There is an iOS app called Houdini that works wonderfully. It even creates a list of failed transfers that you can then add manually:
Houdini Playlist Transfer by Apollo Labs https://itunes.apple.com/us/app/houdini-playlist-transfer/id1123530435?mt=8
Houdini Playlist Transfer by Apollo Labs https://itunes.apple.com/us/app/houdini-playlist-transfer/id1123530435?mt=8