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Queen of the South 3-4 Livingston
It took an extra-time goal from debutant David Robertson to edge a seven-goal thriller Livingston's way.
Queens raced to a two-goal lead after Andrew Dowie's header was followed by Iain Russell's close-range strike.
Craig Sives nodded home to give Livi hope and they levelled through Daniel Mullen's right-footed effort.
The visitors struck first in extra time as Myles Hippolyte netted but they were pegged back by Michael Paton's shot before Robertson scored from six yards.