Ashutosh Singh defeated Vijay Kannan 6-3 6-4 in the India F7 round of 16 on hard. The upset overturned the form book — Vijay Kannan came in leading the head-to-head 5–0. Ashutosh Singh claimed a first win over Vijay Kannan in six meetings, narrowing the head-to-head to 5–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-08-07 | India 2 4 | R16 | hard | Vijay Kannan | 6-2 6-4 |
| 2005-05-30 | India 1 4 | R32 | hard | Vijay Kannan | 6-3 6-4 |
| 2005-04-04 | Sri Lanka F1 | R32 | clay | Vijay Kannan | 6-0 6-1 |
| 2004-09-06 | India F3 | R32 | hard | Vijay Kannan | 2-6 6-4 7-6(9) |
| 2002-08-19 | India F3 | R32 | hard | Vijay Kannan | 6-4 6-3 |