Djokovic advances to Tel Aviv semi-finals
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The top-seeded Serb won through 7-6 (7/5), 6-3 in just under two hours against the 149th-ranked Canadian to maintain his perfect record in their six meetings.
Djokovic, who is playing a singles tournament for the first time since winning Wimbledon in July, next takes on Russia's Roman Safiullin who beat France's Arthur Rinderknech 6-4, 6-1.
Second seed Marin Cilic meets France's Constant Lestienne in Saturday's second semi-final.
Croat Cilic advanced when Britain's Liam Broady handed him a walkover with Lestienne ousting fourth-seeded Maxime Cressy of the United States 6-7 (4/7), 6-3, 7-6 (7/3).