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In V1, he did so, rather easily. In V2, he was still able to see him but couldn't react. But given V2 requirements, Raikage has never shown to keep the V2 Shroud up for more than a few seconds.
I do know that. The fact remains that Sasuke didn't easily keep up with Ay's speed when he went all out. A v1 Ay fighting with a Itachi will likely be matching speeds. However Itachi shouldn't go in a situation like that as he will get outlasted, his best bet is to end the fight right away.