<Resource name="mail/MailServer" auth="Container"
type="javax.mail.Session"
mail.smtp.host="smtp.mailserver"
mail.smtp.port="465"
mail.smtp.auth="true"
mail.smtp.user="myuser"
password="mypassword"
mail.smtp.starttls.enable="true"
mail.smtp.socketFactory.class="javax.net.ssl.SSLSocketFactory"
/>
Then your resource is accessible via this URI in your webapp :
java:comp/env/mail/MailServer
Also, you must copy the two files
activation.jar and mail.jar in your tomcat common/lib server.
You may refer to the JIRA documentation where I had this hint
http://www.atlassian.com/software/jira/docs/v3.13/smtpconfig.html