Turn out the issues requires additional tweak.
Compression is 'locked' by default at the application level. As such, it needs to be 'unlocked'. this can be achieved via the command line or via the (extra download) iis7 admin tools.
eg. appcmd set config -section:urlCompression /doDynamicCompression:true
http://learn.iis.net/page.aspx/206/dynamic-compression/
Reference:
http://serverfault.com/questions/23788/need-help-with-some-iis7-web-config-compression-settings
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