Manchester United were dumped out of the Champions League after losing 3-2 to RB Leipzig on a disappointing night for Ole Gunnar Solskjaer.
United, who knew they only needed a point to qualify from Group H, fell 3-0 behind in Germany after a shambolic defensive showing with on-loan Manchester City full-back Angelino (2), Amadou Haidara (13) and Justin Kluivert (69) putting the hosts firmly in control.
However, a Bruno Fernandes penalty with 10 minutes remaining sparked United into life and Paul Pogba, subject of some controversial comments from his agent in the build-up, played a big part to get United back to 3-2 as his header deflected off Harry Maguire (82) and into the net.
It left United with eight minutes to find an equaliser but despite a couple of hairy moments, Julian Nagelsmann’s side held on to send Solskjaer’s men into the Europa League.
The draw for the last-32 of the Europa League will take place from midday on Monday 14 December.
United started with a back five as Luke Shaw was drafted in as the third centre-half and with Scott McTominay and Nemanja Matic protecting the defence, it was assumed United would be hard to break down in their bid for a point.
That was not the case as Leipzig found it easy to play through the lines and work their key players into space.
Angelino, allowed to leave on loan by Manchester City, got Nagelsmann’s men off to a dream start by lashing home inside two minutes. Aaron Wan-Bissaka allowed him too much room while United’s midfielders were too sloppy to allow the service into their roaming wing-back.
Haidara added a second soon after – and yet again it was completely preventable from a United point of view. Angelino clipped a ball in from the left and somehow United were outnumbered at the back post with Shaw and Alex Telles completely out of sync with their defensive responsibilities. Haidara took full advantage of the space, firing home past a helpless David de Gea.
United could easily have been 3-0 behind soon after as another diagonal ball to Angelino disrupted the visitors, only for unmarked Emil Forsberg to miss the target from close range.
The ball was in the net minutes later when Willi Orban turned home after Ibrahima Konate’s header came back off the post. However, the video assistant referee ruled Orban had strayed offside and United had a reprieve.
A change of shape was employed after the break as Donny van de Beek came on for Telles as United reverted to a four-man defence. It triggered a response but they did not work Peter Gulacsi until 65 minutes on the clock as Fernandes struck a low drive from distance that needed clawing away.
The Portugual midfielder went even closer minutes later when seeing a dipping free-kick hit the bar from 20 yards as momentum was growing within the United ranks.
But, their bubble was burst a minute later and United were further behind.
Maguire allowed Christopher Nkunku to bobble a cross into the danger zone and Kluivert reacting quicker to clip the ball over De Gea, who did not cover himself in glory.
Going 3-0 down kicked United into fifth gear – and a potential comeback was sparked by Mason Greenwood winning a penalty after a Konate barge. Fernandes slotted home the spot-kick and United swiftly reduced the deficit further, with Pogba leaping highest to meet a corner at the far post and getting away a header that went in off Maguire and Konate.
McTominay and Marcus Rashford had efforts to level it up but the final act of the game was Gulacsi’s preventing Nordi Mukiele from scoring an own goal as Leipzig progressed at United’s expense.