Alice Canepa defeated Luciana Masante 6-2 7-5 in the Fontanafredda 25K round of 32 on clay. The upset overturned the form book — Luciana Masante came in leading the head-to-head 1–0. Alice Canepa claimed a first win over Luciana Masante in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-10-02 | Girona 25K | SF | clay | Luciana Masante | 2-4 4-2 4-5(3) 5-3 4-1 |