Tyson is fast, I think Bruce Lee was faster. Both of them in their prime without gloves or a ref, I think Lee will take out Tyson. I think it would come down to reach and speed.
Reach was never really a problem for Bruce though. He always managed to find a way to even the advantage the reach gives.
I realize the clips above are from movies, thus choreographed, but the strategy remains the same. When fighting Abdul-Jabar, he takes a few stabs at fighting him straight, but Abdul-Jabar's reach is too advantageous. What does he do? Puts him on the ground so he can't move around so quickly or far. And that ends up being how he wins the fight.
Lee's concept was to adapt his style to fit his opponent. It's why he created his own form - Jeet Kune Do (Way of the Intercepting Fist). He felt that all forms of martial art were useful, but had flaws as well. He took what was useful from each one and combined them in whatever way suited a particular situation. He caught flack from a lot of old-schoolers for doing it, too - most felt their particular discipline should be revered and used exclusively.
The pagoda scenes in "Game of Death" illustrate perfectly. Each level up, he fights someone of a different discipline using the same model. Spar a bit, evaluate their rhythym and technique, and then use a tactic that exploits all their weaknesses.
If the two men (Tyson and Lee) fought in their prime, I have no doubt Tyson wouldn't even know what hit him.
And reading back I suddenly and unexpectedly realize what a fangirl I am for Bruce Lee.
