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I use WTP with tomcat 5.5 . Currently the api docs of the tomcat server (servletapi) are not associated with the servlet jar. Since tomcat is shipped with these docs, they may always be found in the same location ($CATALINA_HOME\webapps\tomcat-docs\servletapi) and can be associated with the jar.
TomcatRuntimeClasspathProvider would have to be updated to pull in the doc paths that go along with each jar. In the meantime you should be able to configure this manually through the Java build path.