On the rise: Get to know rising tennis star Denis Shapovalov

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In a glimpse of the future, 20-year-old Zverev - a four-time victor on the ATP Tour this season - needed three match points to see off Shapovalov and earn a showdown with Roger Federer in a repeat of the Halle decider, which the latter won in straight sets.

The teenager's quixotic bid looked doomed in the third set tiebreaker when he fell 3-0 behind but the world number 143 refused to buckle and only coughed up one more point in the decider.

"All the guys he's played up to, he takes it to them", said Laurendeau, who coaches Shapovalov and serves as Canada's Davis Cup captain.

Unseeded Argentine Diego Schwartzman posted a unusual 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.

Second seed Federer, who turned 36 on Tuesday, is playing his first tournament since his latest Wimbledon success and won 6-4 6-4 in 68 minutes. "Obviously I didn't expect it".

"Like the media was putting it, it was a dream week for me", said Shapovalov. I mean, tactically, technically, physically he's improved. "Just continue to work towards his goal, which is being top 100, top 50, top 10 and, one day, contend for a Grand Slam".

2016 was undoubtedly Shapovalov's finest year in the ITF juniors circuit as he won the Wimbledon's Boys' Singles title by defeating Australian Alex De Minaur in the final despite dropping the first set.

Zverev stretched his match winning run to nine.

After losing the opening set, Shapovalov stormed back to take the second 6-4.

"It's a bit surreal to be able to, start to finish, last that long, produce quality tennis and go toe-to-toe with a legend like that", said Laurendeau.

"How he's handled the February incident from the beginning was very impressive from anybody, even a veteran and a mature man, to face the consequences of what happened", said Laurendeau. A victory would give Federer, now ranked third in the world, one of the top two seeds at the U.S. Open that begins August 28 in NY.

Schwartzman saved four match points to upset third-seeded Dominic Thiem in the second round. "Next week (in Cincinnati), different conditions, different courts, so it's tournament by tournament".

In doubles semifinals, seventh-seeded Rohan Bopanna of India and Ivan Dodig of Croatia defeated sixth-seeded Raven Klaasen of the Netherlands and Rajeev Ram of the United States 4-6, 7-6 (8), 11-9; and fifth-seeded Pierre-Hugues Herbert and Nicolas Mahut of France downed eighth-seeded Oliver Marach of Austria and Mate Pavic of Croatia 7-5, 6-3.