Well, first of all, it all depends on the circumstances. Number 1, if it were only Kuroko in a one on one with NO other help from his team, then IN NO WAY IN FREAKING HELL WILL KUROKO WIN. But, if we look at the latest chapter (Chapter 232) of the Kuroko no Basket manga, then we can officially say that, since ~SPOILER~
Kagami enters the zone in the beginning of the match, which he also managed to beat Aomine, the Ace of the Generation of Miracles, with (when he was also in the zone) AND with the help of KUROKO!!! So I believe that YES, WITH the help of Kagami and his team, THEY CAN BEAT AKASHI!!!!!!!
I hope that this is clear enough for wewe people 'cause I have a feeling that this is zaidi like a rant, therefore being VERY confusing!!