Leonardo Kirche defeated Martin Vilarrubi 6-4 6-2 in the Brazil F15 round of 16 on clay. The upset overturned the form book — Martin Vilarrubi came in leading the head-to-head 1–0. Leonardo Kirche claimed a first win over Martin Vilarrubi in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-05-29 | Brazil F3 | QF | clay | Martin Vilarrubi | 7-6(6) 7-6(6) |