Ruby 1.8.7 + Rails 2.3.2 + TLS = Where''s the documentation?

obiwan chinobi
2009-04-13T14:01:47Z

After spending a few hours reading dozens of blogs and tutorials I am
still stumped. Numerous sites mention ruby 1.8.7 and rails 2.3
supporting TLS out of the box. However, I can not find any documentation
on setting this up to send emails correctly. Furthermore, after
attempting to send emails using Gmail and TLS i get the following error:

530 5.7.0 Must issue a STARTTLS command first. i6sm501424tid.20

/usr/local/lib/ruby/1.8/net/smtp.rb:942:in `check_auth_response''
/usr/local/lib/ruby/1.8/net/smtp.rb:733:in `auth_plain''
/usr/local/lib/ruby/1.8/net/smtp.rb:725:in `send''
/usr/local/lib/ruby/1.8/net/smtp.rb:725:in `authenticate''
/usr/local/lib/ruby/1.8/net/smtp.rb:566:in `do_start''
/usr/local/lib/ruby/1.8/net/smtp.rb:525:in `start''

Can anyone point me in the right direction?!

Thanks in advance!

I have the following configuration in my
config/environments/development.rb:
# Don''t care if the mailer can''t send
config.action_mailer.raise_delivery_errors = true

# set delivery method to :smtp, :sendmail or :test
config.action_mailer.delivery_method = :smtp

# these options are only needed if you choose smtp delivery
config.action_mailer.smtp_settings = {
  :address        => ''smtp.gmail.com'',
  :enable_starttls_auto => true,
  :port           => 587,
  :domain         => ''digiaid.com.au'',
  :authentication => :login,
  :user_name      =>
''info-fGHeCWgaIIjvnOemgxGiVw@public.gmane.org'',