The Maple Leafs had drafted goaltender
Tuukka Rask in the first round, 21st overall, in the
2005 NHL entry draft. However, before playing a regular season game for Toronto, he was traded to the Bruins in exchange for former
Calder Memorial Trophy-winning goaltender
Andrew Raycroft. Toronto management had deemed
Justin Pogge their potential goaltender of the future, rendering Rask expendable. It was later revealed the Bruins intended to release Raycroft, which would have made him available to Toronto without having to give up Rask. The trade has since been examined as one of the worst trades in Maple Leafs franchise history; Rask experienced many seasons of success with the Bruins, eventually winning the
Stanley Cup and
Vezina Trophy, while Raycroft only played two seasons for Toronto, recording disappointing statistics in the process, and Pogge would only ever play 7 regular season games for the Maple Leafs, totaling 1 win and 5 losses with a save percentage of 0.895% in the
2008-09 season. and Bruins'
Shawn Thornton fight during a game between the two teams in October 2011 The rivalry was renewed in the
2013 Stanley Cup playoffs. On May 13, 2013, game seven was played at
TD Garden. The Bruins rallied from a 4–1 third period deficit to defeat the Maple Leafs in overtime, 5–4, and advance to the second round. Boston jumped to a 3–1 lead in the series before Toronto won two straight games to force game seven.
David Krejci led Boston to a 4–1 victory in game one with a goal and two assists.
Joffrey Lupul then scored two goals to lead the Maple Leafs to a 4–2 victory in game two. The Bruins then took game three, 5–2, aided by goalie
Tuukka Rask's 45 saves out of 47 shots. Krejci's goal at 13:06 of overtime then gave Boston the win in game four, 4–3. But the Leafs bounced back in game five with a 2–1 victory, behind
James Reimer's 43 saves. Reimer then stopped 29 of 30 shots in Toronto's 2–1 win in game six. In game seven, the Maple Leafs jumped to a 4–1 lead in the third period, aided by two goals by
Cody Franson. However, the Bruins began their comeback with
Nathan Horton's goal at 09:18. Then, after pulling goalie Rask to add an extra attacker, Boston scored twice within the last two minutes of regulation to tie the game, first with
Milan Lucic's score at 18:38, and then
Patrice Bergeron's goal at 19:09. Bergeron then scored at 6:05 in overtime to give the Bruins the 5–4 win and the series, en route to the
Stanley Cup Final. It was the first game seven in NHL playoff history in which a team trailing by three goals in the third period won the game and, therefore, the series. In the
2018 Stanley Cup playoffs, Boston Bruins again defeated Toronto Maple Leafs in seven games. Rask made 26 saves for the Bruins in game one, winning the game 5–1. During the game, Maple Leafs forward
Nazem Kadri was given a five-minute major penalty and game misconduct for charging
Tommy Wingels; he was later suspended for three games.
David Pastrnak had a hat trick and three assists in a 7–3 victory for the Bruins in game two, becoming the first player since
Claude Giroux in
2012 to score a hat trick and three assists. In game three,
Patrick Marleau scored twice for the Maple Leafs in a 4–2 victory. Pastrnak assisted twice on two goals in a 3–1 triumph for the Bruins, taking a 3–1 series lead in the process. In game five, Toronto prevented a come-back by Boston, fending off the Bruins 4–3 as
Frederik Andersen made 42 saves for the Maple Leafs.
Nikita Zaitsev assisted twice in a 3–1 Maple Leafs victory, forcing a deciding game seven on April 25. In game seven, Bruins forward
Patrice Bergeron scored a goal and recorded two assists in a 7–4 victory to advance his team to the second round. In
2019, for the third time in the span of six years, the Bruins again defeated Maple Leafs in seven games.
Mitch Marner scored twice in Toronto's game one victory, who outscored Boston 4–1. Game two saw controversy in officiating with Bruins players becoming more physical including to the point where Boston forward
Jake DeBrusk collided with Toronto forward
Nazem Kadri, who was skating hard out of the penalty box, resulting in a knee-on-knee collision injuring the Maple Leafs forward. No penalty was called on the play. Kadri returned to the game but retaliated against DeBrusk later
cross-checking the forward in the head, resulting in a major penalty and game misconduct for the Toronto forward. Kadri was later suspended for the remainder of the series. The Bruins ended the game 4–1. In Game three, both
Auston Matthews and
Andreas Johnsson scored a goal and notched an assist, leading the Maple Leafs to a 3–2 victory. In Game four, the Bruins held onto a 6–4 victory keeping the Maple Leafs from tying in the dying minutes after leading by three goals in the third period. The Maple Leafs scored twice in the third period of game five and held onto a one-goal lead late in the game to give Toronto a 2–1 victory and a 3–2 series lead. In game six,
Brad Marchand had two goals and an assist in a 4–2 Bruins victory to push the series to a seventh game. In the seventh game, Rask made 32 saves to defeat the Maple Leafs 5–1 and advance to the second round, en route to the
Stanley Cup Final. ==2020s==