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Tomcat alias - cannot find WEB-INF/web.xml

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I have setup aliases under tomcat in my server.xml as follows:

This works fine except when navigating to more than one folder deep as follows:
This works fine sub.domain.co.za and loads the tomcat application, however if you go to
sub.domain.co.za/directory/index.jsp it gives an error 404 and the tomcat logs say cannot find WEB-INF/web.xml.

Anybody got any ideas?

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