Osaka's quest for major No. 4 begins with a brutal opening round against Pavlyuchenkova.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Australian Open ATP
|
1/16 | Daniil Medvedev |
3-6
3-6 6-4 6-3 0-6 |
| 2021 |
Australian Open ATP
|
1/32 | Filip Krajinovic |
6-2
5-7 6-1 6-4 |
| 2021 |
Australian Open ATP
|
1/64 | Filip Krajinovic |
7-6
6-3 4-6 6-2 |
| 2020 |
Rolex Paris Masters
|
1/32 | Feliciano Lopez |
6-7
1-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Qatar Total Open
|
1/8 | Petra Kvitova |
1-6
3-6 |
| 2021 |
Qatar Total Open
|
1/16 | Anastasia Pavlyuchenkova |
2-6
3-6 |
| 2021 |
Phillip Island Trophy
|
1/8 | Daria Kasatkina |
2-6
6-1 6-4 |
| 2021 |
Phillip Island Trophy
|
1/16 | Anastasia Pavlyuchenkova |
7-5
4-6 2-6 |
| 2021 |
Australian Open WTA
|
1/64 | Naomi Osaka |
1-6
2-6 |
