For me, it already happened with gen5. Most of it, at least.
Though if there were remakes of RSE, I don't think I would like them. I prefer GBA style games much better than the NDS ones, and two screens seem confusing. Also, I think gen3 has a quality that's good enough and remakes simply aren't needed.
If any, I think the 'special' games should be remade (like Yellow, Crystal etc.). Even if they were exactly the same as the non-remakes, except with better quality.
I much prefer picking up the older GBA games for a quick playthrough than the newer ones. Mostly because the added extra bits and pieces make it difficult to chill out and breeze through, simpler layout always appealed to me more I guess.
But with that said, I'll still get any new game that they release regardless. :\