The resolution of bug 1422454 added a "Table of contents" on the side navigation bar, but it is pretty simplistic. There is a mock-up here http://openstack-homepage.bitballoon.com/docs/book which represents nearer what the implementation should look like.
The fix for bug 1422454 did introduce some class attributes which can hopefully be used to expose this in css:
Ie:
<div class="docs-sidebar-section" id="table-of-contents">
<a class="docs-sidebar-section-title"><h4>Contents</h4></a>
<ul class="current">
<li class="toctree-l1 current"><a class="current reference internal" href="">Configure access and security for instances</a><ul>
<li class="toctree-l2"><a class="reference internal" href="#add-a-rule-to-the-default-security-group">Add a rule to the default security group</a></li>
...
</ul></li>
<li class="toctree-l1"><a class="reference internal" href="dashboard_demo.html">OpenStack dashboard</a></li>
...
</li></ul></div>
What needs to be done to work on this?