Montreal’s Félix Auger-Aliassime defeated France’s Gilles Simon 7-5, 6-4 on Thursday in the Round of 16 at the Stuttgart Open in Stuttgart, Germany.
Auger-Aliassime relied heavily on his serve, firing 15 aces to Simon’s three on the grass court.
It was the first time Auger-Aliassime and Simon had ever played each other.
The 18-year-old Canadian will take on Germany’s Dustin Brown in the quarter-finals on Friday.
Brown, a qualifier for the tournament, upset top-seeded Alexander Zverev 6-4, 6-7 (3), 6-3 earlier Thursday.
Brown was playing just his second tour-level match of the year but hit a number of spectacular winners to beat the fifth-ranked Zverev and record his first win against a top-10 opponent since 2017.
Earlier Thursday, Denis Shapovalov of Richmond Hill, Ont., and India’s Rohan Bopanna defeated France’s Lucas Pouille and Jo-Wilfried Tsonga 6-4, 6-3, in men’s doubles action.
Milos Raonic of Thornhill, Ont., will face Hungary’s Marton Fucsovics in the ATP Tour event’s quarter-final on Friday.