World number 16 Roberto Bautista Agut crashed out in the second round as the other favourites for the Generali Open battled through.

Bautista Agut lost the first set to Spanish compatriot Pablo Martinez in Kitzbuhel, Austria, and could not complete a comeback despite forcing a decider as he lost 6-4 6-7 (5-7) 7-5.

Top seed Casper Ruud, who won last week in Gstaad to claim his third ATP Tour crown of 2021 and fourth in total, came from 4-2 down in the first set to win 7-5 5-7 6-4 against Mario Vilella Martinez.

Third seed Filip Krajinovic survived a second-set scare to beat Carlos Taberner 6-3 2-6 6-4.

Arthur Rinderknech, who dispatched of fifth seed Federico Delbonis on Tuesday, awaits Krajinovic in the next round.

The other clash on Wednesday saw Sweden's Mikael Ymer cruise past home favourite Alexander Erler 6-2 6-3 to secure a quarter-final berth.

Ymer will now face the thankless task of challenging 22-year-old Ruud for a spot in the semi-finals.

Roberto Bautista Agut crashed out to Arthur Rinderknech in the second round of the Swiss Open Gstaad on Wednesday, while fifth seed Federico Delbonis also failed to progress.

Rinderknech, who is ranked exactly 100th in the world, picked up the biggest win of his career in style as he dispatched of second seed Agut with a comfortable 6-2 6-4 victory

In another upset, world number 155 Hugo Gaston laid down an early marker with a first-set demolition of Delbonis, who lost out to eventual winner Pablo Carreno Busta in the Hamburg European Open semi-finals last week, before he triumphed in three sets, 6-0 6-7 (2-7) 7-6 (7-3).

Fourth seed Cristian Garin cruised past Marc Polmans 6-3 6-0 to wrap the match up in less than an hour and seal his fifth ATP quarter-final of 2021.

Another semi-finalist in Hamburg, Laslo Djere survived a second-set scare to eliminate Zizou Bergs with a 6-2 4-6 6-2 win, which sets up a last-eight tie with Rinderknech.

At the Croatia Open in Umag, fourth seed Richard Gasquet battled past qualifier Alessandro Giannessi to secure a 7-6 (7-4) 6-4 victory.

Top seed Albert Ramos-Vinolas also progressed, winning 7-5 6-4 to eliminate Duje Ajdukovic on his home turf.

Dominic Thiem surged to an emphatic victory on his return to the ATP Tour at the Madrid Open.

US Open champion and two-time Madrid Open runner-up Thiem was playing his first match in nearly two months on Tuesday, having taken a break to recharge.

But it did not take him long to get back into the groove, the third seed easing through his second-round match with American qualifier Marcos Giron 6-1 6-3 at the ATP 1000 event.

"I was uncertain how things will be going. The game worked out very well in the past days of practice, but I was always practising on the outside courts which are faster, which are smaller, so I was just not sure how it was going to be in the match," Thiem said.

"But there were some things which I think made [the match] a little bit easier after such a long time, especially the conditions in Madrid, which are great for me.

"Then [I have] amazing memories on this court, where I already played probably some of the best matches of my career. I think that's why things worked out quite well tonight."

Next for Thiem in the last 16 is Alex de Minaur, who was leading 6-2 3-0 when Lloyd Harris retired from their match.

It was a largely strong day for the seeded players in the Spanish capital, home hope and ninth seed Roberto Bautista Agut beating Marco Cecchinato 6-2 6-7 (3-7) 7-5 in a first-round clash.

Andrey Rublev – the sixth seed – came from a set down to beat Tommy Paul 6-7 (5-7) 6-3 6-4 and eighth-seeded Italian Matteo Berrettini joins him in the last 16 after defeating compatriot Fabio Fognini 6-3 6-4.

Jannik Sinner, who is seeded 14th, won in the first round after Guido Pella retired in the second set. However, four seeds did tumble out of the draw.

Felix Auger-Aliassime was thrashed 6-1 6-4 by Casper Ruud in the first round and his Canadian compatriot Denis Shapovalov was beaten 6-4 5-7 6-4 by Alexander Bublik in their second-round encounter.

Miami champion Hubert Hurkacz suffered a second successive second-round exit, the 12th seed defeated 5-7 7-6 (9-7) 6-3 by John Millman in a match that went the distance having lost at the same stage in Monte Carlo.

Jannik Sinner set up a clash with Roberto Bautista Agut at the Barcelona Open as he vowed to keep making progress after cracking the top 20 for the first time.

Italian 19-year-old Sinner is a fast-rising new star of the men's game and now has a ranking to match his age. However, he was put in his place by Novak Djokovic last week in Monte Carlo, before the world number one was himself dealt a jolting defeat by Dan Evans.

Sinner sped past Belarusian Egor Gerasimov in the first round in Barcelona on Tuesday, winning 6-3 6-2, and it will be wily world number 11 Bautista Agut who stands in his way of going deeper into the tournament.

In two meetings on hard courts this season, Sinner has edged out 33-year-old Spaniard Bautista Agut in tight deciding sets, and now they face a reunion on clay.

"He lost in Dubai against me, he lost in Miami against me, now we play once more here, so it's quite a small period of time," said Sinner.

"We're playing now our third match already, so it's going to be a very tough match. He is very, very solid. I never played against him on clay. I'm trying to be ready in the best possible way."

Bautista Agut barged past fellow Spanish player Pablo Andujar, scoring a 6-4 6-0 win.

Sinner was proud to enter the ATP top 20 this week but sees it as just a step on his journey, saying: "Obviously it's a good number, but for me at the moment not that important."

He added, quoted on the ATP website: "[I'm] just trying to improve day after day with my team and trying to improve as a player and the ranking is what it is. I'm happy to be top 20 player but the road is long so a lot of work to do."

Albert Ramos-Vinolas, Lorenzo Musetti and Frances Tiafoe, who fought off 17-year-old Spanish prospect Carlos Alcaraz, were also among Tuesday's winners in Barcelona.

Star turn Djokovic begins his campaign at the Serbia Open on Wednesday when he tackles Kwon Soon-woo, with the 18-time grand slam winner having received a first-round bye.

Tuesday's play in Belgrade saw wins for, among others, Federico Delbonis, Aljaz Bedene and Miomir Kecmanovic.

Novak Djokovic will tackle teenage rising star Jannik Sinner for the first time in a tantalising clash of tennis generations on Wednesday at the Monte Carlo Masters.

World number one Djokovic is returning to action this week, having taken time away from the tour since banking an 18th grand slam title by winning the Australian Open in February.

He received a first-round bye, but waiting for him in the last 32 is Sinner, who on Tuesday saw off 2017 Monte Carlo runner-up Albert Ramos-Vinolas 6-3 6-4, again illustrating the 19-year-old Italian's great potential.

World number 22 Sinner is the only teenager ranked inside the top 80 in the men's game and is coming off his first run to a Masters final, at the Miami Open.

The switch from hard courts to clay is one that Sinner is having to deal with, and seeing off a specialist on the surface in round one represents an impressive start, although facing two-time former champion Djokovic will be a step up.

"It's always good for me to see what I can do on clay," Sinner said, quoted on the ATP website. "Obviously, I am not in the best form on clay now for the first week.

"But I think today was a solid match from my side. It was not easy. He's not giving [away] one point, so you have to stay there the whole match. I think I played a good match from my side."

Greek fourth seed Stefanos Tsitsipas reached the last 16 with a 6-3 6-4 win over Russian Aslan Karatsev, but there was disappointment at the same stage for Italian eighth seed Matteo Berrettini, beaten 7-5 6-3 by Spain's Alejandro Davidovich Fokina. Those were the only second-round matches of the day.

Surprise Miami champion Hubert Hurkacz made a winning start, battling to a 6-3 3-6 6-3 first-round success against Italian qualifier Thomas Fabbiano to reach round two.

Roberto Bautista Agut, Grigor Dimitrov, Pablo Carreno Busta and Fabio Fognini each booked places in round two thanks to straight-sets wins.

Qualifier Federico Delbonis was a 7-5 6-1 victor over France's Adrian Mannarino, meaning the Argentinian faces the ultimate test in clay-court tennis next, a tussle with Rafael Nadal, the 11-time former champion in Monte Carlo.

Nadal has won all four of their previous matches, and their fifth encounter will immediately follow the Djokovic-Sinner match on Wednesday.

Hubert Hurkacz has recorded back-to-back top 10 wins to move a step closer to his maiden ATP Masters 1000 trophy with a hard-fought straight-sets win over Andrey Rublev at the Miami Open on Friday night.

The 26th seeded Pole knocked off in-form fourth seed Rublev 6-3 6-4 to book a spot in Sunday's final where he will play teenage 21st seed Jannik Sinner who defeated Roberto Bautista Agut earlier in the day.

The 24-year-old from Wroclaw had beaten second seed Stefanos Tsitsipas in the quarter-finals and continued that strong form by never allowing Rublev to settle into his game.

"It means a lot, especially after winning a title at the beginning of the year, I had a couple of rough matches," Hurkacz said in his on-court interview, referring to his January win at the Delray Beach Open in Florida.

"I’m so happy that I came over and I was still trying to improve my game and trying to be a better player. This is really huge for me."

The 23-year-old Russian had won 16 matches this calendar year including taking out last month's Rotterdam Open.

Rublev had also not lost a set all tournament and only been broken twice, yet Hurkacz broke serve three times.

The Pole also hit 25 winners and showed determination under pressure, when Rublev had a break point at 5-4 in the second set, before saving it in an epic rally and winning the game to secure the match.

World number eight Rublev said: "Today was not my day. Hurkacz played really well and he deserved to win… Now it's time to go back to work hard to be ready for the clay season."

"It’s [been a] great week for me. I did my first semis [at an ATP Masters 1000]. I'm playing really consistent. Every week I go deep in the tournament."

Sinner, 19, won a three-set match against Bautista Agut to book his spot in the decider earlier on Friday.

The young Italian world number 31 and Hurkacz know each other well.

"We played doubles together last week in Dubai,"Hurkacz said. "Now we’re playing in the final of a Masters 1000 event, so it’s going to be a fun match."

Jannik Sinner followed in the footsteps of three all-time tennis greats as he became the fourth teenager in history to reach a men's singles final at the Miami Open.

The 19-year-old Italian hit three huge backhand winners to break serve in the final game as he pulled off a 5-7 6-4 6-4 victory over Spain's Roberto Bautista Agut in their last-four clash.

It means Sinner matches Andre Agassi, Rafael Nadal and Novak Djokovic - players who went on to be ranked number one in the world - in becoming a finalist at the Masters 1000 tournament while still in his teens.

The hotly tipped world number 31 will contest a final at this level for the first time in his career on Sunday, awaiting the winner of the second semi-final between Andrey Rublev and Hubert Hurkacz.

Sinner said of his feat: "It sounds incredible. I'm very, very happy about today because obviously being the first semi-final it's not easy to play, especially on a Masters event, and playing against a very, very solid player in Roberto.

"We had a tough battle two weeks ago, and coming out as a winner today it means a lot to me."

Sinner also won that previous match, another tight three-setter, in Dubai.

Speaking on Amazon Prime, he explained how he recovered from a slow start to win the Miami tussle.

"In the beginning I think we were both a little bit tight and then we both played a little bit better," Sinner said.

"Today was not easy, it was a little bit windy, and in the end I tried to serve better and try to move him a little bit more, try to mix it up a little bit, and that was the key today.

"He was serving a few second serves in the last game and I just tried to go for it and even if I lost the game I was 5-5, so I was up in the score and it was the right decision."

Agassi, in 1990, and Djokovic, in 2007, were both teenage champions at the event, beating Stefan Edberg and Guillermo Canas respectively in the title matches.

Nadal lost to Roger Federer in the 2005 final, with the Swiss coming from two sets down to win what was then a five-set finale to the tournament. It has since gone back to being a best-of-three match.

Sinner may have benefited from Nadal, Djokovic and Federer electing to skip this year's tournament, but many believe he has the potential to follow them to the very top of the game.

Former women's world number five Daniela Hantuchova hailed Sinner's "braveness and calmness", adding: "When it really mattered, he stepped it up big time and to be able to do that at such a young age, we are looking at something very, very special here."

Greg Rusedski, runner-up at the 1997 US Open, added on Amazon's broadcast: "Rafa was the youngest to be in the Miami finals. Mentally they have a lot in common. Different styles but just bold and brave."

Third seed Alexander Zverev was sensationally dumped out of the Miami Open second round as Finnish 21-year-old Emil Ruusuvuori claimed his second top 10 win of his career.

Russuvuori bounced back after losing the first set, changing his tactics and overwhelming the German on Friday to set up a third round meeting with Mikael Ymer.

Ninth seed Grigor Dimitrov also bowed out, going down to Briton Cameron Norrie, while eighth seed David Goffin lost to James Duckworth.

World number two and top seed Daniil Medvedev eased past Lu Yen-hsun, while 11th seed Felix Auger-Aliassime, Karen Khachanov and John Isner all progressed.

 

TURNAROUND STUNS THIRD SEED

Zverev may have won last week's Mexican Open and the opening set 6-1 against Ruusuvuori but the tables turned quickly as the Finn produced one of the best displays of his career to date.

The 83rd ranked Finn moved regularly to the net and was aggressive in his approach, leaving Zverev rattled before winning 1-6 6-3 6-1 in a stunning momentum shift.

"I don't even know myself," Ruusuvuori said in his on-court interview when asked how he turned the match around.

"I wasn't feeling very comfortable in the first set and I was making a lot of unforced errors but slowly in the second I was starting to feel a bit better... Of course, it's one of the biggest wins in my career so it feels good."

He'll next face Ymer who knocked out 27th seed Nikoloz Basilashvili.

 

NINTH SEED BUNDLED OUT

Former world number three Dimitrov was ousted from the Miami Open on Friday, losing 7-5 7-5 to 56th ranked Norrie.

The Bulgarian took an early break and served for the first set at 5-3 but Norrie showed his mettle to break back twice to take the opener.

Norrie sent down 10 aces and was strong on serve throughout, claiming a significant win for his burgeoning career.

“It’s huge,” Norrie said. “He’s had a good start to the year. It was such a physical match at the start. He came out really fast and he set the tone at the beginning of the match. Massive one for me and I take a lot of confidence from it.”

Norrie's win sets up a third round meeting with American Taylor Fritz who beat Marcos Giron 6-2 6-2.

 

DANIIL DOMINATES, GOFFIN SHOCK

Australian Open runner-up Medvedev made light work of Lu, winning 6-2 6-2 to book a third round match with Australian 21-year-old Alexei Popyrin.

Medvedev won in less than an hour, hitting 24 winners and nine aces and making few errors in a clinical display.

Canadian 11th seed Aliassime proved too good for Pierre-Hugues Herbert 6-4 6-4, setting up a third round meeting with 18th seed John Isner who got past qualifier Mackenzie McDonald.

Seventh seed Roberto Bautista Agut progressed by virtue of a walkover against Lloyd Harris who had a wrist issue.

Eighth seed Goffin lost to world number 104 Duckworth 6-3 6-1 in a boilover.

Stefanos Tsitsipas saw his hopes of a hat-trick of titles at the Open 13 Provence ended by a shock quarter-final defeat on Friday.

The second seed was upset by French world number 93 Pierre-Hugues Herbert, as the doubles expert scored a 6-7 (6-8) 6-4 6-2 win.

Herbert had won only one singles match on tour in 2021 before this week, but Kei Nishikori and Cameron Norrie fell to the 29-year-old in the early rounds before he stunned world number five Tsitsipas.

It was a first career win in singles over a player ranked in the world's top five for Herbert, and he said: "It has been an incredible week for me so far, especially this match."

Quoted on the ATP website, Herbert added: "I knew I was going to have to play an amazing match to have a chance to win and I managed to do that. I am really happy about the way I played. I am so happy to be in the semi-finals here."

A French finalist is guaranteed as Herbert will face compatriot Ugo Humbert in the semi-finals on Saturday.

Humbert beat another Frenchman, world number 138 Arthur Rinderknech, in a tight contest, saving a match point and coming through 4-6 7-5 7-6 (7-4) in two hours and 36 minutes.

Russian top seed Daniil Medvedev chased off the threat of Jannik Sinner at this indoor event for the second year running, securing a 6-2 6-4 success against the Italian teenager.

Their only two career meetings have come in Marseille, and Medvedev bossed this encounter, taking three of his five break chances and holding serve throughout.

He will face Australian Matthew Ebden in the final four after the world number 287 earned an eye-catching 4-6 6-4 6-2 win over Russian third seed Karen Khachanov, who was champion in 2018 in Marseille.

At the Qatar Open, Nikoloz Basilashvili backed up his three-set win over Roger Federer by reaching the final of the tournament.

The Georgian scored a 7-6 (7-3) 6-1 semi-final victory over American Taylor Fritz in a clash of two unseeded players.

Basilashvili will tackle Spain's Roberto Bautista Agut for the title on Saturday after the fifth seed ousted Russian third seed Andrey Rublev.

A 6-3 6-3 win for Bautista Agut nudged the man from Castellon de la Plana into a 3-2 career head-to-head lead over his Muscovite opponent.

Roberto Bautista Agut rallied from a set down to defeat Reilly Opelka 4-6 6-3 6-4 in the first round of the Qatar Open.

Bautista Agut, who is the fifth seed in a draw featuring Dominic Thiem, Roger Federer and Andrey Rublev, was the highest ranked player in action in the round of 32 and fell behind to world number 39 Opelka.

Yet, the Spaniard pulled out his familiar battling qualities to prevailed over the big-serving American, who held sway 22-6 in the aces count.

Nevertheless, Bautista Agut was still able to fashion 11 break points over the course of the contest, converting one apiece decisively in sets two and three.

Alexander Bublik took the notion of big serves not being a decisive factor to an extreme as he popped in an underarm to fine effect on match point – qualifier Ramkumar Ramanathan scampering to thump his return out and conclude a 6-4 6-2 loss against Bautista Agut's next opponent.

The match between world number 42 Nikoloz Basilashvili and 41John Millman was as close as the rankings suggested, with the Georgian coming back to win 2-6 6-4 6-2.

Richard Gasquet and Taylor Fritz were straight-sets winners, with Rublev up next for Gasquet.

At this week's other ATP 250 event, the Open 13 Provence in Marseille, eighth seed Yoshihito Nishioka bowed out when he retired 2-6 2-4 down to Emil Ruusuvuori.

Wildcard Hugo Gaston beat Dennis Novak 3-6 6-4 6-1 to claim a notable scalp.

Top seed Daniil Medvedev, Stefanos Tsitsipas, Karen Khachanov and Ugo Humbert will enter the fray in the last 16.

David Goffin beat Roberto Bautista Agut in the Open Sud de France final to win his first title on the ATP Tour since 2017.

The Belgian came from a set down to prevail 5-7 6-4 6-2, securing a fourth consecutive win over Bautista Agut.

It made him just the third non-Frenchman to lift the trophy in Montpellier, following in the footsteps of Tomas Berdych and Alexander Zverev.

The world number five sent down 13 aces and converted four of his seven break points en route to his fifth tournament win.

Alexei Popyrin claimed his maiden ATP Tour title with victory over Alexander Bublik in the final of the Singapore Tennis Open.

Popyrin, who stunned Marin Cilic in the last four, triumphed 4-6 6-0 6-2.

The Australian lost only six points on his serve, wrapping up the win in 84 minutes.

"It feels unbelievable," said Popyrin. "A lot of sacrifice, a lot of dedication and a lot of hard work went into this from myself, my team and my whole entire family.

"I have done it for everybody who was involved. I am just so proud that I could actually get it done."

David Goffin moved a step closer to ending his ATP Tour title drought by seeing off the challenge of Egor Gerasimov at the Open Sud de France. 

Having previously lost in two semi-final appearances at the tournament in Montpellier, Goffin made it third time lucky as he came out on top in a deciding set against his opponent from Belarus. 

The second seed claimed the crucial break in the seventh game, then quickly consolidated his lead with an impressive hold. Gerasimov forced him to serve out for the win and Goffin duly delivered under pressure, clinching on his second match point. 

The world number 15 – who won two of his four career titles in 2017, but none since - will next face Roberto Bautista Agut, who defeated Peter Gojowczyk 7-5 6-1 after just one hour and 16 minutes on court.

At the Singapore Tennis Open, Alexei Popyrin caused an upset as he defeated Marin Cilic via a pair of tie-breaks in a hard-fought semi-final. 

Popyrin prevailed 7-6 (7-5) 7-6 (7-2) to knock out Cilic, who had survived two match points before eventually beating Kwon Soon-woo in the previous round. 

Alexander Bublik is also through to the final, guaranteeing a first-time winner on the ATP Tour at the tournament. 

Bublik made the final of the Antalya Open earlier this year but had to retire due to an ankle injury. He will hope for better fortunes on Sunday, securing another opportunity for a maiden title after battling back from a set down to see off Radu Albot. 

Egor Gerasimov followed up his win over Andy Murray in Montpellier by powering past a man who once played second fiddle to the Scot.

The Belarusian saw off Aljaz Bedene, with a 6-4 7-6 (7-4) win carrying him through to the quarter-finals of the Open Sud de France.

Bedene was British number two to Murray heading into Wimbledon in 2016, when the Scot won his third grand slam title, but has since reverted to representing his native Slovenia.

He put up a fight against Gerasimov, who sank Murray in straight sets on Tuesday, but the 28-year-old from Minsk took three of his five break-point opportunities and held his nerve in the tie-break to advance.

The success for Gerasimov sets up a last-eight clash with Spain's Alejandro Davidovich Fokina, who scored a fine 7-5 6-2 win over Polish fourth seed Hubert Hurkacz.

Top seed and world number 13 Roberto Bautista Agut raced to a 6-0 6-3 victory over French qualifier Gregoire Barrere, but Croatian third seed Dusan Lajovic tumbled out, losing to Dennis Novak in straight sets.

At the Singapore Open, second seed John Millman fell by the wayside, the Australian slumping 6-4 6-1 to compatriot Matthew Ebden.

French top seed Adrian Mannarino encountered no such problems, ending the hopes of Roberto Marcora with a 6-3 7-5 win to join Ebden in the quarter-finals.

Daniil Medvedev won a marathon match against Alexander Zverev to send Russia into the final of the ATP Cup for the first time.

The world number four and reigning ATP Finals champion triumphed 3-6 6-3 7-5 at Melbourne Park in a match lasting just under two hours and 40 minutes.

That result clinched victory over Germany in the semi-final after Andrey Rublev had earler fought back in style from a set down to defeat Jan-Lennard Struff 3-6 6-1 6-2.

"We're really happy to get the win, that's the most important [thing," Medvedev said. "Tough matches [for] both of us. Both [Andrey and I] lost the first set. [It was] not easy, because we had two days off before the match. But happy we're in the final. That's the most important."

Zverev appeared in control after breaking to go 3-2 ahead in the second set after winning the first, but Medvedev reeled off four games in a row as the world number seven began to struggle with a lower back problem.

"When it's against Sascha and you are 6-3, 3-2, break down, many times you're going to lose a match," Medvedev said. "But I needed to keep my chances alive for the team first of all, for the country. I just tried to stay there, got a bit tight maybe. I just did my job and I'm really happy about it."

Russia will meet Italy in the final following their defeat of Spain, which was secured by Matteo Berrettini's straight-sets win over Roberto Bautista Agut.

After Fabio Fognini saw off Pablo Carreno Busta in three sets, Berrettini - who has beaten three of the top 13 players in the world without dropping a set in this tournament - won 6-3 7-5 to set up Sunday's Russia showdown.

"It's an unbelievable feeling," said a delighted Berrettini, who was absent last year as Italy failed to progress from their group in the inaugural staging of the event. "Last year I couldn't make it, so I'm really happy that the first time that I played we are into the final.

"I'm feeling good. I'm feeling pumped. I'm feeling great to play not just for me, but for my team and for Italy in general. That's what matters the most. I'm really looking forward to playing tomorrow."

 

SINNER TO FACE FAMILIAR FOE

There will be an all-Italian affair in the final of the Great Ocean Road Open, with Jannik Sinner to face Stefano Travaglia.

In-form Sinner clinched an impressive 7-6 (7-4) 4-6 7-6 (7-4) win over second seed Karen Khachanov, in a three-hour battle, after his compatriot beat Thiago Monteiro 6-3 6-4.

At the Murray River Open, Felix Auger-Aliassime will meet Dan Evans in the final as each look to secure a first ATP Tour title.

Auger-Aliassime needed only 61 minutes to beat Corentin Moutet, while eighth seed Evans required a minute less to ease past Jeremy Chardy.

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