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Juventus exited the Champions League in the round of 16 stage when the 10-man Porto went through away goals after extra time.
Porto won the first leg 2-1 and advanced to the last eight after a 3-2 overtime loss in Turin and the draw ended 4-4 on aggregate.
Sergio Oliveira’s free-kick, his second goal of the night, made the difference as he broke through a poor Juventus barrier and passed Wojciech Szczesny to put Porto ahead with seven minutes of extra time to go.
The hosts climbed straight up the other end to regain their lead on the night through Adrien Rabiot, but Porto held firm through the final stages to seal a memorable victory.
Previously, Oliveira had overtaken Porto with a penalty just for a second-half double by Federico Chiesa to turn the tide in favor of the Serie A team, especially as Mehdi Taremi had been sent off by the visitors between Chiesa’s goals.
Porto stayed in the tie, with Pepe in good shape at the heart of their defense, and led the game to an additional 30 minutes, where the drama continued and Oliveira’s second effort finally saw them pass.
Haaland sets new Champions League milestone
Elsewhere, Erling Haaland became the fastest player on 20 goals in the Champions League when his double saw Borussia Dortmund progress at Sevilla’s expense.
It took the forward just 14 games to reach the mark as Dortmund drew 2-2 in an action-packed second leg, advancing to the last eight with a 5-4 aggregate victory.
Sevilla kept Haaland calm in the early stages, but broke the deadlock 10 minutes before half-time when he tapped on a pass from Marco Reus.
He appeared to score a good second solo, but had the effort nullified by a foul before VAR stepped in and awarded Dortmund a penalty for a previous shirt pull on Haaland.
That wouldn’t be the end of the drama, as Haaland’s penalty was stopped by Yassine Bounou, who also kept the rebound off only to be penalized for going off his line, with the penalty shot being repeated and Haaland made no mistake. .
Sevilla kept fighting back and gave the hosts something to think about when Youssef En-Nesyri shot a penalty and tied for the night with a last-gasp header.
Meanwhile, in the Women’s Champions League, Paris St Germain took full control of their round of 16 clash with Sparta Prague.
Last season’s semi-finalists thrashed their Czech opponents 5-0 in the first leg in Paris when Marie-Antoinette Katoto scored twice with Ramona Bachmann, Ashley Lawrence and Luana Paixao closing out the victory.