No, server downloads are broken/only half implemented and regardless if you set a rotation, unless your clients have the same files as on the server, they can't connect.
The way I've dealt with this is to -
1) Upload any custom files to a web server, using dir names the same as the q4 dir names to place the custom files in (e.g. maps would go into
http://blah.com/q4base while the instagib mod files could be found in
http://blah.com/instagib)
2) add these lines to my server cfg (or if running multiple servers, write a new cfg, call it autodownload.cfg or something like that, and call it from all of your server cfg's)
set net_serverDownload "1" //ask to redirect clients to URL below
set si_serverlURL "
http://blah.com" //base URL of missing files
3) make posts in our clans forums of the exact files that have been added and when, since the above will redirect clients when they have missing files but not actually tell them WHICH files they are missing.
Not the greatest way to do things but the only way short of NOT using custom files that I can see.
Keeping on topic, I like the map Kiltron, fast gameplay on it. I read your above comments on the teleporters not moving projectiles, but I was personally looking forward to seeing some maps that took advantage of this aspect of play. Have to agree tho, your map wouldn't run with it too well.