I agree with IIan's comments you cited in https://groups.google.com/a/continuum.io/forum/#!topic/anaconda/AGHXzB1sN0I.  Python has been installing the README file in site-packages for a very long time and there have been case-insensitive file systems for a very long time, including, but not limited to, the default case-insensitive variant of HFS on OS X.  So this seems to be an issue for the readme package, not for Python.  Even if the Python-installed README file were installed under a different name in future release, it wouldn't solve the problem for trying to install the readme package under current and past Python releases. CC-ing Donald, as the author of readme, for his comments.