Actually, the four expansion teams that came into the league (Heat, Hornets, Magic, T-Wolves) were excluded from the lottery their first year.
I do agree with you about Wilson, though. Guys didn't really start doing the one and one or HS thing until about 1995.
I think that Wilson leads the Illini to the Elite 8 (in this timeline, they are the 2-seed in the West in 1987 with Benji instead of Iowa) before losing to UNLV. Then, the next year, they get the 1-seed in the Midwest instead of Purdue, and they go all the way. Benji and Nick Anderson (HS teammates) both come out together, and they are drafted by the Clippers in the first round in 88 (Wilson first overall, Anderson sixth overall).