Public-Key-Based Configuration

To set up public-key authentication in your account on an SSH server machine, you create an authorization file, typically called authorized_keys (OpenSSH) or authorization (Tectia), and list the keys that provide access to your account. [2.4] Well, we've been keeping a secret. Your authorization file can contain not only keys, but also other keywords or options to control the SSH server in powerful ways. We will discuss:

As we demonstrate how to modify your authorization file, remember that the file is consulted by the SSH server only at authentication time. Therefore, if you change your authorization file, only new connections will use the new information. Any existing connections are already authenticated and won't be affected by the change.

Also remember that an incoming connection request won't reach your authorization file if the SSH server rejects it for other reasons, namely, failing to satisfy the serverwide configuration. If a change to your authorization file doesn't seem to be having an effect, make sure it doesn't conflict with a (more powerful) serverwide configuration setting.

Your OpenSSH authorization file, ~/.ssh/authorized_keys, is a secure doorway into your account via SSH. Each line of the file contains a public key and means the following: "I give permission for SSH clients to access my account, in a particular way, using this key as authentication." Notice the words "in a particular way." Until now, public keys have provided unlimited access to an account. Now we'll see the rest of the story.

Each line may contain, in order:

Here's an example:

    from="192.168.10.1" ssh-dss AAAAB3NzaC1kc3MA... My OpenSSH key

It contains authorization options (from="192.168.10.1"), the key type (ssh-dss), the public key itself (abbreviated here with an ellipsis), and the final comment ("My OpenSSH key").

Public keys are generated by ssh-keygen in .pub files, you may recall, and you typically insert them into authorized_keys by copying. [2.4.3] Options, however, are usually typed into authorized_keys with a text editor.[119]

An option may take two forms. It may be a keyword, such as:

    # OpenSSH: Turn off port forwarding
    no-port-forwarding

or it may be a keyword followed by an equals sign and a value, such as:

    # OpenSSH: Allow connections only from myhost
    from=myhost

Multiple options may be given together, separated by commas, with no whitespace between the options:

    # OpenSSH
    no-port-forwarding,from=myhost

If you mistakenly include whitespace:

    # THIS IS ILLEGAL: whitespace between the options
    no-port-forwarding, from=myhost

your connection by this key won't work properly. If you connect with debugging turned on (ssh -v), you will see a "bad options" message from the SSH server.

Many SSH users aren't aware of options or neglect to use them. This is a pity because options provide extra security and convenience. The more you know about the clients that access your account, the more options you can use to control that access.

A Tectia authorization file, typically found in ~/.ssh2/authorization,[120] has a different format than OpenSSH's. Instead of public keys, it contains keywords and values, much like other SSH configuration files we've seen. Each line of the file contains one keyword followed by its value. The most commonly used keywords are Key and Options.

Public keys are indicated using the Key keyword. Key is followed by whitespace, and then the name of a file containing a public key. Relative filenames refer to files in ~/.ssh2. For example:

    # Tectia
    Key myself.pub

means that an SSH-2 public key is contained in ~/.ssh2/myself.pub. Your authorization file must contain at least one Key line for public-key authentication to occur.

Each Key line may optionally be followed immediately by an Options keyword and its value, which is a comma-separated list of options:

    # Tectia
    Key myself.pub
    Options no-port-forwarding, no-x11-forwarding, command="mycommand"

One common option is command, which specifies a forced command, i.e., a command to be executed whenever the key immediately above is used for access. We discuss forced commands later in great detail. [8.2.3] For now, all you need to know is this: a forced command begins with the keyword Options followed by command and its quoted value, a shell command line. For example:

    # Tectia
    Key somekey.pub
    Options command="/bin/echo All logins are disabled"

Remember that an Options line by itself is an error. The following examples are illegal:

    # Tectia
    # THIS IS ILLEGAL: no Key line
    Options command="/bin/echo This line is bad."
    # THIS IS ILLEGAL: no Key line precedes the second Options
    Key somekey.pub
    Options command="/bin/echo All logins are disabled"
    Options command="/bin/echo This line is bad."

Tectia supports authentication by PGP key. [6.5] Your authorization file may also include PgpPublicKeyFile, PgpKeyName, PgpKeyFingerprint, and PgpKeyId lines. An Options line may follow PgpKeyName, PgpKeyFingerprint, or PgpKeyId, just as it may follow Key.

    # Tectia
    PgpKeyName my-key
    Options command="/bin/echo PGP authentication was detected"

Ordinarily, an SSH connection invokes a remote command chosen by the client:

    # Invoke a remote login shell
    $ ssh server.example.com
    # Invoke a remote directory listing
    $ ssh server.example.com /bin/ls

A forced command transfers this control from the client to the server. Instead of the client deciding which command will run, the owner of the server account decides. In Figure 8-2, the client has requested the command /bin/ls, but the server-side forced command runs /bin/who instead.

Forced commands can be quite useful. Suppose you want to give your assistant access to your account, but only to read your email. You can associate a forced command with your assistant's SSH key to run only your email program and nothing else.

In OpenSSH, a forced command may be specified in authorized_keys with the command option preceding the desired key. For example, to run the email program pine whenever your assistant connects:

    # OpenSSH
    command="/usr/bin/pine" ...secretary's public key...

In Tectia, a forced command appears on the line immediately following the desired Key, using the command option. The previous example would be represented like so:

    # Tectia
    Key secretary.pub
    Options command "/usr/bin/pine"

You may associate, at most, one forced command with a given key. To associate multiple commands with a key, put them into a script on the remote machine and run the script as the forced command. (We will demonstrate this. [8.2.3.3])

Before we begin in-depth examples of forced commands, let's discuss security. At first glance, a forced command seems at least as secure as a "normal" SSH connection that invokes a shell. This is because a shell can invoke any program, while a forced command can invoke only one program, the forced command itself. If a forced command is /usr/bin/pine, only /usr/bin/pine can be invoked.

Nevertheless, there's a caveat. A forced command, carelessly used, may lull you into a sense of false security, believing that you have limited the client's capabilities when you haven't. This occurs if the forced command unintentionally permits a shell escape, i.e., a way to invoke a shell from within the forced command. Using a shell escape, a client can invoke any program available to a shell. Many Unix programs have shell escapes, such as text editors (vi, Emacs), pagers (more, less), programs that invoke pagers (man), news readers (rn), mail readers (such as Pine in the previous example!), and debuggers (gdb). Interactive programs are the most common culprits, but even noninteractive commands may run shell commands (find, xargs, etc.).

When you define a forced command, you probably don't want its key used for arbitrary shell commands. Therefore, we propose the following safety rules for deciding whether a program is appropriate as a forced command:

Any program may be used as a forced command, but some may be risky choices. In the examples that follow, we cover several of these issues as they're encountered.

Suppose you've permitted a friend to access your account by SSH, but now you've decided to disable the access. You can simply remove his key from your authorization file, but here's something fancier. You can define a forced command to print a custom message for your friend, indicating that his access has been disabled. For example:

    # OpenSSH
    command="/bin/echo Sorry, buddy, but you've been terminated!" ...key...

    # Tectia
    Key friend.pub
    Options command="/bin/echo Sorry, buddy, but you've been terminated!"

Any incoming SSH connection that successfully authenticates with this key causes the following message to be displayed on standard output:

    Sorry, buddy, but you've been terminated!

and then the connection closes. If you'd like to print a longer message, which might be awkward to include in your authorization file, you can store it in a separate file (say, ~/go.away) and display it using an appropriate program (e.g., cat):

    # OpenSSH
    command="/bin/cat $HOME/go.away" ...key...

    # Tectia
    Key friend.pub
    Options command="/bin/cat $HOME/go.away"

Since the message is long, you might be tempted to display it one screenful at a time with a pager program such as more or less. Don't do it!

    # OpenSSH: Don't do this!
    command="/usr/bin/less $HOME/go.away" ...key...

This forced command opens an unwanted hole into your account: the less program, like most Unix pager programs, has a shell escape. Instead of restricting access to your account, this forced command permits unlimited access.[122]

Public-key authentication requires two pieces of information: the corresponding private key and its passphrase (if any). Without either piece, authentication can't succeed. Per-account configuration lets you add a third requirement for additional security: a restriction on the client's hostname or IP address.

In OpenSSH, host access control is accomplished in the authorized_keys file with the from option. For example:

    # OpenSSH
    from="client.example.com" ...key...

enforces that any SSH connection must come from client.example.com, or else it is rejected. Therefore, if your private-key file is somehow stolen, and your passphrase cracked, an attacker might still be stymied if he can't connect from the authorized client machine.

If the concept of "from" sounds familiar, you've got a good memory: it's the same access control provided by the AllowUsers keyword for serverwide configuration. [5.5.1] The authorized_keys option, however, is set by you within your account and applies to a single key, while AllowUsers is specified by the system administrator and applies to all connections to an account. Here's an example to demonstrate the difference. Suppose you want to permit connections from remote.org to enter the benjamin account. As system administrator, you can configure this within /etc/ssh/sshd_config:

    # OpenSSH
    AllowUsers benjamin@remote.org

Using per-account configuration, the user benjamin can configure the identical setting within his authorized_keys file, for a particular key only:

    # OpenSSH
    # File ~benjamin/.ssh/authorized_keys
    from="remote.org" ...key...

Of course, the serverwide setting takes precedence. If the system administrator had denied this access using the DenyUsers keyword:

    # OpenSSH
    DenyUsers benjamin@remote.org

then user benjamin can't override this restriction using the from option in authorized_keys.

Just like AllowUsers, the from option can use the wildcard characters *, matching any string, and ?, matching any one character:

    from="*.someplace.org"   Matches any host in the someplace.org domain
    from="som?pla?e.org"     Matches somXplaYe.org but not foo.someXplaYe.org or foo.somplace.org

It may also match the client IP address, with or without wildcards:

    from="192.220.18.5"
    from="192.2??.18.*"

There can also be multiple patterns, this time separated by commas (AllowUsers employs spaces). No whitespace is allowed. You may also negate a pattern by prefixing it with an exclamation point (!). The exact matching rules are: every pattern in the list is compared to either the client's canonical hostname or its IP address. If the pattern contains only numerals, dots, and wildcards, it is matched against the address, otherwise, it is matched against the hostname.[123] The connection is accepted if and only if the client matches at least one positive pattern and no negated patterns. So for example, the following rule denies connections from saruman.ring.org, allows connections from other hosts in the domain ring.org, and denies everything else:

    from="!saruman.ring.org,*.ring.org"

while this one again denies saruman.ring.org but allows all other clients:

    from="!saruman.ring.org,*"

Remember that access control by hostname may be problematic, due to issues with name resolution and security. [3.4.3.6] Fortunately, the from option is just an auxiliary feature of OpenSSH public-key authentication, which provides stronger security than would an entirely hostname-based solution.

The environment option instructs the SSH server to set an environment variable when a client connects via the given key. For example, the OpenSSH authorized_keys line:

    # OpenSSH
    environment="EDITOR=emacs" ...key...

or Tectia authorization file option:

    # Tectia
    Key mykey.pub
    Options environment="editor=emacs"

sets the environment variable EDITOR to the value emacs, thereby setting the client's default editor for the login session. The syntax following environment= is a quoted string containing a variable, an equals sign, and a value. All characters between the quotes are significant, i.e., the value may contain whitespace:

    # OpenSSH
    environment="MYVARIABLE=this value has whitespace in it" ...key...

    # Tectia
    Key mykey.pub
    Options environment="MYVARIABLE=this value has whitespace in it"

or even a double quote, if you escape it with a forward slash:

    # OpenSSH
    environment="MYVARIABLE=I have a quote\" in my middle" ...key...

    # Tectia
    Key mykey.pub
    Options environment="MYVARIABLE=I have a quote\" in my middle"

Also, a single key may have multiple environment variables set:

    # OpenSSH
    environment="EDITOR=emacs",environment="MYVARIABLE=26" ...key...

    # Tectia
    Key mykey.pub
    environment="EDITOR=emacs",environment="MYVARIABLE=26"

Why set an environment variable for a key? This feature lets you tailor your account to respond differently based on which key is used. For example, suppose you create two keys, each of which sets a different value for an environment variable—say, SPECIAL:

    # OpenSSH
    environment="SPECIAL=1" ...key...
    environment="SPECIAL=2" ...key...

    # Tectia
    Key key1.pub
    Options environment="SPECIAL=1"
    Key key2.pub
    Options environment="SPECIAL=2"

Now, in your account's shell configuration file, you can examine $SPECIAL and trigger actions specific to each key:

    # In your .login file
    switch ($SPECIAL)
      case 1:
        echo 'Hello Bob!'
        set prompt = 'bob> '
        breaksw
      case 2:
        echo 'Hello Jane!'
        set prompt = jane> '
        source ~/.janerc
        breaksw
    endsw

Here, we print a custom welcome message for each key user, set an appropriate shell prompt, and in Jane's case, invoke a custom initialization script, ~/.janerc. Thus, the environment option provides a convenient communication channel between a particular key and the remote shell.

As a more advanced example of the environment option, suppose a team of open source software developers around the Internet is developing a computer program. The team decides to practice good software engineering and store its code with CVS, the Concurrent Versions System, a popular version control tool. Lacking the funds to set up a server machine, the team places the CVS repository into the computer account of one of the team members, Benjamin, since he has lots of available disk space. Benjamin's account is on the SSH server machine cvs.repo.com.

The other developers do not have accounts on cvs.repo.com, so Benjamin places their public keys into his authorized_keys file so that they can do check-ins. Now there's a problem. When a developer changes a file and checks the new version into the repository, a log entry is made by CVS, identifying the author of the change. But everyone is connecting through the benjamin account, so CVS always identifies the author as "benjamin," no matter who checked in the changes. This is bad from a software engineering standpoint: the author of each change should be clearly identified.[124]

You can eliminate this problem by modifying Benjamin's file, preceding each developer's key with an environment option. CVS examines the LOGNAME environment variable to get the author's name, so you set LOGNAME differently for each developer's key:

    # OpenSSH
    environment="LOGNAME=dan" ...key...
    environment="LOGNAME=richard" ...key...
    ...

   # Tectia
   Key dan.pub
   Options environment="LOGNAME=dan"
   Key richard.pub
   Options environment="LOGNAME=richard"
   ...

Now, when a given key is used for a CVS check-in, CVS identifies the author of the change by the associated, unique LOGNAME value. Problem solved![125]

Tectia's idle-timeout option tells the SSH server to disconnect a session that has been idle for a certain time limit. This is just like Tectia's IdleTimeout keyword for serverwide configuration but is set by you within your account, instead of by the system administrator. [5.3.3.5]

Suppose you let your friend Jamie access your account by SSH. Jamie works in an untrusted environment, however, and you are worried that he might walk away from his computer while connected to your account, and someone else might come by and use his session. One way to reduce the risk is to set an idle timeout on Jamie's key, automatically disconnecting the SSH session after a given period of idle time. If the client stops sending output for a while, Jamie has probably walked away, and the session is terminated.

Timeouts are set with the idle-timeout option. For example, to set the idle timeout to 60 seconds:

    # Tectia
    Key mykey.pub
    Options idle-timeout=60s

idle-timeout uses the same notation for time as the IdleTimeout server keyword. [5.3.3.5] It also overrides any serverwide value set with the IdleTimeout keyword. For example, if the serverwide idle timeout is five minutes:

    # Tectia
    IdleTimeout 5m

but your authorization file sets it to 10 minutes for your account:

    # Tectia
    Key mykey.pub
    Options idle-timeout=10m

then any connection using this key has an idle timeout of 10 minutes, regardless of the serverwide setting.

This feature has more uses than disconnecting absent typists. Suppose you're using an SSH key for an automated process, such as backups. An idle timeout value kills the process automatically if it hangs due to an error.

Although you're permitting SSH access to your account, you might not want your account to be used as a springboard to other machines by port forwarding. [9.2] To prevent this, use the no-port-forwarding option for that key:

    # OpenSSH
    no-port-forwarding ...key...

    # Tectia
    Key mykey.pub
    Options no-port-forwarding

Rather than disable forwarding, OpenSSH can place limits on it with the permitopen option for a key. For example, to restrict port forwarding to local port 12345 connecting to remote host server.example.com:

    # OpenSSH
    permitopen="server.example.com:12345" ...key...

permitopen may have multiple values separated by commas. The syntax is hostname:port for IPv4 addresses and hostname/port for IPv6 addresses.

X forwarding [9.4] can be prohibited per key with the no-x11-forwarding option:

    # OpenSSH
    no-x11-forwarding ...key...

    # Tectia
    Key mykey.pub
    Options no-x11-forwarding

Agent forwarding can also be disabled per key, if you don't want remote users to travel through your account and onto other computers using the given key. [6.3.5] This is done with the no-agent-forwarding option:

    # OpenSSH
    no-agent-forwarding ...key...

    # Tectia
    Options no-agent-forwarding

Normally, when you log in via SSH, the server allocates a pseudo-terminal (henceforth, tty) for the login session: [7.4.6.5]

    # A tty is allocated for this client
    $ ssh server.example.com

The server even sets an environment variable, SSH_TTY for OpenSSH or SSH2_TTY for Tectia, with the name of the tty allocated. For example:

    # After logging in via OpenSSH
    $ echo $SSH_TTY         Use $SSH2_TTY for Tectia
    /dev/pts/1

When you run a noninteractive command, however, the SSH server doesn't allocate a tty to set the environment variable, e.g.:

    # OpenSSH: No tty is allocated
    $ ssh server.example.com /bin/ls

Suppose you want to give someone SSH access for invoking noninteractive commands, but not for running an interactive login session. You've seen how forced commands can limit access to a particular program, but as an added safety precaution, you can also disable tty allocation with the no-pty option:

    # OpenSSH
    no-pty ...key...

    # Tectia
    Key mykey.pub
    Options no-pty

Noninteractive commands will now work normally, but requests for interactive sessions are refused by the SSH server. If you try to establish an interactive session, your client may appear to hang.[126] Run it in verbose mode to see the reason:

    # OpenSSH output
    debug1: Remote: Pty allocation disabled.

Just for fun, let's observe the effect of no-pty on the environment variable with a simple experiment. Set up a public key and precede it with the following forced command:

    # OpenSSH
    command="echo SSH_TTY is [$SSH_TTY]" ...key...

    # Tectia
    Key mykey.pub
    Options command="echo SSH2_TTY is [$SSH2_TTY]"

Now try connecting noninteractively and interactively, and watch the output. The interactive command assigns a value to the environment variable, but the noninteractive one doesn't:

    $ ssh server.example.com
    SSH_TTY is [/dev/pts/2]       For Tectia it would be SSH2_TTY

    $ ssh server.example.com anything
    SSH_TTY is []                 For Tectia it would be SSH2_TTY

Next, add the no-pty option:

    # OpenSSH
    no-pty,command="echo SSH_TTY is [$SSH_TTY]" ...key...

    # Tectia
    Key mykey.pub
    no-pty,command="echo SSH_TTY is [$SSH_TTY]"

and try connecting interactively. The connection (properly) fails and the environment variable has no value:

    $ ssh server.example.com
    SSH_TTY is []         For Tectia it would be SSH2_TTY
    Connection to server.example.com closed.

Even if a client requests a tty specifically (with ssh -t), the no-pty option forbids its allocation. For instance, if you try running the Emacs editor over the SSH connection:

    $ ssh -t server.example.com emacs

Emacs will fail to run or appear to hang.



[119] When editing authorized_keys, be sure to use a text editor capable of handling long lines. The public key may be several hundred characters long. Some text editors can't display long lines, won't edit them properly, automatically insert line breaks, or wreak other sorts of havoc upon your nice public keys. (Aaargh. Don't get us started talking about brain-damaged text editors.) Use a modern editor, and turn off automatic line breaking. We use GNU Emacs.

[120] The name can be changed with the keyword AuthorizationFile in the serverwide configuration file. [5.3.1.6]

[121] Modern Unix implementations often ignore the setuid bit on scripts for security reasons.

[122] The less program has a secure mode that disables shell escapes. See the manpage for less about the environment variable LESSSECURE.

[123] OpenSSH unfortunately doesn't let you specify arbitrary IP networks using an address and mask, nor by "address / number of bits." libwrap does [9.5], but its restrictions apply to all connections, not on a per-key basis.

[124] In an industrial setting, each developer would have an account on the CVS repository machine, so the problem wouldn't exist.

[125] Incidentally, the authors used this technique while collaborating on this book.

[126] If the connection hangs and your client appears to be frozen, type the ssh escape character followed by a period (usually ~. unless you've overridden it) to close the connection.