To do well:
Mike Tyson - his training never really took the other fighter's style into account anyway, it was all have YOUR style perfect and nobody can beat you.

Bernard Hopkins - He's got such a tough style and he's so crafty

James Toney - Very good defensive fighter and did extremely well putting his punches together in the leaner years

Evander Holyfield - Heart of a warrior and difficult style to fight against

Roy Jones Jr./Floyd Mayweather Jr. - they seem to be able to adapt easily during a fight

Pernell Whittaker - Defensive master, would have baffled most anybody training or no training.

Vitali Klitschko - The guy is 6'8, punches hard as hell, and is awkward as fuck, as long as he is in shape for the fight nothing else matters.

Paul Williams/Juan Manuel Lopez - Southpaw + 100(or more) punches a round is trouble for anyone.

Julio Cesar Chavez - Just a street tough fighter who would weather any storm and land his shots and win fights.

All the old school fighters would have done well because that is all they used to do, train hard and let the other fighter worry about his style. Marciano, Louis, Ali, Moore, Charles, Walcott, Robinson, Pep, LaMatta, Zale etc.

To do poorly:
Lennox Lewis - as smart as he is he seems to me to be the type of guy to plot out a chain of events/course of action to win a fight and knowing the other fighter's style would benefit that.

Wladimir Klitschko - Same as Lewis, he's smart but he has plans of attack that depend on knowing a fighter's style.

Ray Leonard - He could get suckered into brawls when it didn't suit him and if he knew that before hand his skill was such that he wouldn't have allowed himself to get off track like that, I think taking away his knowledge of a fighter's style only hurts him.

Miguel Cotto - As much as I love the guy when he goes in careless and wreckless he is a piss poor fighter who has no defense.

I think most of your modern Boxer/Punchers fall into this category because they don't know when to sit down on their punches or when the other fighter is dangerous.