What does Web-enabled really mean?

One of the projects I'm working on is to build the v.next of a successful LOB client-server desktop application (nee winform). My company recognizes the ubiquity of the Internet and the mobile paradigm, so the v.next means web-enabled and within a browser. We are not porting to application, ie. rewriting it in HTML/JavaScript but rather designing for a new platform. It's tempting to take the existing User Experience and translate it to the browser. Certainly, tools like HTML5, jQuery, insert your favorite ECMAScript library here, it's able to duplicate the desktop experience in a straightforward, if not elegant, manner.

The existing desktop application is a typical narrow-focus business design that relies on training, gradual evolution and Microsoft patterns (hover tooltips, header-detail split layouts, modal dialogs, et al) to enhance usability. In the