I just updated my Mac to OSX 10.11 El Capitan and some gems didn't remain.
The problem arose when I tried to run installations of different gems... e.g.:
> sudo gem install compass
Once I execute, I get the error:
> ERROR: While executing gem ... (Errno::EPERM) Operation not permitted
This happens with other gems, as well...
I've run Homebrew and tried to install Ruby again, but nothing is working.
I found the answer on SASS issues: https://github.com/sass/sass/issues/1768
Since OSX el Capitan
there is a new security function that prevents you from modifying system files called Rootless. So you have 2 options:
If you install gems on /usr/local/bin
there will be no problem because rootless doesn't affect this path.
sudo gem install -n /usr/local/bin GEM_NAME_HERE