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Nadal upset by Canadian teenager in Montreal

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MONTREAL– Canadian teenager Denis Shapovalov upset top-seeded Rafael Nadal 3-6, 6-4, 7-6 (4) in the third round of the Rogers Cup on Thursday night.

The 18-year-old Shapovalov, from Richmond Hill, Ontario, advanced to a quarterfinal meeting Friday night with France’s Adrian Mannarino, who defeated Hyeon Chung of South Korea 6-3, 6-3.

“It’s what I dreamed of all my life growing up, playing guys like Rafa (Nadal), Roger (Federer), Andy (Murray),” Shapovalov said. “You know, my dream came true today.”

Shapovalov has taken major strides this week to reach his goal of cracking the world’s top 100 with wins over Rogerio Dutra Silva and 2009 U.S. Open champion Juan Martin Del Potro. He also halted Nadal’s bid to regain the No. 1 ranking, which the Spaniard could have achieved by reaching the semifinals.

Shapovalov battled back after Nadal cruised through the first set, then erased a 3-0 deficit in the tiebreaker for the biggest victory of his career.

Shapovalov became the youngest player to reach the tournament’s quarterfinals since Bjorn Borg in 1974. With hockey great Wayne Gretzky and Olympic swimming star Penny Oleksiak cheering for him from the seats, he also became the youngest quarterfinalist at a Masters Series tournament ever and is the youngest to beat a player ranked in the top two in the world since Nadal beat Federer in 2004 in Miami.

“He played well,” Nadal said. “He has a great potential.”

“I wish him the best. He has everything to become a great player. He played with the right determination in the important moments.”

Roger Federer overcame a weak first set to post a 4-6, 6-4, 6-2 victory over Spaniard David Ferrer in an earlier third-round match.

In Friday’s quarterfinals, the second-seeded Federer will face 12th-seeded Roberto Bautista Agut of Spain, who outlasted Frenchman Gael Monfils 4-6, 7-6 (5), 7-6 (2) on center court at Uniprix Stadium.

Unseeded Argentine Diego Schwartzman posted a strange win over American Jared Donaldson 0-6, 7-5, 7-5 to advance to a quarterfinal meeting with Robin Haase, the 52nd-ranked Dutchman who upset seventh-seeded Grigor Dimitrov of Bulgaria 7-6 (3), 4-6, 6-1.

Kevin Anderson of South Africa downed American Sam Querrey 6-4, 6-1 and will next play fourth-seeded Alexander Zverev, who ousted 16th-seeded Nick Kyrgios 6-4, 6-3.

Federer, who breezed past Canadian Peter Polansky in the second round on Wednesday, struggled in the opening set, spraying balls long, wide or into the net, but gradually rediscovered at least some of the form that has seen the 36-year-old Swiss earn two grand slam wins this year.

Federer is 17-0 in his career against the 35-year-old Ferrer, who was ranked third in the world in 2013 but is now at No.33.

Bautista Agut fought off a match point to force a tiebreaker, which the tired-looking Monfils opened with a double fault and never challenged again.

The unseeded Monfils played his third straight three-set match, including an upset win over fifth-seeded Kei Nishikori in the second round.

Schwartzman saved four match points to upset third-seeded Dominic Thiem in the second round. The win over Donaldson put him in a quarterfinal for the sixth time this year. Schwartzman’s only ATP win was on clay in Istanbul last year.

Donaldson, 20, was seeking a first career quarterfinal in a Masters Series tournament, where he is 0-13 in round of 16 matches.

Federer off to winning start in bid for 10th Halle title

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HALLE, Germany (AP) Roger Federer began his bid for a record-extending 10th Halle Open title with a 7-6 (1), 6-3 win over Australia’s John Millman on Tuesday, with defending champion Borna Coric also advancing.

Federer, who lost to Coric in last year’s final, hit nine aces and saved the only break point he faced to beat Millman in 1 hour, 17 minutes.

Federer next faces Jo-Wilfried Tsonga, who defeated French compatriot Benoit Paire 6-4, 7-5 at the grass-court tournament.

Federer already has the best grass-court record in the Open era with 18 titles, and the 37-year-old can set a personal record with his 10th at a single event in Halle.

Federer and Tsonga played only once before on grass, with the French player coming from two sets down to win at Wimbledon in 2011.

The fourth-seeded Coric defeated Spain’s Jaume Munar 7-6 (2), 6-3 and will next face Portuguese qualifier Joao Sousa in the second round.

Italy’s Matteo Berrettini, who won the Stuttgart Open on Sunday, defeated Nikoloz Basilashvili 6-4, 6-4 for a second-round meeting with compatriot Andreas Seppi.

Seppi beat Mats Moraing 6-4 (7), 6-4.

Other winners Tuesday included Roberto Bautista Agut, David Goffin, Richard Gasquet, Sergiy Stakhovsky and Jan-Lennard Struff.

Top-ranked Osaka gets 1st-round win in Birmingham on grass

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BIRMINGHAM, England (AP) A day after saying she was “not really that comfortable” playing on grass, top-ranked Naomi Osaka needed three sets to get past her first-round opponent at the Birmingham Classic on Tuesday.

Osaka lost the second set to Maria Sakkari of Greece before recovering to win 6-1, 4-6, 6-3, for only her 11th tour-level victory on grass.

“I was kind of screaming on the inside during that entire match,” Osaka said in her on-court interview. “I got lucky a little bit, I guess.”

Osaka has yet to make it past the third round at Wimbledon, which starts on July 1.

“I felt better than the two practice days,” Osaka said. “And I feel every day that I play on grass of course I’m going to learn how to play better, but for now I’m just really happy I was able to win that match.”

Osaka needs to reach the final in Birmingham to guarantee holding on to top spot in the rankings heading into Wimbledon.

“During my entire clay season, it kind of mattered and I think it showed because I was kind of stressed out the entire time,” she said. “So, now, I’m just having fun. I’m enjoying it. And I know that if I play well, then I’ll be No. 1.”

Osaka will next face Yulia Putintseva, who defeated Britain’s Harriet Dart 6-1, 6-4.

Rain washed out much of the schedule Tuesday, with second-seeded Ashleigh Barty – the newly crowned French Open champion – among those who will have to try again on Wednesday.

Julia Goerges recovered to defeat Dayana Yastremska 3-6, 6-3, 6-4 while former French Open champion Jelena Ostapenko eased past Wimbledon junior champion Iga Swiatek 6-0, 6-2 and will now face Johanna Konta.

Kristyna Pliskova of the Czech Republic set up a first tour-level meeting with her twin sister, Karolina, by defeating Viktoriya Tomova 6-3, 6-4.