Does CryptoPrevent work on Server operating systems?

Yes it is compatible, just like a workstation OS. We would highly recommend installing it on a terminal server.

Otherwise it is actually pointless to install CryptoPrevent or other CryptoLocker prevention rules on a server OS, as it is usually company policy that employees do not check their email from the server, or browse the internet, etc.  There is no other reason that malicious files would be executed from the server itself, if no one uses it as if it were a workstation.  What then would be the purpose of installing the protection on the server?

The best way to protect a server from CryptoLocker is to protect the workstations.  Even with CryptoPrevent installed on the server, if a workstation with a mapped drive gets infected, any data on an open network share is still compromised!