compromise as you really can't get any simpler than a bunch of resistors and a 3.5mm audio jack hung off the parallel port, no? Although what would be really impressive would be to implement something like MONOTONE over the Lisa's built-in speaker...
You can buy a LisaDAC from John Woodall right now. There's a kit on ebay, or likely on his website, so yes, it very much made it to market.
I don't disagree with hanging a resistor ladder off a parallel port at all.
The 6504 came into my mind here because even if the 68000 can do more instructions per clock than a 4.77MHz 8088, the Lisa is still darned slow. So why not find a way to blast your own program into the 6504 to offload some work from the 68000?
Well, this is the part I disagree with somewhat. Not that it's not possible to use the 6504, but rather that it's a long and complicated road to do that. The 68000 at 5MHz is actually not running that fast because it actually takes 8 cycles for each memory access, so the maximum throughput is 5,000,000/8=625,000 memory ops/second. Now, that's still way faster than what's needed to produce sound, even at the highest bitrate of 48kbps, and since the 6504 is extremely limited on resources, you're going to have to do a lot of hardware hacking for no good reason.
It's true that most stock Lisas have only a single parallel port, but this isn't that big of a limitation to require a dual parallel port card, or boot off floppy, etc.
If you're going to go through the trouble of attaching extra devices to the 6504's bus, you might as well either a) not do that, or b) create an expansion slot card instead.
You could easily either tie into a VIA timer to drive a resistor ladder you'd hang off a parallel port, or use the VTIR as a synchronization IRQ, or just time things very carefully in 68000 code, as an example.
You could even take an ESP or arduino and attach it to a serial port such as serial B, and, drive that serial port at 38400 or 224Kbps (LocalTalk), and then use that MCU as a serial to parallel converter to drive the DAC if you don't want to attach to a parallel port.
Or, you could take Tom's Aphid, for example, and extend it with a new magic block that would output to the DAC instead of read/write to the SDXC card, and then also use the rest of the Aphid to boot your demo off of, and then you could have a very long demo. Or you could add a bit more hardware and have the Aphid itself play back the music samples directly from the SDXC while the Lisa draws on the screen.
The possibilities are pretty endless, so why limit yourself to the 6504?
I'm not trying to detract you from doing this, or doing anything you want with a Lisa. I'm trying to point out that there's a lot simpler ways of achieving it that won't require you to do very complicated things. The LisaDAC is an option because it exists, you could buy one right now (it seems currently it's a solder it yourself kit, but that should be fine), and a few people, myself included, own one.
Further, it would be interesting to see what you do with it, whether it's a self contain OS-less demo, or if you would do something really cool like write sound drivers for the LisaDAC for Lisa Office System, for example.