If interested, Timeline of Operating Systems is a good start. Just pick summary of anything major (minus DOS's) and dig into references if it interests you.
https://en.wikipedia.org/wiki/Timeline_of_operating_systems
The capability systems were also forward-thinking with much modern work on OOP, isolation, etc slowly reinventing its methods. Easy extension plus strong security/reliability were their thing.
https://homes.cs.washington.edu/~levy/capabook/index.html
Here's a paper vezzy-fnord shared with a lot of nice examples with features that defined future work and some still ahead of modern systems:
http://brinch-hansen.net/papers/2001b.pdf
Lots of old stuff that still beats modern, mainstream stuff on key metrics. Hopefully, you'll dig into some of it and enjoy the "arcane" stuff yourself. It's arcane, but sometimes awesome too. :)