Alexander Zverev missed out on a place in the Toronto Masters final after a three-set loss to Karen Khachanov on Wednesday. World number three Zverev fell 3-6, 6-4, 6-7 (4-7) in a battle that saw both players struggle with consistency.

Karen Khachanov is the first finalist at the Canada Masters in Toronto! The 11th seed faced the top seed Alexander Zverev in the semi-final and denied a match point in a 6-3, 4-6, 7-6 triumph after two hours and 52 minutes.

Top-seeded Alexander Zverev rallied to defeat No. 18 Alexei Popyrin of Australia 6-7 (8), 6-4, 6-3 on Monday to reach the semifinals of the National Bank Open.