Mike Tyson was set to have boxing match with MMA heavyweight in 2006.

http://www.headkicklegend.com/2010/12/14/1875303/mike-tyson-had-a-pride-contract-was-to-fight-crocop-and-fedor Mike Tyson had apparently a contract with PRIDE to fight the unbeatable russian, Fedor Emelianenko in a boxing match at a PRIDE event in late 2006 early 2007. Fedor Emelianenko at the time the best fighter on the planet, having never lost a fight, with over a 10 year career. Also Fedor was outweighed by every single one of his opponents and Fedor dismantled every single one of them in dominant fashion. Fedor went 31-0 including a first round knock out over a boxer trained by FREDDIE ROACH (Andrei Arlovski). That same guy, Andrei Arlovski, even beat Fres Oquendo in a boxing match. Fedor is also world champion Sambo and is the #1 Sambo practitioner in the world. Oscar De La Hoya, who had been to Fedor's fights before mentioned that Fedor's ability to avoid punches was like that of Mohammed Ali. To the oddmakers, Fedor would have been the 3 to 1 favorite against Tyson in a boxing match and a 16 to 1 favorite in an MMA fight. Quote about the match, You could match Fedor up with any other fighter, any other boxer in ANY form of combat and I would lay money on Fedor to win the fight, hands down. FOR THOSE WHO DON'T KNOW FEDOR,