Django on IronPython
Besides the Jeff Hardy blog post on Django + IronPython mentioned by Tony Meyer, it might be useful to also read Jeff's two other posts in the same series on his struggles with IronPython, easy_install and zlib. The first is Solving the zlib problem which discusses the absence of zlib for IronPython; hence, no easyinstall. Jeff reimplemented zlib based on ComponentAce's zlib.net. And finally, in easy_install on IronPython, Part Deux Jeff discusses some final tweaks that are needed before easy_install can be used with IronPython.
This was demoed at last year's PyCon (the details are also available). More recently, Jeff Hardy has blogged about this, including suggestions.