Carlos Castellanos defeated Sergi Duran 2-6 6-4 6-3 in the Spain 5 Masters 2 round of 16 on clay. The upset overturned the form book — Sergi Duran came in leading the head-to-head 1–0. Carlos Castellanos claimed a first win over Sergi Duran in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-05-08 | Spain 5 Masters 3 | SF | clay | Sergi Duran | 6-3 6-4 |