Emanuel Couto defeated Jun Kato 6-1 6-2 in the Portugal 1 Masters 3 round of 16 on clay. The upset overturned the form book — Jun Kato came in leading the head-to-head 1–0, but Emanuel Couto had been the form player, winning 4 of their last 8 on clay. Emanuel Couto claimed a first win over Jun Kato in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-06-26 | France F12 | R32 | clay | Jun Kato | 7-5 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.