Paranoid Penguin - Single Sign-on and the Corporate Directory, Part I

October 27th, 2005 by Ti Leggett in

Author Ti Leggett presents the first in a series of articles focused on building a secure corporate directory, including support for single-sign-on that's scalable up to thousands of users.

So you want a corporate directory, but you don't have a corporate budget. You want to reap the benefits of single sign-on, the ease of administration for yourself and the ease of use for your users. If you want all this, plus a secure and unified authorization and identity management system, read on. I'll start you down the path to sysadmin nirvana. In this series of articles, I'll show you how to build on pieces you may already have in place, add new pieces and make them all work together. Everything from the authentication servers, to mail delivery, to client integration (including Windows and OS X) will be discussed. We have a lot to cover, so let's get started!

Using Previous Building Blocks

We use MIT Kerberos V v1.4.1 and OpenLDAP v2.1.30 running on Gentoo Linux as our authentication and identity management systems, respectively. I assume you have three servers: kdc.example.com, ldap.example.com and mail.example.com. Before we go any further, you should first read the Linux Journal articles “Centralized Authentication with Kerberos 5, Part I” and “OpenLDAP Everywhere” (see the on-line Resources). We build on where those articles leave off, but keep in mind that our Kerberos realm will be CI.EXAMPLE.COM, and our base DN will be o=ci,dc=example,dc=com. Also, all of the configuration files referred to in this article are available from the on-line Resources.

Setting Up an SSL Certificate Authority (CA)

This section is optional reading but is highly recommended for sites that will have many servers using SSL. Each server can self-sign its own certificate, but you lose unity and some of the power of running your own CA. If you're interested in the details of OpenSSL, I highly recommend the book Network Security with OpenSSL.

We start by choosing /etc/ssl/example.com as the base directory to store all the signed certificates, certificate revocation lists (CRLs) and accounting information. Once that directory is created, we then create the directories certs, crl, newcerts and private underneath the base. We create an empty file /etc/ssl/example.com/index.txt, and then create a file /etc/ssl/example.com/serial:

# touch /etc/ssl/example.com/index.txt
# echo '01' > /etc/ssl/example.com/serial

Finally, we create the CA's OpenSSL configuration file, /etc/ssl/example.com/ca-ssl.cnf.

To create a self-signed CA certificate, we must do the following as the user who owns the /etc/ssl/example.com directory and its children, which is probably root:


# export OPENSSL_CONF=/etc/ssl/example.com/ca-ssl.cnf
# openssl req -x509 -days 3650 -newkey rsa \
 -out /etc/ssl/example.com/ci-cert.pem -outform PEM
# cp /etc/ssl/example.com/ci-cert.pem /etc/ssl/certs
# /usr/bin/c_rehash /etc/ssl/certs

For more details on the openssl req command, view the req(1) man page.

It is important to keep the passphrase for the CA key in a very safe place, because if the CA private key is compromised, all previously signed certs cannot be trusted. It is also important to keep the actual CA machine and access to it secure. How secure you keep the machine is up to you and your actual security needs, but if unauthorized users gain physical or network access, they have access to the CA private key. As I mentioned above, compromise of the CA private key compromises the entire chain of trust, making all signed certificates suspect and untrustworthy. Some suggest that the CA machine be physically secured with no network access. In order to sign certificates in this environment, you use registration authorities (RAs) to receive certificate signing requests (CSRs). The CSRs are then transferred to some secure portable media that is taken to the CA where the CSRs are signed, and the certificates written back to the portable media to be placed back on the RA for the end user to retrieve. If you think your needs might require this, the OpenCA Project was designed with this type of security in mind. It also has support for storage of signed certificates in LDAP.

We have created an OpenSSL configuration file for our CA, but that describes only how to request and sign exactly one certificate. We still need to create an OpenSSL configuration to use from now on to request normal host and user certificates: /etc/ssl/example.conf/ssl.cnf. The client configuration is a little more complex than the CA's because more variations can occur for client certificates.

Now that we have a client configuration file, let's generate a host certificate for the LDAP server. Generating a CSR can be done as a normal user:


# export OPENSSL_CONF=/etc/ssl/example.com/ssl.cnf
# openssl req -new -nodes -keyout ldap-key.pem \
 -out ldap-req.pem

The openssl options used are much the same as those used for generating the CA CSR. The only new option is the -nodes option, which creates an unencrypted private key.

Our next step is to have the CSR signed by the CA in order to get the public certificate. This, again, needs to be done as root:


# export OPENSSL_CONF=/etc/ssl/example.com/ssl.cnf
# openssl ca -policy policy_anything -out \
 ldap-cert.pem -in ldap-req.pem

At this point, we have three files: ldap-cert.pem, the public certificate; ldap-key.pem, the private key; and ldap-req.pem, the CSR. The CSR can be thrown away once the certificate has been signed by the CA. Again, protecting the private key is important, especially because it is not encrypted. It probably should be owned by root and have permissions 0400.

Securing LDAP

Even though passwords aren't stored in the LDAP directory, a lot of sensitive information is. Your users probably don't want the whole Internet to know their phone numbers, e-mail addresses or employee IDs. Once you've read “OpenLDAP Everywhere” and have a working LDAP server, you need to secure the information transportation and access to the directory.

The first step is to secure the data transport using OpenSSL. First, let's copy our certificate and key we signed previously to /etc/openldap/ssl/slapd-cert.pem and /etc/openldap/ssl/slapd-key.pem, respectively. We need to provide five options in slapd.conf: TLSCipherSuite (optional), TLSCACertificatePath, TLSCertificateFile, TLSCertificateKeyFile and TLSVerifyClient. The slapd.conf(5) man page has good definitions of these options.

Having secured the data on the wire, we now secure authentication using the Kerberos KDC. OpenLDAP is Kerberized and uses SASL for authentication negotiation. We first must tell slapd how to find its Kerberos keytab file. We do this by editing /etc/conf.d/slapd or by defining KRB5_KTNAME prior to starting slapd in its init script. Two options in slapd.conf also must be defined: sasl-secprops and sasl-regexp.

Right now, TLS and SASL can be used but aren't required. Two more options in slapd.conf, security and allow, are used to specify the security methods and encryption strength needed for certain operations to take place. And, be sure to set up access control lists (ACLs) properly—refer to slapd.access(5).

Securely Replicating Kerberos

We start by replicating our Kerberos database from kdc.example.com to ldap.example.com, so that if kdc.example.com fails, ldap.example.com will pick up the slack. One important fact to remember is that only one kadmin server can be on the network for a realm at any time. Otherwise, there is no authoritative source for updates to the database. Kerberos comes with kprop and kpropd to propagate the Kerberos database securely. First we must identify kpropd as a known service. Add the following to /etc/services:

krb5_prop             754/tcp

We need to define an ACL file, /etc/krb5kdc/kpropd.acl, that tells kpropd what hosts are allowed to propagate. All that is really needed in this file is the master KDC's principal name, but it doesn't hurt to have all KDCs in here so that if a failure occurs, we can choose a new master, start the kadmin service on it and propagate from that host to the other slaves.

We now create an xinetd service definition, /etc/xinetd.d/kpropd, on our slaves; (re)start xinetd; dump the database on kdc.example.com; and propagate it to the slaves so they have an initial configuration:


# /usr/sbin/kdb5_util dump /etc/krb5kdc/slavedump
# /usr/sbin/kprop -f /etc/krb5kdc/slavedump \
 ldap.example.com

Finally, we create a stash file on each slave using the master key defined when setting up kdc.example.com's database, and then start the kdc service:

# /usr/sbin/kdb5_util stash
# /etc/init.d/mit-krb5kdc start

To propagate out the KDC database periodically, we define a cron job on kdc.example.com. Thanks to Jason Garman and the O'Reilly book Kerberos: The Definitive Guide for the original cron job.

A sensible time frame to run this script is hourly or from /etc/cron.hourly. Our Kerberos database is now being replicated securely from the master to any number of slaves. If the master fails, we have a way to switch to a slave machine quickly and with minimal data loss, if any. Now that we're propagating Kerberos changes, we can add the slave server to the krb5.conf file as a valid KDC.

Securely Replicating OpenLDAP

Enough critical information will be stored in your LDAP directory that you probably don't want a single point of failure. After all, if your LDAP directory is unavailable, your users won't be able to login, check e-mail or do numerous other daily tasks. Replicating your LDAP directory helps ensure there is no single point of failure.

Let's replicate the LDAP directory from ldap.example.com to kdc.example.com. OpenLDAP has a dæmon called slurpd that is responsible for this. Unfortunately, slurpd has no configuration directive telling it which Kerberos keytab to use, so there's a bit of work required. First, we edit slapd.conf on ldap.example.com, adding the options replogfile and replica, and then we restart slapd.

We need to create a Kerberos ldap service principal and SSL certificate and key for kdc.example.com, as we did for ldap.example.com. We also must create a slapd.conf file for kdc.example.com. This file is almost identical to the one on ldap.example.com, with a few key differences. For the same reason we have only one Kerberos admin server, we want only one LDAP directory being updated and changed. The only user who should be able to write to the slaves' directory should be uid=host/ldap.example.com,cn=GSSAPI,cn=auth or the Kerberos principal of the master, so our ACLs on the slaves are much more restrictive. Also, slapd needs to know who will be sending updates via slurp as defined by the updatedn and updateref options.

Now we switch our focus back to ldap.example.com for a bit. We need to create an /etc/conf.d/slurpd or make sure that KRB5CCNAME is set before slurpd is started from the init script.

Next, we get some initial Kerberos credentials:

# KRB5CCNAME=/var/run/slurpd.krb5cache /usr/bin/kinit -k

And then we dump the directory to a file:

ldap# /etc/init.d/slapd stop
ldap# /usr/sbin/slapcat -l /tmp/slavedump.ldif
ldap# /etc/init.d/slurpd start

Because slurpd transfers changes only in the master directory, we need to populate the slave directory with the current state of the master directory. We do this by copying a dump of the master we created above, /tmp/slavedump.ldif, to kdc.example.com and import the dumped directory and start slapd:

kdc# /usr/sbin/slapadd -l slavedump.ldif
kdc# /etc/init.d/slapd start
ldap# /etc/init.d/slapd start

We need to test that the slave has a sane directory:

# ldapsearch -H ldap://kdc.example.com -ZZ

To test that replication is happening, we can make a modification or addition to the directory on ldap.example.com and then search on kdc.example.com to make sure that change propagated.

Once we've verified that slurpd is working, we create a cron job on ldap.example.com to keep the credentials from expiring. The default time limit for credential validity is ten hours, so if we define a cron job to run every eight hours, we should be safe.

Last, we add kdc.example.com into our rotation of valid LDAP servers for nss_ldap. That is, we append kdc.example.com to the list of servers specified by the host option in /etc/ldap.conf.

Configuring the Postfix MTA

We'll be using the Postfix mail transport agent (MTA) v2.1.5. Postfix has well-established support for SASL authentication as well as LDAP support for features such as aliases. Because configuring Postfix from the ground up is beyond the scope of this article, we deal with how to enable Postfix to use SASL and TLS. For information on setting up Postfix, see Resources.

Postfix has two main configuration files, /etc/postfix/main.cf and /etc/postfix/master.cf. The main.cf file is primarily responsible for how to accept incoming mail, and master.cf is primarily responsible for defining mail delivery agents.

An example main.cf is included in the on-line Resources, but to understand the directives in this file fully, you should refer to the Postfix documentation and Web site.

Three main directives define how our SMTP server interacts with other SMTP servers: smtp_sasl_auth_enable, smtp_use_tls and smtp_tls_note_starttls. If your SMTP server will be exposed to the Internet at large, you should set these as flexibly as possible to ensure all other SMTP servers can talk to yours. If it's an internal-only SMTP server, however, you can make it more secure by strengthening these directives.

The more interesting part is how we specify how our users and machines connect to our MTA to send mail. A few more directives are of concern here: smtpd_sasl_auth_enable, smtpd_sasl_security_options, smtpd_sasl_tls_security_options, smtpd_use_tls, smtpd_tls_cert_file, smtpd_tls_key_file and smtpd_tls_auth_only.

If you'll be using IMAP for mail delivery, make sure to set the mailbox_transport directive and the smtp and cyrus transports mechanism in master.cf.

Like OpenLDAP, Postfix is kerberized, uses SASL for authentication negotiation and can use SSL to secure the data transport. To secure Postfix and configure it to use SASL, we need to do a few tasks in addition to modifying main.cf. First we create an SSL certificate/key pair and place the two parts in /etc/ssl/postfix/smtp-cert.pem and /etc/ssl/postfix/smtp-key.pem, making sure that they're owned by the user postfix and group mail, and that the key is readable only by user postfix. Next, we create a host principal for mail.example.com and save it to the normal place. We also create a service principal, smtp/mail.example.com@CI.EXAMPLE.COM and save it to /etc/postfix/smtp.keytab. This file should be owned by root and have the same permissions as the smtp-key.pem file. In addition, we create a SASL configuration file named /etc/sasl2/smtpd.conf and also edit /etc/conf.d/saslauthd. Postfix uses the saslauthd dæmon to get information about authentication mechanisms, and these two files tell SASL how to check passwords, what mechanisms are supported and the minimum security layer to use. Values for minimum_layer are equivalent to the security strength factors (SSFs) in OpenLDAP. Finally, we tell Postfix where its Kerberos keytab file is by creating /etc/conf.d/postfix or by making sure the KRB5_KTNAME environment variable is set in the init script prior to starting Postfix. Once all these tasks have been done, we can start the saslauthd and Postfix init scripts.

LDAP is useful not only for identity management and authorization but also for storing alias maps for Postfix. It's simple to use and maintain, and it removes the need to rebuild the alias database every time there is a change to it. The first step is to make our directory aware that we want to store alias maps in it. We do this by adding the misc.schema to the slapd configuration. Next, we create a branch in the directory for the aliases. We'll use ou=aliases,o=ci,dc=example,dc=com. The last piece is to tell Postfix to use LDAP as a source for aliases by adding ldap:/etc/postfix/aliases.cf to the alias_maps directive in main.cf and creating the /etc/postfix/aliases.cf file that specifies how to connect to LDAP and where the aliases are in LDAP. We restart slapd and then Postfix; we're now ready to add a mail alias. We create an LDIF file called alias.ldif and add it to the directory. That's it!

Configuring the cyrus IMAP MDA

We'll be using the cyrus IMAP mail delivery agent (MDA) v2.2.10. Complete configuration of the cyrus IMAP server is beyond the scope of this document, but example working configuration files are provided. The cyrus IMAP server is developed by the same group who developed cyrus SASL, so SASL and single sign-on support work as expected.

Like Postfix, cyrus IMAP has two configuration files: /etc/imapd.conf and /etc/cyrus.conf. We'll be dealing only with /etc/imapd.conf. Again there are a few prerequisites: SSL certificate/key pair, host principal and service principal. The service principal should be called imap/mail.example.com@CI.UCHICAGO.EDU and stored in /etc/imap.keytab. To enable SSL, we define tls_ca_path, tls_cert_file and tls_key_file options accordingly. To use SASL, we define sasl_pwcheck_method, sasl_mech_list and sasl_minimum_layer options. The values for these options are identical to those set in /etc/sasl2/smtpd.conf for Postfix. Like Postfix, cyrus IMAP needs to be told where its keytab file is. We do this by editing /etc/conf.d/cyrus or making sure the KRB5_KTNAME environment variable is set in the init script prior to starting the IMAP dæmon. Once all this has been done, we should make sure saslauthd is running and then start the imap init script.

Wrapping Up

We certainly have covered a whole lot in a short time, but all this hard work has given you a secure and scalable corporate directory. We've just implemented a system that works for tens of users and hosts at one location all the way up to thousands spread all over the world. In my next article, we'll tackle tying Linux and Apple OS X clients into our system to see the fruits of our labor.

Acknowledgements

This work was supported by the Mathematical, Information and Computational Sciences Division subprogram of the Office of Advanced Scientific Computing Research, Office of Science, U.S. Department of Energy, under Contract W-31-109-ENG-38. Additional support has been provided by the Computation Institute at the University of Chicago and the National Science Foundation under Grant SCI: 0451491.

Resources for this article: /article/8581.

Ti Leggett (leggett@mcs.anl.gov) is a systems administrator for the Futures Laboratory of the Mathematics and Computer Science Division at Argonne National Laboratory. He also has a joint appointment with the Computation Institute at the University of Chicago.

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Nice but please use recent code

On January 6th, 2007 Marty Heyman (not verified) says:

It's a nice article. Thanks for writing it up. It would be better for you and your readers to use more recent bits (2.1.x is now historical) as the latest releases address hundreds of problems, dramatically improve directory performance, and add important features.

Incomplete instructions

On December 13th, 2005 Curtis Vaughan (not verified) says:

Being interested in implementing SSO per your article I went through the articles pertaining to Kerberos and OpenLDAP and got them working fine. Then I started on your article and got up to the section "Securing LDAP" and am totally lost. Instructions for everything so far have been rather detailed and where they differed from my distro (Debian) I was able to figure it out. But suddenly here we get very general instructions about providing options (TSLCipherSuite, TLSCACertificatePath, etc.) and then telling slapd how to find its Kerberos Keytab. etc. I've looked at the man pages for slapd.conf and slapd.access but am not sure I am doing it right. In fact I can't firgure out what I'm supposed to do with KRB5_KTNAME. Would really appreciate more information on this part.

Re: Incomplete instructions

On December 13th, 2005 Ti Leggett says:

The TLS options are explained in slapd.conf(5) in the TLS OPTIONS section, but for the two you listed here's some brief explanation:

TLSCipherSuite: Specify the list of OpenSSL ciphers you will accept. More info can be obtained from the ciphers(1) man page.

TLSCACertificatePath: Specify the path where you keep the CA certificates you accept

As for the KRB5_KTNAME environment variable, this is set prior to running slapd. A lot of distributions have a way to set environment variables prior to starting an SysV init script. Under Gentoo these files are in /etc/conf.d, under Red Hat and SuSE they are kept in /etc/sysconfig. Under debian these are kept in /etc/default. So if you edit /etc/default/slapd and add the line:

export KRB5_KTNAME=

And then restart slapd you'll be on your way.

Hope that helps.

SSO vs. Unified Login

On October 31st, 2005 Anonymous (not verified) says:

I can see how this docuement covers Unified Login (one username, one password), I cannot see how it covers Single Sign-on (One sign-on - enter username and password once). Microsoft Products utilize SSO very well... but the Open Source world has not.

I would LOVE to see a way for Open Source to access the MS Authenication Credentials.

Also, I would LOVE to see a true SSO for Open Source Systems.

Maybe I'm missing something with the KRB5 implementations, but too many programs require individual logon.

Java Open Single Sign-On.

On November 28th, 2005 Ahmed Alawy (not verified) says:

Check out http://www.josso.org/ for more information about open source SSO. It is a very good start, take it from an SSO expert ;)

Re: SSO vs. Unified Login

On November 6th, 2005 Ti Leggett says:

Since Microsoft Active Directory is essentially Kerberos and LDAP squashed together with some special RPC calls, what we're doing is implementing our own open source AD. But this article was just laying the groundwork for really getting SSO off the ground. The next articles in this series will deal with actually making use of this infrastructure and getting SSO really working. Many applications are now supporting GSSAPI which is the underlying protocol needed for SSO in the open source world (Microsoft uses GSS-SPNEGO).

It is possible to authenticate against a Microsoft AD server using Samba and pam/nss_ldap, though I'm not sure how much SSO you can get out of it with Linux and Mac clients.

Kerberos is SSO

On October 31st, 2005 Anonymous (not verified) says:

I haven't read the article but Kerberos is SSO, and has been for many years.

On the other way MS Authentication is now Kerberos (slightly modified), and they are now quite interoperable, but not so easy to configure as, f.e., Apple's Open Directory 2 (which is, of course, also Kerberos and LDAP).

Then again, what I would love to have is having all webservers and browsers support OpenPGP cyphersuites on TLS so I can have real unified and secure login on the internet.

DITCH X.509 !!

Single sign-on may decrease security

On October 29th, 2005 Mark Smith (not verified) says:

The advantage of single sign-on is that it makes it more convenient for users to login, as they now only have to remember a single username and a single password.

Unfortunately, any time convenience is increased, security usually decreases. If a user only has a single username and single password, that also means that an adversary only has a single username and single password to discover to then be granted full and complete access to all systems this single sign-on user has access to.

As much as multiple user accounts and multiple passwords, which implies multiple challenges for passwords, is sometimes frustrating to deal with, it creates a level of defense in depth, if passwords (and even usernames) are different for each system. Single sign-on can remove that depth.

Single sign-on can be useful, just be aware of its limitations. Measures such as two-factor authentication, or implementing multi-level security and then only permitting single sign-on to grant access to resources only within the authorised level can help address the security weaknesses that single sign-on can introduce.

Single sign-on may increase security

On October 30th, 2005 Randal Hart (not verified) says:

That truely depends on how you implement it.

There is nothing stopping you from using multiple accounts for different priveledges.
randal.hart (Normal user)
randal.hart.adm (Administrator)

There are programs like sudo to help upgrade and downgrade the permissions of programs you run on your local machine.

All you need to do is understand what you're doing. Then set up your system according to your needs.

I think my might have missed my point

On October 31st, 2005 Mark Smith (not verified) says:

"There is nothing stopping you from using multiple accounts for different priveledges.
randal.hart (Normal user)
randal.hart.adm (Administrator)"

Certainly, that was my point about implementing multi-level security.

The problem is that before SSO, randal.hart had a number of different logins to different systems, and had a different passwords e.g. email verses accounting system.The different passwords were in place because being authorised to access email is a different security level priviledge than being able to acces the accounting system.

If you naively then implemented SSO, granting a single user account access to email and accounting, you've now removed the security boundary between email and accounting, that may be necessary.

You could achieve that by having e.g.

randal.hart.messaging
randal.hart.financials

That is fine and obvious, of course it removes one of the major username/password benefits that SSO is sold as providing.

My point is this. Don't get so excited by the convenience of a SSO system and end up removing necessarly security barriers between systems/applications without realising it.

Passwords

On October 31st, 2005 randal hart (not verified) says:

Single sign-on will never lose the need for multiple passwords.

And I bet 99/100 people will have the same password for both accounts!

You'll either need to associate accounts so they can't pick the same passwords, or force different rules on all the different types of accounts.

How does to IA department sleep at night? :)