I\'m trying to get some html5 drag-and-drop functionality in a Rails 3 app with Paperclip. So, basically:
Have a look at
https://github.com/blueimp/jQuery-File-Upload/wiki
and scroll down to Ruby (on Rails). That probably is exactly what you are looking for, including a tutorial on how to use it with Rails 3 and paperclip. And from my own experiences it works like a charm.
And as Joost commented: https://github.com/yortz/carrierwave_jquery_file_upload shows a nice example of how to combine carrierwave with jquery_file_upload