When and how? I knew about Scotty, Bones, Spock & Kirk and the crossover/timeflash with Sulu and Voyager. I always wondered how they felt about being the only cast members not to survive into the TNG-era.
Well, to have survived into the TNG era I guess they just kept on living As far as I know nothing special happened to either Chekov or Uhura. They were just living out the normal lifespan of a human's 100+ years the Star Trek universe. Although, in the last Vulcan's Soul book, Chekov does end up retiring.
Star Trek canon policy unfortunately doesn't include novels, comics, or anything else other than the live-action tv shows, the films, and the animated show...and until only a few years ago, it didn't include the animated show either (due to Gene Rodenberry declaring it non-canon way back down the line, a decision not reversed until very recently). Going just by what is officially canon, we have no idea what happens to Chekhov or Uhura at any point after the prologue of Generations for Chekhov or Trek VI for Uhura. The only TOS crewmembers we've seen in the TNG era in canonical productions are Bones (in TNG 'Encounter at Farpoint'), Spock (in TNG 'Unification' and the new Trek film), Scotty (in TNG 'Relics'), and Kirk (in 'Generations'). And even there, we don't know the ultimate fates of anyone of those people besides Kirk (we of course know that Spock ends up travelling to an alternate timeline where he presumably dies, but we don't see his death on-screen). Bones could have keeled over the day after Encounter at Farpoint, or he could be alive at the end of DS9; Scotty could have run into a star with his shuttle an hour after he left the Enterprise, or he could still be joyriding out in the cosmos. Canonically, there's no way to say. Indeed, for all we know Chekhov or Uhura could be alive; there's nothing necessarily against it, though Chekhov (incidentally the youngest member of the TOS crew) would be 128 at the outbreak of the Dominion war (but given we haven't really gotten much idea of how long humans live in the Star Trek universe, it's hard to say for sure; Kirk in TWOK becomes incredibly depressed by his 52nd birthday, but McCoy seems to be fairly healthy at a ripe old age indeed--though even in the novels he's something of an exception); however, there's simply no canon evidence one way or the other. But as for not getting their day in the sun, Walter Koenig (Chekhov) did reportedly visit the set during the filming of the DS9 tribute episode "Trials and Tribble-ations," and showed the actors how to work the props. So that's something.
Since I apparently skipped reposting this back when I hit that part of the timeline, and it came up in the DS9 thread, here were my brief comments touching on TAS (though some image links have since been broken):
Supposedly, Roddenbury did not think the cartoon should be cannon. On the other hand, many of the writers, once he died, started using the cartoon as canon, including the name of the Klingon ship, references to the 3-armed navigator, and more. Netflix has also made it quasi-cannon by including it in the Trek that would be available on instant streaming by the end of the year. There is some question over whether the TAS should represent years 4 and 5, or the second 5-year mission. There were also comics, novels, LPs with audio adventures, and more, which bounce in and out of being "canon". Decide for yourself.
I just started re-watching TOS on Netflix. There are some episodes I've never seen, others I've seen dozens of times, but I don't think I've ever seen them in order. It'll be interesting to see which ideas, characters, themes, JJ Abrams mines from for Into Darkness.
The TAS episode "Yesteryear" has been pretty much mined for stuff by writers of the novels and comics, and by the writers of Enterprise, because of the Kas-Wan ritual Vulcan youths are sent on when they reach seven years of age. A couple scenes from ST09 have similar early counterparts here, with young Spock being tormented by other Vulcan kids and being reminded that Vulcans aren't entirely without emotions, they just are better at suppressing them than other Federation species.
IIRC, "Yesteryear," is the only TAS episode that was been deemed canon by Roddenberry and other TOS producers.
Obviously the ship seen emerging from beneath the ocean in the trailer is the full-scale inflatable decoy from TAS.
