Calkins I have no idea what your goals are or if you are truly dreaming;
Ok, dream along with me...
Twin 1953-5 Triumph Tiger 650s, running in A/VG. Bored, stroked, carbed, ported, cammed, blah, blah, blah...
Is it worth it now? With such a small engine size, would the extra weight make the idea not worth it? I haven't looked yet, but I would think that you should be able to get 750cc-900cc out of each.
Is vintage gas your challenge?
Do you just want answers that will never be used?
Do you really want some speed for your financial investment?
Do you want to use up a bunch of the existing Triumph parts?
Denis Manning gave up on English twins about 30 years ago.
Contemplate what Bob Leppan did in the '60's.
If you want a good ride with less complications, go to the wrecked bike shop, buy several 600 cc Honda, Kawasaki or Suzuki engines and leave them alone. Make your build around them and concentrate on your chassis. You will get more bang for your buck. If u ever decide to turbo them there is more equipment available than the Triumphs could ever tolerate.
Before the Manning, Akatiff and Wheeler skirmish developed, Don Vesco told me, "there are production engines available that have a warranty on them" that would raise the 318 record. Keep it simple and have fun.
Bored, stroked, carbed, ported, cammed, blah, blah, blah...
Todays stockers from a salvage yard will outrun all that expense and probably one of those engines will out perform vintage twins. Besides, with a single engine you don't have to contemplate syncro between two engines.
But on the other hand, you can attract many pipe smoking, grey beard stroking men that will talk all day about their Limey bikes they had in 1955
Where the h e l l did you get the LSD?.
FREUD