I do not know if "automatic" login to IE is possible.
But you can use the "classic" login form (Java EE style) and let Tomcat log in to Active Directory using JNDI Realm.
change the default scope on server.xml or set the scope in your application context.xml as follows:
<Realm className="org.apache.catalina.realm.JNDIRealm" debug="99" connectionURL="ldap://your-activedirectory-server:389" connectionName="a user with read access to AD (optional if anonymous access is permitted)" connectionPassword="password" referrals="follow" userBase="where to look for users, for instance: DC=mycompany,DC=com" userSearch="(sAMAccountName={0})" userSubtree="true" roleBase="where to look for groups, for instance: DC=mycompany,DC=com" roleName="cn" roleSearch="(member={0})" roleSubtree="true"/>
More information here: Apache Tomcat 5.5 Realm Configuration AS-B
And: Active Directory Integration
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