1991: Prime Wilder replaces Ruddock vs Mike Tyson

Tyson beats Wilder quicker than Ruddock. Tyson was still prime in 1991. Still had those razor sharp reflexes although he relied less on them. He also demonstrated terrific body attack, which would help wearing Wilder out.

Ruddock was stronger than Wilder, hit as hard, moved better and had a greater punch arsenal .
Apart from maybe catching Tyson a few times (and you are not gonna get rid of Tyson with one punch), I don't see Wilder bothering Tyson at all.

 

Tyson in an easier match. Ruddock could move quite well on his feet and Tyson’s height and stance made way for Ruddock’s smash and uppercuts in the pocket.

Deontay can’t move like Ruddock and he is more of a right hand at range guy, Tyson would have no issue with those.