Novak Djokovic could face Carlos Alcaraz for the first time after the Monte Carlo Masters draw put the world number one and the teenage revelation on course to clash in the quarter-finals.
The draw for the tournament that begins on Sunday served up the appetising prospect of a tussle between the reigning French Open champion and a player many expect to enjoy huge Roland Garros success.
Alcaraz, 18, last week became the youngest men's champion at the Miami Open, and he has soared to number 11 in the ATP rankings after sitting outside the top 100 at this time 12 months ago.
He won an ATP 250 tournament on clay last year in Umag, and an ATP 500 on the surface in Rio de Janeiro in February, but earning a Masters 1000 hard court title in Miami highlighted the scale of Alcaraz's rapid improvement.
Both he and Djokovic will receive a first-round bye in Monte Carlo, and they must then win twice to set up a meeting at the last-eight stage.
Alcaraz may have to beat the in-form Indian Wells champion Taylor Fritz in the third round, with Marin Cilic and Sebastian Korda also potential early opponents for the young Spaniard.
Djokovic will not be taking a quarter-final place for granted, either. If he navigates his opening match, the Serbian could face a dicey third-round clash with Spain's Roberto Bautista Agut or the player to whom he lost at the last-16 stage last year, Britain's Dan Evans.
Rafael Nadal is absent after suffering a stress fracture of a rib during his Indian Wells final defeat to Fritz.
Djokovic recovers from slow start to move past Michelsen on Shanghai return
Novak Djokovic marked his Shanghai Masters return with a hard-fought straight-sets win over Alex Michelsen.
The four-time champion, who is appearing in this event for the first time since 2019, required two tie-breaks before prevailing 7-6 (7-3) 7-6 (11-9) in just under two hours.
Djokovic, still donning a protective sleeve over his right knee, made a slow start in only his second match since losing to Alexei Popyrin in the US Open third round, winning just four points in the first three games as he fell 4-1 behind.
However, the 24-time major winner broke back in the seventh game before dominating the tie-break for first blood.
Roles were reversed in the second set as Michelsen cancelled out an earlier break in game seven.
However, the American squandered two set points to level and was eventually punished by Djokovic, who will play either 28th seed Flavio Cobolli or three-time major winner Stan Wawrinka in the next round.
Data Debrief: Djokovic continues American dominance
Djokovic was given an early scare, but his experience eventually showed as he came through.
Including team events, the Serb has now won his last 33 ATP-level matches against American opponents, with his last such defeat coming against Sam Querrey at Wimbledon in 2016.
The 24-time major winner also demonstrated his determination when the pressure intensified, and he has now come through 12 of his 16 tie-breaks played this season.
Gauff fights back to beat Badosa in China Open semi-finals
Coco Gauff recovered from a set and a break down to reach the China Open final with a 4-6 6-4 6-2 victory over Paula Badosa on Saturday.
Having given up an early break in the opener, Gauff got one of her own by converting her eighth break point in a mammoth eighth game featuring 10 deuces, only for Badosa to hit back immediately to go a set up.
Gauff lost serve immediately in the second set to go on the back foot, only to level the match with back-to-back breaks, the second of them to love.
The decider began with a series of breaks, Gauff taking two of them as the momentum swung her way, then she protected her lead all the way to reach her first final since winning January's Auckland Open.
The 20-year-old is the youngest player to reach the women's singles final at the China Open since Caroline Wozniacki in 2010.
She has fought from a set down to win in each of her last three matches, the first time she has done so in her career. She is the first player to do so in WTA-1000 events since Iga Swiatek at Indian Wells 2022.
Data Debrief: Gauff brings up century
Saturday's match was Gauff's 100th at WTA 1000-level events, and her 67th such victory.
Among American players, only Serena Williams (87), Venus Williams and Jessica Pegula (70) have bettered her 67 wins through their first 100 matches at such events.
Sinner reaches 250 career wins after seeing off Daniel in Shanghai opener
Jannik Sinner notched up his 250th career win after defeating Taro Daniel in his Shanghai Masters opener.
The world number one wrapped up a commanding 6-1 6-4 victory over his Japanese opponent in just over an hour-and-a-quarter on Saturday.
Sinner, who is fresh from reaching the Beijing final last time out, is targeting his seventh silverware of the season, in which he has already triumphed at the Australian Open and US Open.
"I felt quite comfortable today," said the Italian, who set up a clash with 31st seed Tomas Etcheverry. "I also feel in good shape physically, which is very important for me.
"Of course, I will try to improve for tomorrow's performance, but today I was serving really, really well - especially in important moments - and was moving well."
Data Debrief: 250 up for Sinner
Sinner became the first player born in the 2000s to reach 250 career wins, while taking his tally for a remarkable campaign to 60.
The Italian, who won 64 matches last term, is the sixth player aged 23 or under to record 60 or more ATP wins in successive seasons, after Lleyton Hewitt, Andy Roddick, Roger Federer, Rafael Nadal and Novak Djokovic.
Sinner also maintained his perfect record in opening-round matches this year (14-0), and is now 51-0 against players ranked outside the ATP top 20.
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