I too would like to be able to do this. Only I want to use my image descriptions as a rel tag in the link, or as a longdesc tag in the image for lightbox purposes. I know that lines 103-115 of the wp-admin/includes/media.php change the links that are put in to the editor, but I don’t want to directly edit core code. I am too unfamiliar with the add_filter tag to know how to modify core functions. Any help would be greatly appreciated.