PARIS (AFP) - Big serving Milos Raonic upset world number two Roger Federer 7-6 (7/4), 7-5 to make the Paris Masters semi-finals on Friday and stay alive in the race to reach the World Tour Finals.
The victory for the Canadian was his first over Federer in seven meetings and also snapped the Swiss maestro's 14-match winning streak.
Novak Djokovic made it an even worse day for the Swiss 17-time Grand Slam winner when he knocked out Andy Murray 7-5, 6-2 to book his semi-final place.
The Serbian world number one stays on track to maintain his top ranking with Federer less than 500 points behind him coming into Paris.
There are 1,000 points on offer at Bercy with a maximum 1,500 available for an unbeaten run to the title at the World Tour Finals.
Djokovic will next face either David Ferrer, whom he beat in last year's final, or Japanese sixth seed Kei Nishikori.
"I knew before the match there was going to be a lot of long rallies and he's a player who plays well on all surfaces but I'm very happy and hope to continue my run here," said Djokovic who recently became a father.
"I'm in the semi-finals now and will just concentrate on tomorrow (Saturday). I'm here to focus on my tennis and then get back to my family as soon as possible." he added.
Winner of six ATP titles, including in Washington this year, Raonic must claim the Paris title to guarantee his place in London for the eight-man season finals.
In a match dominated by serve, Raonic took the first set in a tie-break before forcing the only break of the match at 5-5 in the second before closing out the tie.
Firing down 21 aces, Raonic always had his illustrious opponent under pressure and served out the match in just over 90 minutes.
"I played well throughout the match and served really well so it's a great victory," said Raonic, who now faces Tomas Berdych in the semi-finals.
"Considering all the circumstances around it, I think this was the biggest win for me." Raonic created the only break point of the first set at 3-2 but Federer was up to the task and held.
Booming first serves from both players dominated affairs and there were 18 aces in the opening set, with Raonic bombing down 11, the last of which painted the line as he claimed the set in just under an hour.
The second set was equally tight before Raonic snatched the crucial break in the 11th game before closing out victory.
"I think he played well. Clearly served well when he had to. I mean, classic indoor match, a few shots here and there, few points here and there, and sort of went his way today," said Federer.
"I have plenty of days now to get ready for London, which is kind of nice as well. So I can actually properly practise for a change as well again." Berdych guaranteed his place at the World Tour finals for the fifth straight year when he defeated South African Kevin Anderson.
The Czech, who won the Bercy tournament on his debut in 2005 - his only Masters title to date - came through a tight contest 6-7, (4/7), 6-4, 6-4 in just under three hours.
It was the 12th victory for Berdych over Anderson in as many meetings.
"We've had some very close matches and some five-setters but I think the statistics do not tell the real story," said Berdych.
"It's always tough against Kevin and today we played nearly three hours but I think it was a great match." Berdych is chasing an 11th ATP title and third this year after victories at Rotterdam and Stockholm.
The players now qualified for London are Djokovic, Federer, Stan Wawrinka, Marin Cilic, Murray and Berdych with Ferrer and Nishikori holding the last two spots and trying to hold off the charging Raonic.