Novak Djokovic was unexpectedly defeated in the semifinals of the Shanghai Masters by world number 204 Valentin Vacherot. This loss prevented Djokovic from potentially winning his 101st career title, which would have placed him closer to Jimmy Connors and Roger Federer on the all-time title list. Vacherot's victory marked a significant upset, as he became the lowest-ranked player to reach an ATP Masters 1000 final since the series began in 1990.
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