Holger Rune defeated Botic van de Zandschulp in the BMW Open final for the second straight year but had to do things the hard way this time.

The top seed in 2023, Rune won his first career title at this event last year, albeit only after Van de Zandschulp retired from the final with chest pains.

It was "probably the worst way to win a final", Rune said back then, so Sunday's 6-3 1-6 7-6 (7-3) victory would have felt especially sweet.

Van de Zandschulp's only career final appearances have been in Munich, meaning he is still waiting for a first title. That wait should have ended here.

Rune took the opening set, breaking immediately, but the fourth seed roared back in the second to tee up a decider.

Momentum was with Van de Zandschulp, who broke twice and forged a pair of match points.

Both were squandered, however, and Rune recovered to tie the set, then did so again when Van de Zandschulp broke into the lead once more and created two more match points.

That meant a tie-break, in which Rune swiftly gained control and held off the giant Dutchman for a hard-earned win.

Carlos Alcaraz raced through to the Barcelona Open final as the defending champion set up a final showdown with Stefanos Tsitsipas.

With his 20th birthday approaching on May 5, world number two Alcaraz will have the chance on Sunday to land his ninth ATP title as a teenager.

Alcaraz crushed the hopes of first-time Barcelona semi-finalist Dan Evans, racing to a 6-2 6-2 victory over a player who was seeking to become the first British finalist at this tournament.

Earlier, Tsitsipas, who had not dropped serve en route to the semi-finals, had to dig deep for a 6-4 5-7 6-3 victory against Lorenzo Musetti, the Italian who beat Novak Djokovic in Monte Carlo last week.

Greek star Tsitsipas bizarrely has a 0-9 record in finals at ATP 500 level, the tier at which this tournament sits, despite having won two of his six title matches in elite ATP 1000 events.

Alcaraz will start as a firm favourite in the final. He holds a 3-0 career head-to-head lead over Tsitsipas from their past meetings, including a three-set win in the Barcelona quarter-finals last year.

That was a stormy encounter, with Alcaraz taking exception to almost being hit by a shot from Tsitsipas at the end of the opening set, so the rematch could be one to savour.

"It's so special to play a final here in Barcelona, a tournament I love playing," Alcaraz said on Prime Video. "I came to watch this tournament when I was very, very young, and I played for this club when I was 12, 11. I love this club, I love this tournament, and it's so special to have the chance to lift the trophy here again.

"Last year [against Tsitsipas] we had a spicy match, but I know he's a really nice guy off the court."

At the BMW Open in Munich, it was much the same story on Saturday.

Defending champion Holger Rune, another 19-year-old with a birthday approaching, in his case on April 29, earned another shot at the title.

Rune set up a Sunday showdown against Botic van de Zandschulp, in what will be a repeat of last year's final.

A resilient Rune lived up to his top seeding by ending Christopher O'Connell's fine run, which included a win against Alexander Zverev at the last-16 stage.

The 6-3 6-2 outcome masked the fact Rune saved eight break points as unseeded world number 82 O'Connell threatened to make it a tighter contest on the scoreboard than it turned out to be.

Van de Zandschulp then scored a fine win in the second semi-final as the Dutch fourth seed got the better of American second seed Taylor Fritz, winning 6-4 7-6 (7-2) 

Last year's trophy match ended in disappointment when Van de Zandschulp retired due to chest pains during the first set, with Rune saying it was "probably the worst way to win a final".

Rune has three ATP titles to his name, with 27-year-old Van de Zandschulp yet to lift a singles trophy.

World number nine Andrey Rublev comfortably beat qualifier Laslo Djere 6-4 6-3 to secure his place in the second round of the Astana Open.

The fifth seed found a crucial break of serve when leading the opener 5-4 to take the first set in Kazakhstan, before winning the next three games to put himself in the ascendancy in the second.

And despite a desperate last stand to stay in the match from Djere, Rublev held serve three times with relative ease to finish off his Serbian opponent.

Eighth seed Felix Auger-Aliassime served 14 aces to Roberto Bautista-Agut's two in their first-round match, but it was the Spaniard who advanced with a 6-4 7-6 (8-6) success.

Meanwhile, world number 10 Hubert Hurkacz overcame Francisco Cerundolo in straight sets.

Adrian Mannarino, the runner-up in Astana in 2020, came from a set down to beat Stan Wawrinka – playing as a wildcard – 1-6 6-2 6-3, and qualifier Zhizhen Zhang romped to victory with a superb third set to seal a 4-6 6-4 6-1 comeback win of his own over Aslan Karatsev.

At the Tokyo Open, fourth seed Frances Tiafoe cruised into the second round with a 6-3 6-4 triumph over Yasutaka Uchiyama, one of three Japanese players who crashed out at the first-round stage of their home tournament.

Uchiyama's countrymen Taro Daniel and Shintaro Mochizuki also tasted defeat at the hands of Bernabe Zapata Miralles and Brandon Nakashima, respectively.

Novak Djokovic cruised past Pablo Andujar to reach the quarter-finals of the Tel Aviv Open on Thursday, showing no signs of rustiness on his first Tour-level outing since July.

Djokovic had not featured in an ATP-level match since his final victory over Nick Kyrgios at Wimbledon, having been forced to miss the US Open due to his COVID-19 vaccination status.

But the Serbian needed little time to find his feet in Israel, winning the first seven games of the match and breaking the Spaniard's serve four times en route to a 6-0 6-3 victory.

Speaking on court afterwards, Djokovic said: "Fantastic atmosphere here tonight, thank you very much. I like the court, it's very intimate and it's very loud. 

"The crowd here is very passionate about the sport, about tennis and I'm really, really happy to be here and to perform here in front of you, so thank you for your support."

The 21-time grand slam winner will face Canada's Vasek Pospisil in the last eight after he beat home hopeful Edan Leshem 6-3 6-2.

Two of Djokovic's fellow seeds fared less well, however, with Diego Schwartzman and Botic van de Zandschulp both being ousted after three-set contests.

Third seed Schwartzman failed to capitalise on a third-set match point in his 6-3 2-6 7-6 (9-7) loss to Arthur Rinderknech, while Britain's Liam Broady teed up a clash with Marin Cilic by beating Van de Zandschulp 6-4 4-6 6-3.

The Sofia Open also saw a couple of seeds fall to surprise defeats on Thursday, although Jannik Sinner avoided any drama in his 6-3 6-4 win over Nuno Borges.

Sinner now has a perfect 10-0 record at the event, which he won in both 2020 and 2021, and will face Australia's Aleksandar Vukic for a place in the final four.

Holger Rune also progressed to the last eight, though he was forced to rally after losing the opener against Lorenzo Sonego, but Pablo Carreno Busta and Oscar Otte were both dumped out.

Second seed Carreno Busta fell to a 6-3 3-6 6-2 reverse against Switzerland's Marc-Andrea Huesler, who will face Poland's Kamil Majchrzak in the quarter-finals after he came back to beat Otte 4-6 6-2 6-4.

Holger Rune saw off a spirited challenge from Tim van Rijthoven to progress to the second round of the Sofia Open on Tuesday, while a pair of seeds suffered surprise exits at the Tel Aviv Open.

Rune – the fifth seed for the tournament in Bulgaria – required two tie-breaks to clinch victory in his first meeting with Van Rijthoven on the ATP Tour, eventually claiming a 7-6 (7-2) 7-6 (8-6) win.

After the match, Rune expressed his relief at avoiding a third set, saying: "I didn't want to go to three sets. If it [had happened], I was going to fight for sure and try to take it in three, but I'm very happy to finish in two."

Meanwhile, eighth seed Oscar Otte beat Dragos Nicolae Madaras 6-3 6-2, and Portugal's Nuno Borges overcame Mirza Basic in three sets to tee up a meeting with defending champion and top seed Jannik Sinner.

In Tel Aviv, seeds Aslan Karatsev and Tallon Griekspoor fell at the first hurdle with three-set reverses to Tomas Martin Etcheverry and Vasek Pospisil, respectively. 

Etcheverry rallied after Karatsev took a second-set tie-break in comprehensive fashion to post a 6-2 6-7 (0-7) 6-4 win, while lucky loser Pospisil stunned Griekspoor for a 4-6 7-6 (7-3) 7-5 triumph.

Fifth seed Botic van de Zandschulp fared better, however, dispatching Joao Sousa 6-2 6-3 after producing a top-class display of serving.

The Dutchman will meet Britain's Liam Broady in the next round after he recorded a straight-sets win over Hamad Medjedovic.

It will be an all-unseeded final at the Winston-Salem Open after Adrian Mannarino eliminated Botic van de Zandschulp 6-0 6-4 in the semi-final.

Van de Zandschulp, the tournament's second seed, was the last seeded entrant remaining in the draw.

In a dominant first set, Mannarino won 80 per cent (12-of-15) of his service points to not allow his Dutch opponent any openings, and he took advantage of some sloppy play.

Van de Zandschulp committed four double faults and 16 unforced errors in the opening set, while Mannarino had no double faults and only one unforced error as the 34-year-old played a veteran's game and allowed his opponent to beat himself.

Overall, Van de Zandschulp committed 20 more unforced errors and five more double faults in the loss.

Mannarino will play Serbia's Laslo Djere in the final, with a chance to win his second career ATP Tour title. His sole title came at the Netherlands' Rosmalen Championships back in 2019. He has a career record of 1-9 in finals.

Djere made it through after yet another grinding affair, defeating Switzerland's Marc-Andrea Huesler 7-6 (7-3) 7-6 (7-5) in two hours and 20 minutes.

All five of his wins this week have required over two hours of court time, with this being his first straight sets result.

In a match that saw each player secure one break of serve, Djere was just slightly better throughout, winning 52 per cent (98-of-189) of the total points, while building a 37-24 advantage in the winners category and serving 10 aces to Huesler's four.

Botic van de Zandschulp is the only seeded player remaining at the Winston-Salem Open, advancing to the semi-final after winning a pair of tiebreakers against Benjamin Bonzi 7-6 (8-6) 7-6 (7-1).

Van de Zandschulp, the second seed, is yet to lose a set in the tournament after straight sets wins against Tallon Griekspoor and Jaume Munar, and he used his dominant serve to get the job done against France's Bonzi.

The Dutchman had 15 aces while Bonzi had three, and he posted 50 winners to Bonzi's 24 in a terrific exhibition of power tennis.

Van de Zandschulp, 26, will face Adrian Mannarino in the semi-final as the 34-year-old seeks his second career ATP Tour title, beating Maxime Cressy 6-4 7-6 (7-3).

Fourth seed Cressy was Mannarino's third consecutive seeded scalp, having also defeated ninth seed Emil Ruusuvuori and eighth seed Albert Ramos-Vinolas to make it this far.

Cressy's 10 double faults and 26 unforced errors shot himself in the foot, as the veteran Mannarino played a clean match, posting two double faults and eight unforced errors.

Serbia's Laslo Djere has taken the scenic route to the semi-final, winning his fourth three-set match of the week as he edged past Richard Gasquet 6-4 3-6 7-6 (8-6) in two hours and 43 minutes.

It comes after a three-hour-11-minute marathon against Jason Kubler in the previous round, and a two-hour-50-minute war of attrition against Joao Sousa prior to that.

Djere will hope to have some more gas in the tank when he meets Switzerland's Marc-Andrea Huesler in the semi-final after he upset 13th seed Jack Draper 6-4 6-4.

Top overall seed at the Winston Salem Open, Grigor Dimitrov, won the first set of his opening match against Dominic Thiem 6-0 before being forced to retire due to illness symptoms while trailing 4-2 in the second.

The first set was total domination from the Bulgarian, winning 80 per cent (12-of-15) of the points against Thiem's serve as he breezed through the opening frame in 25 minutes, but after experiencing dizziness and shortness of breath in the second set, he decided to pull the plug on his match after a visit from the doctor.

Thiem will play England's Jack Draper in the next round after he was too strong down the stretch for Italy's Fabio Fognini, winning 6-2 4-6 6-1.

Meanwhile, it was relatively smoother sailing for second second Botic van de Zandschulp in his all-Dutch matchup against Tallon Griekspoor, converting both of his two break point opportunities to win 7-6 (7-5) 6-3.

Earlier in the day, in-form Belarusian and 11th seed Ilya Ivashka used his powerful serve to overwhelm Germany's Peter Gojowczyk 6-4 6-2. 

Ivashka will meet Switzerland's Marc-Andrea Huesler next after the world number 102 passed a stiff test against Sweden's Mikael Ymer, with his 6-4 6-4 win likely elevating him into the top-100 when the next rankings are released.

Richard Gasquet at 36 years young upset 20-year-old Italian Lorenzo Musetti 7-6 (7-5) 4-6 6-1, and he will play Steve Johnson next after the big American defeated Spain's Pedro Martinez 7-6 (7-2) 6-2.

Serbia's Laslo Djere needed almost three hours to get the better of Portugal's Joao Sousa 4-6 6-3 7-6 (7-5), and Djere will play Australia's Jason Kubler after he handled South Korea's Kwon Soon-woo 7-5 6-2.

The other two Aussies in action were less successful, as John Millman fell 6-4 6-4 to Spain's Albert Ramos-Vinolas, and James Duckworth went down 6-3 6-3 against Maxime Cressy.

Finland's rising star Emil Ruusuvuori was disappointing in his 6-4 6-1 loss to France's Adrian Mannarino, and fellow Frenchman Benjamin Bonzi also got the job done against England's Kyle Edmund 6-4 7-6 (7-5).

In the late session, 15th seed Jaume Munar defeated Tseng Chun-hsin 6-3 6-4, and in the last match of the night, Lorenzo Sonego beat Alejandro Tabilo 7-5 6-1.

Alejandro Davidovich Fokina sprung a surprise in the first round of the Hamburg European Open as he knocked out fifth seed Botic van de Zandschulp.

Van de Zandschulp reached the round of 16 at Wimbledon before losing Rafael Nadal, and he was undone by another Spaniard on the clay in Germany.

Davidovich Fokina broke Van de Zandschulp's serve six times en route to a 6-4 6-4 victory.

He will next face qualifier Jozef Kovalik, who also progressed on Monday alongside Slovakian compatriot Alex Molcan.

Lorenzo Musetti prevailed in three sets against Dusan Lajovic, while Karen Khachanov went the distance in beating Jan-Lennard Struff.

There was a shock at the Swiss Open Gstaad as home wild card Alexander Ritschard knocked out eighth seed Joao Sousa in straight sets.

Fifth seed Pedro Martinez beat fellow Spaniard Carlos Taberner, while there were also wins for Federico Delbonis and Jiri Lehecka.

Rafael Nadal spoke about how he is fighting against his physical decline after defeating Botic van de Zandschulp 6-4 6-2 7-6 (8-6) to advance to the Wimbledon quarter-final.

It was Nadal's second consecutive straight sets win after dropping a set to both Ricardis Berankis and Francisco Cerundolo in his first two rounds.

After not competing at Wimbledon since reaching the semi-final in 2019, Nadal is back as he tries to keep his dreams of a calendar slam alive, having won the Australian Open and the French Open already this year.

Speaking to the media after his fourth-round win, the Spaniard declined to give detail about his injuries, saying he is "healthy enough to keep going".

"I am a little bit tired of talking about my body," he said. "It's not that I don't want to answer the question, but at the same time, sometimes I am tired of myself, and all the issues I'm having.

"I'd prefer to not talk about it now – I'm sorry for that – but I am in the middle of the tournament, and I have to keep going. 

"All respect to the rest of my opponents, I am just trying my best every single day, and for the moment I am healthy enough to keep going, and to fight for the things that I want."

He added: "I think I made a big effort to be here.

"It takes a lot of mental and physical effort to try to play this tournament after the things I went through the last couple of months.

"But as everybody knows, Wimbledon is a tournament that I like so much, and it's been three years without playing here. I really wanted to be back, and that's what I'm doing, so that's why it means so much to be in the quarter-finals."

Nadal did not want to get into a discussion about his physical struggles, but it was unavoidable when he was asked about how his grass-court play has evolved over the years.

"I won here in 2008, and I played the final in 2006 and 2007," he said. "So I have to say that during that period of time there were a lot of things I did well [on grass courts].

"At very early stages of my career I was able to play very well on this surface too, but of course I am running less than before, that is obvious.

"When I am losing things, in terms of physical performance, you need to add things to keep being competitive. That's what I did all my career, try to add things to my game, and improve things I need to still be competitive after losing some physical capacities, and other things you lose during your career.

"At the same time, one of the things I'm more proud of is the way I've been able to adjust and accept the challenges in terms of physical issues, and to be able to always find a way to be competitive and improve my game."

Looking forward to his quarter-final clash with American Taylor Fritz – who defeated Nadal in the final of the Indian Wells Masters back in March – the legend said he was in too much pain during that contest to learn any lessons.

"Honestly, what I learned out at our last match was zero, because I had a stress fracture in my rib," he said. "That made it difficult to learn many things, because honestly the pain was terrible playing that match. 

"He's playing at a very, very high level, having a great season, winning matches everywhere, and you can see it. He won the tournament last week – the week before Wimbledon – and now the quarter-finals, winning already in a Masters 1000, he's in a very high position in the race already."

He added: "At the same time, we're in a quarter-final, so you can't expect an easy opponent."

Rafael Nadal will face Taylor Fritz in the quarter-finals at Wimbledon after marking his 350th grand slam match with a win over Botic van de Zandschulp.

Nadal is in the hunt for a clean sweep of the majors this season and the two-time Wimbledon champion remained on course with Monday's victory, though he ultimately needed a third-set tie-break to get the job done 6-4 6-2 7-6 (8-6).

The 36-year-old's wobble lasted the whole third set, with Nadal squandering the chance to serve out the victory before he gave up three match points.

But Nadal would not let a fourth opportunity slip from his grasp, and Fritz, who beat Jason Kubler in straight sets, is next up.

The American won his last meeting with Nadal, defeating the great Spaniard in the Indian Wells Masters earlier this season.

Nadal set the tone by forcing Van de Zandschulp to salvage two break points in the Dutchman's first service game.

Set one went Nadal's way with under 45 minutes played when he claimed the match's first break, and Van de Zandschulp was swiftly 2-0 down at the start of the second, which the Spaniard went on to dominate.

The 22-time grand slam champion endured a wobble at the start of the third when he squandered a 40-0 lead on his own serve.

Nadal struck straight back, and a second break followed when the world number four reeled off an exquisite, cushioned cross-court winner.

Yet Van de Zandschulp was handed a reprieve, with a double fault and some sloppy shots seeing Nadal fail to serve out the win.

Nadal seemed to have the edge in the tie-break when he came out on top in a wicked rally, yet he saw three match points escape before, finally, an overhit Van de Zandschulp volley sent him into an eighth Wimbledon quarter-final.

Data slam: Another milestone up for Nadal

Nadal has now played in 350 singles matches at grand slam events, becoming just the third man to do so in the Open Era, behind fellow greats Novak Djokovic (378) and Roger Federer (429).

He has won his first 18 grand slam matches in 2022. In the Open Era, only Djokovic (last year) and Rod Laver (1969) have won more matches at the majors from the start of the season. ​

WINNERS/UNFORCED ERRORS
Nadal – 29/17
Van de Zandschulp – 31/34

ACES/DOUBLE FAULTS
Nadal – 9/2
Van de Zandschulp – 11/7

BREAK POINTS WON
Nadal – 5/11
Van de Zandschulp – 2/4

Ryan Peniston stunned French Open quarter-finalist Holger Rune at the Eastbourne International to continue his strong form on the grass.

Peniston beat world number five Casper Ruud as he reached the quarter-finals at the Queen's Club Championships last week, and followed that up by recovering from a set down against Rune to reach Eastbourne's last 16 in impressive fashion.

After wrapping up a 4-6 7-6 (7-5) 6-1 win, the 26-year-old told the home crowd: "I'm very happy with that. A tough start but I managed to fight, thanks to you guys.

"Since Queen's it has been madness. A couple of weeks ago was a lot different and things have changed, but I'm loving it."

Rune, who was twice two points from victory in an enthralling contest, was jeered by spectators after hitting a ball out of court and kicking his towel bin after being broken in the third set.

Peniston will face Pedro Martinez in the next round after he benefited from fellow Spaniard Alejandro Davidovich Fokina being forced to retire at one set apiece, while Ugo Humbert fell to a 6-7 (2-7) 6-3 6-4 reverse against Brazil's Thiago Monteiro.

Lorenzo Sonego posted a 4-6 7-6 (7-5) 7-6 (7-1) win over James Duckworth, while Tommy Paul recovered from a set down to beat Francisco Cerundolo and home favourite Dan Evans overcame Adrian Mannarino 6-4 6-3.

The seeds in action at the Mallorca Open endured mixed fortunes as Sebastian Baez cruised past Jordan Thompson in straight sets, but Botic van de Zandschulp was beaten by Marcos Giron.

The Dutchman succumbed to a 6-7 (6-8) 6-4 7-6 (7-2) defeat, while Germany's Daniel Altmaier beat Dusan Lajovic 7-5 7-6 (7-2).

Nick Kyrgios set up an enticing last-16 meeting with fifth seed Roberto Bautista Agut by knocking out Serbia's Laslo Djere in a marathon three-set contest, recovering to win 5-7 7-6 (7-1) 7-6 (7-1).

Daniil Medvedev set up a Halle Open final meeting with Hubert Hurkacz, overcoming home favourite Oscar Otte to reach his second grass-court final in as many weeks.

The world number one was forced to save a set point in a tight opener before rallying in a tie-break and sailing through the second set in a 7-6 (7-3) 6-3 win. 

Despite falling to a shock defeat to Tim van Rijthoven in 's-Hertogenbosch last week, Medvedev is now 14-2 on grass since a first-round exit at Halle last year, and was delighted to make up for 2021's performance on one of his favoured surfaces. 

"I didn't play well in Halle last year, so I'm happy that this year I managed to raise my level," he said after the win.

"As I've always said, I love playing on grass, so I'm happy to show to myself that I'm capable of being in the final of one of the greatest tournaments, especially on grass, and of course I'm looking forward to tomorrow."

Standing between Medvedev and the second grass-court title of his career is Hurkacz, who required two tie-breaks to edge a thrilling contest with Nick Kyrgios, winning 4-6 7-6 (7-2) 7-6 (7-4).

Elsewhere, last year's Wimbledon runner-up Matteo Berrettini remains on course for back-to-back titles at the Queen's Club Championships after a straight-sets win over Botic van de Zandschulp in the final four.

Berrettini overcame a rain stoppage to secure his eighth consecutive victory, securing a 6-4 6-3 win, and delighted after triumphing in challenging conditions.

"It was a really tough match. We stopped for the rain. I had a lot of chances. It was windy again and really tough to play, but I definitely think it was the best match of the week, so I am really happy and looking forward to the final," the Italian said. 

Berrettini will face world number 48 Filip Krajinovic in Sunday's final, after the Serb cruised past 2014 US Open champion Marin Cilic 6-3 6-3.

Daniil Medvedev ended his wait for a first win over Roberto Bautista Agut at the Halle Open as his impressive start to the grass-court season continued.

The world number one, who reached the final at 's-Hertogenbosch last week only to suffer a shock defeat to Tim van Rijthoven, had not beaten Bautista Agut in three previous matches.

But his duck against the Spaniard is over following a 6-2 6-4 win, which set up a semi-final meeting with Oscar Otte after the German saw off Karen Khachanov in three sets.

"I remember all the matches we had… He was playing some [great] tennis and it was tough for me to win," Medvedev said of his previous meetings with Bautista Agut. 

"Today I had my plan, managed to keep it going. Definitely got more edge on the most important points, because he had more break points than me. It was not easy, and I'm happy to win."

Hubert Hurkacz, a Wimbledon semi-finalist last year, is also into the last four after edging Felix Auger-Aliassime in two tie-breaks and will face Nick Kyrgios, who beat Paulo Carreno Busta in straight sets.

Elsewhere, Matteo Berrettini was victorious at the Stuttgart Open and is on course to go back-to-back at the Queen's Club Championships after seeing off Tommy Paul 6-4 6-2 to progress to the semi-finals.

Botic van de Zandschlup is his next opponent, the Dutchman overcoming Alejandro Davidovich Fokina 6-2 6-4.

Meanwhile, Filip Krajinovic had to come from a set down to end Briton Ryan Peniston's run at the quarter-final stage, with his reward a meeting with former US Open champion Marin Cilic, a straight-sets victor over Emil Ruusuvori.

A spirited fightback from Nick Kyrgios saw the Australian beat second seed Stefanos Tsitsipas in the Halle Open on Wednesday.

Kyrgios suffered a disappointing semi-final defeat to Andy Murray in Stuttgart last week, but looked greatly improved against Tsitsipas as he recovered from a set down to win 5-7 6-2 6-4.

It was the second serve of both men where Kyrgios shone, winning 76 per cent (28 of 37) of points on his second serve, and 58 per cent (23 of 40) on his opponent's.

"Stef is one of the best players in the world at the moment and he's going to have some amazing results and I'm sure many, many grand slams," Kyrgios said following his win.

"I don't know if I can say the same for me, but I'm happy to still be able to produce this level with the tournaments I play. It is a testament to how hard I do work when I'm not playing."

He will face Pablo Carreno Busta in the quarter-finals after the Spanish sixth seed beat Sebastian Korda 6-4 0-6 6-3.

Elsewhere, Hubert Hurkacz will face Felix Auger-Aliassime in the last eight after defeating Ugo Humbert 7-6 (7-5) 6-3, while the Canadian also won in straight sets against Mackenzie McDonald 7-6 (9-7) 6-1.

The one remaining first round match saw number one seed Daniil Medvedev beat David Goffin 6-3 6-2 to set up a second round clash with Ilya Ivashka.

At the Queen's Club Championships, sixth seed Denis Shapovalov was eliminated by Tommy Paul 6-4 2-6 6-4, with the American now scheduled to face Stanislas Wawrinka in the second round.

It means that six of the eight seeds in west London were knocked out in the first round, with Matteo Berrettini and Marin Cilic the only remaining seeds. The latter sealed his place in the quarter-finals on Wednesday with a 7-6 (8-6) 7-5 win over Alexander Bublik.

Cilic will play Finland's Emil Ruusuvuori in the last eight after he beat home favourite Jack Draper 6-2 7-6 (7-2).

The best contest of the day came between Alejandro Davidovich Fokina and Alex de Minaur, with the former coming from behind to win 4-6 6-4 7-5 to set up a quarter-final with Botic van de Zandschulp, who beat Grigor Dimitrov 7-6 (7-5) 6-3.