Sandra Kleinova defeated Angeles Montolio 7-6 6-1 in the Moscow round of 32 on hard. The upset overturned the form book — Angeles Montolio came in leading the head-to-head 4–0, but Sandra Kleinova had been the form player, winning 2 of their last 4 on hard. Sandra Kleinova claimed a first win over Angeles Montolio in five meetings, narrowing the head-to-head to 4–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-07-16 | Knokke-Heist | R32 | clay | Angeles Montolio | 6-3 6-2 |
| 2000-12-04 | Cergy Pontoise Challenger | R16 | hard | Angeles Montolio | 6-1 6-4 |
| 2000-05-01 | Bol | R32 | clay | Angeles Montolio | 6-3 6-3 |
| 2000-03-10 | Indian Wells | R128 | hard | Angeles Montolio | 6-2 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.