Manchester United keeper, De Gea cannot save Luka Modric’s equaliser for Madrid
Real Madrid took advantage of Nani's red card to knock Manchester United out of the Champions League thanks to Cristiano Ronaldo's winning goal.
A tight game came to life after the break when Nani's cross was deflected into his own goal by Sergio Ramos.
The winger was soon controversially dismissed for a high boot and Luka Modric struck a stunning equaliser, reports the BBC.
Ronaldo then tapped in at the far post on his return to Old Trafford to see Real through to the quarter-finals.
Meanwhile, Borussia Dortmund coasted into the Champions League last 16 with a comfortable victory over a disappointing Shakhtar Donetsk.
Two goals in six first-half minutes put Jurgen Klopp's side in command, with Felipe Santana heading the first and Mario Goetze tucking in the second.
Shakhtar offered little resistance, although substitute Douglas Costa went close early in the second half.
Jakub Blaszczykowski sealed victory after an error by keeper Andriy Pyatov.
Dortmund needed to progress in the Champions League to keep their season alive, having fallen 17 points behind leaders Bayern Munich in the Bundesliga title race and also been eliminated from their domestic cup.
The German champions went into the game without flu victim Mats Hummels, who scored the late equaliser that earned a 2-2 draw in the first leg.
They coped comfortably in the centre-back's absence, though, despite a nervy opening half-hour as Shakhtar set out to frustrate and catch them on the counter-attack.