| 2020-01-28 10:34:06 | Los Angeles Kings 2020 - Draft Pick: LAK - Round 3 |
Toronto Maple Leafs Laurent Brossoit |
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| 2020-01-16 10:23:51 | Toronto Maple Leafs 2020 - Draft Pick: TOR - Round 5 |
Tampa Bay Lightning 2020 - Draft Pick: TBL - Round 5 Kasimir Kaskisuo |
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| 2020-01-15 17:00:34 | Toronto Maple Leafs Joseph Cramarossa Liam OBrien Jimmy Oligny Ethan Prow Colton Beck |
Montreal Canadiens 2020 - Draft Pick: MTL - Round 5 2021 - Draft Pick: MTL - Round 5 |
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| 2019-12-11 20:05:20 | Vegas Golden Knights 2019 - Draft Pick: VGK - Round 5 2019 - Draft Pick: FLO - Round 5 2019 - Draft Pick: EDM - Round 4 |
Toronto Maple Leafs 2019 - Draft Pick: SJS - Round 3 |
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| 2019-04-01 13:32:35 | Anaheim Ducks 2019 - Draft Pick: ANA - Round 5 |
Toronto Maple Leafs Mike Cammalleri |
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| 2019-03-13 14:53:28 | Anaheim Ducks Jacob Larsson |
Toronto Maple Leafs Jake Gardiner |
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| 2019-03-06 09:52:59 | Buffalo Sabres Mark Pysyk |
Toronto Maple Leafs 2019 - Draft Pick: TOR - Round 3 Conor Allen |
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| 2019-02-28 16:16:57 | Colorado Avalanche Paul Stastny 2020 - Draft Pick: NAS - Round 5 |
Toronto Maple Leafs Prospect: William Lockwood 2019 - Draft Pick: TOR - Round 2 |
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| 2019-01-31 12:35:02 | Toronto Maple Leafs Corey Perry |
San Jose Sharks 2019 - Draft Pick: SJS - Round 3 |
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| : Aus dem SJS 3rd rounder wird ein SJS 2nd rounder, falls a) Corey Perry 2018/19 noch 20 NHL-Spiele und dabei mind. 14 Punkte macht oder b)in der DNHL SJS das Cup-Finale erreicht. | |||||
| 2019-01-25 23:08:48 | Toronto Maple Leafs Korbinian Holzer Will ONeill Thomas Vannelli Dylan Olsen |
Ottawa Senators Mike Cammalleri |
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