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Add support for OpenSSH "hostkeys" extension
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This commit adds client and server support for the OpenSSH "hostkeys"
extension, which allows a server to advertise current and future server
host keys, so that clients can update their known_hosts to support key
rotation and migrating to stronger algorithms over time.

This feature is disabled by default, to avoid problems with SSH
implementations that don't always gracefully handle unrecognized
global requests. To enable it, the option send_server_host_keys can
be set to `True` when creating a server or the option
server_host_keys_handler can be set to a callable or coroutine when
starting a client. This callback will be called with four lists of
keys (added, removed, retained, and revoked), representing the
differences between what matched in the client's known hosts and
what was provided by the server.

Note that this feature requires the client-side known hosts checking
to be enabled. The callback will only be called if a trusted server
host key was matched in the SSH handshake.

Thanks go to Matthijs Kooijman for getting me to take another look at
this. I had some concerns about not wanting AsyncSSH to ever modify
external config files like known_hosts. However, I think the approach
chosen here provides the key functionality needed while leaving it up to
the application to decide how the configuration should be updated.
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ronf committed Jul 7, 2024
1 parent 6d1a99f commit 050e5c1
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Showing 2 changed files with 279 additions and 9 deletions.
160 changes: 154 additions & 6 deletions asyncssh/connection.py
Original file line number Diff line number Diff line change
Expand Up @@ -185,6 +185,10 @@
_Conn = TypeVar('_Conn', bound='SSHConnection')
_Options = TypeVar('_Options', bound='SSHConnectionOptions')

_ServerHostKeysHandler = Optional[Callable[[List[SSHKey], List[SSHKey],
List[SSHKey], List[SSHKey]],
MaybeAwait[None]]]

class _TunnelProtocol(Protocol):
"""Base protocol for connections to tunnel SSH over"""

Expand Down Expand Up @@ -1995,6 +1999,11 @@ def send_userauth_success(self) -> None:
not self._waiter.cancelled():
self._waiter.set_result(None)
self._wait = None
return

# This method is only in SSHServerConnection
# pylint: disable=no-member
cast(SSHServerConnection, self).send_server_host_keys()

def send_channel_open_confirmation(self, send_chan: int, recv_chan: int,
recv_window: int, recv_pktsize: int,
Expand All @@ -2012,6 +2021,13 @@ def send_channel_open_failure(self, send_chan: int, code: int,
self.send_packet(MSG_CHANNEL_OPEN_FAILURE, UInt32(send_chan),
UInt32(code), String(reason), String(lang))

def _send_global_request(self, request: bytes, *args: bytes,
want_reply: bool = False) -> None:
"""Send a global request"""

self.send_packet(MSG_GLOBAL_REQUEST, String(request),
Boolean(want_reply), *args)

async def _make_global_request(self, request: bytes,
*args: bytes) -> Tuple[int, SSHPacket]:
"""Send a global request and wait for the response"""
Expand All @@ -2024,8 +2040,7 @@ async def _make_global_request(self, request: bytes,

self._global_request_waiters.append(waiter)

self.send_packet(MSG_GLOBAL_REQUEST, String(request),
Boolean(True), *args)
self._send_global_request(request, *args, want_reply=True)

return await waiter

Expand Down Expand Up @@ -3266,6 +3281,8 @@ def __init__(self, loop: asyncio.AbstractEventLoop,
self._server_host_key_algs: Optional[Sequence[bytes]] = None
self._server_host_key: Optional[SSHKey] = None

self._server_host_keys_handler = options.server_host_keys_handler

self._username = options.username
self._password = options.password

Expand Down Expand Up @@ -3924,6 +3941,80 @@ def _process_auth_agent_at_openssh_dot_com_open(
raise ChannelOpenError(OPEN_CONNECT_FAILED,
'Auth agent forwarding disabled')

def _process_hostkeys_00_at_openssh_dot_com_global_request(
self, packet: SSHPacket) -> None:
"""Process a list of accepted server host keys"""

self.create_task(self._finish_hostkeys(packet))

async def _finish_hostkeys(self, packet: SSHPacket) -> None:
"""Finish processing hostkeys global request"""

if not self._server_host_keys_handler:
self.logger.debug1('Ignoring server host key message: no handler')
self._report_global_response(False)
return

if self._trusted_host_keys is None:
self.logger.info('Server host key not verified: handler disabled')
self._report_global_response(False)
return

added = []
removed = list(self._trusted_host_keys)
retained = []
revoked = []
prove = []

while packet:
try:
key_data = packet.get_string()
key = decode_ssh_public_key(key_data)

if key in self._revoked_host_keys:
revoked.append(key)
elif key in self._trusted_host_keys:
retained.append(key)
removed.remove(key)
else:
prove.append((key, String(key_data)))
except KeyImportError:
pass

if prove:
pkttype, packet = await self._make_global_request(
b'hostkeys-prove-00@openssh.com',
b''.join(key_str for _, key_str in prove))

if pkttype == MSG_REQUEST_SUCCESS:
prefix = String('hostkeys-prove-00@openssh.com') + \
String(self._session_id)

for key, key_str in prove:
sig = packet.get_string()

if key.verify(prefix + key_str, sig):
added.append(key)
else:
self.logger.debug1('Server host key validation failed')
else:
self.logger.debug1('Server host key prove request failed')

packet.check_end()

self.logger.info(f'Server host key report: {len(added)} added, '
f'{len(removed)} removed, {len(retained)} retained, '
f'{len(revoked)} revoked')

result = self._server_host_keys_handler(added, removed,
retained, revoked)

if inspect.isawaitable(result):
assert result is not None
await result

self._report_global_response(True)

async def attach_x11_listener(self, chan: SSHClientChannel[AnyStr],
display: Optional[str],
auth_path: Optional[str],
Expand Down Expand Up @@ -5594,6 +5685,7 @@ def __init__(self, loop: asyncio.AbstractEventLoop,
self._options = options

self._server_host_keys = options.server_host_keys
self._all_server_host_keys = options.all_server_host_keys
self._server_host_key_algs = list(options.server_host_keys.keys())
self._known_client_hosts = options.known_client_hosts
self._trust_client_host = options.trust_client_host
Expand Down Expand Up @@ -5719,6 +5811,17 @@ def get_server_host_key(self) -> Optional[SSHKeyPair]:

return self._server_host_key

def send_server_host_keys(self) -> None:
"""Send list of available server host keys"""

if self._all_server_host_keys:
self.logger.info('Sending server host keys')

keys = [String(key) for key in self._all_server_host_keys.keys()]
self._send_global_request(b'hostkeys-00@openssh.com', *keys)
else:
self.logger.info('Sending server host keys disabled')

def gss_kex_auth_supported(self) -> bool:
"""Return whether GSS key exchange authentication is supported"""

Expand Down Expand Up @@ -6425,6 +6528,26 @@ def _process_tun_at_openssh_dot_com_open(

return chan, session

def _process_hostkeys_prove_00_at_openssh_dot_com_global_request(
self, packet: SSHPacket) -> None:
"""Prove the server has private keys for all requested host keys"""

prefix = String('hostkeys-prove-00@openssh.com') + \
String(self._session_id)

signatures = []

while packet:
try:
key_data = packet.get_string()
key = self._all_server_host_keys[key_data]
signatures.append(String(key.sign(prefix + String(key_data))))
except (KeyError, KeyImportError):
self._report_global_response(False)
return

self._report_global_response(b''.join(signatures))

async def attach_x11_listener(self, chan: SSHServerChannel[AnyStr],
auth_proto: bytes, auth_data: bytes,
screen: int) -> Optional[str]:
Expand Down Expand Up @@ -7178,6 +7301,17 @@ class SSHClientConnectionOptions(SSHConnectionOptions):
caution, as it can result in a host key mismatch
if the client trusts only a subset of the host
keys the server might return.
:param server_host_keys_handler: (optional)
A `callable` or coroutine handler function which if set will be
called when a global request from the server is received which
provides an updated list of server host keys. The handler takes
four arguments (added, removed, retained, and revoked), each of
which is a list of SSHKey public keys, reflecting differences
between what the server reported and what is currently matching
in known_hosts.
.. note:: This handler will only be called when known
host checking is enabled and the check succeeded.
:param x509_trusted_certs: (optional)
A list of certificates which should be trusted for X.509 server
certificate authentication. If no trusted certificates are
Expand Down Expand Up @@ -7513,6 +7647,7 @@ class SSHClientConnectionOptions(SSHConnectionOptions):
:type known_hosts: *see* :ref:`SpecifyingKnownHosts`
:type host_key_alias: `str`
:type server_host_key_algs: `str` or `list` of `str`
:type server_host_keys_handler: `callable` or coroutine
:type x509_trusted_certs: *see* :ref:`SpecifyingCertificates`
:type x509_trusted_cert_paths: `list` of `str`
:type x509_purposes: *see* :ref:`SpecifyingX509Purposes`
Expand Down Expand Up @@ -7583,6 +7718,7 @@ class SSHClientConnectionOptions(SSHConnectionOptions):
known_hosts: KnownHostsArg
host_key_alias: Optional[str]
server_host_key_algs: Union[str, Sequence[str]]
server_host_keys_handler: _ServerHostKeysHandler
username: str
password: Optional[str]
client_host_keysign: Optional[str]
Expand Down Expand Up @@ -7650,6 +7786,7 @@ def prepare(self, # type: ignore
known_hosts: KnownHostsArg = (),
host_key_alias: DefTuple[Optional[str]] = (),
server_host_key_algs: _AlgsArg = (),
server_host_keys_handler: _ServerHostKeysHandler = None,
username: DefTuple[str] = (), password: Optional[str] = None,
client_host_keysign: DefTuple[KeySignPath] = (),
client_host_keys: Optional[_ClientKeysArg] = None,
Expand Down Expand Up @@ -7758,6 +7895,8 @@ def prepare(self, # type: ignore
_select_host_key_algs(server_host_key_algs,
cast(DefTuple[str], config.get('HostKeyAlgorithms', ())), [])

self.server_host_keys_handler = server_host_keys_handler

self.username = saslprep(cast(str, username if username != () else
config.get('User', local_username)))

Expand Down Expand Up @@ -7933,6 +8072,10 @@ class SSHServerConnectionOptions(SSHConnectionOptions):
:param server_host_certs: (optional)
A list of optional certificates which can be paired with the
provided server host keys.
:param send_server_host_keys: (optional)
Whether or not to send a list of the allowed server host keys
for clients to use to update their known hosts like for the
server.
:param passphrase: (optional)
The passphrase to use to decrypt server host keys if they are
encrypted, or a `callable` or coroutine which takes a filename
Expand Down Expand Up @@ -8174,6 +8317,7 @@ class SSHServerConnectionOptions(SSHConnectionOptions):
:type family: `socket.AF_UNSPEC`, `socket.AF_INET`, or `socket.AF_INET6`
:type server_host_keys: *see* :ref:`SpecifyingPrivateKeys`
:type server_host_certs: *see* :ref:`SpecifyingCertificates`
:type send_server_host_keys: `bool`
:type passphrase: `str` or `bytes`
:type known_client_hosts: *see* :ref:`SpecifyingKnownHosts`
:type trust_client_host: `bool`
Expand Down Expand Up @@ -8227,6 +8371,8 @@ class SSHServerConnectionOptions(SSHConnectionOptions):
server_factory: _ServerFactory
server_version: bytes
server_host_keys: 'OrderedDict[bytes, SSHKeyPair]'
all_server_host_keys: 'OrderedDict[bytes, SSHKeyPair]'
send_server_host_keys: bool
known_client_hosts: KnownHostsArg
trust_client_host: bool
authorized_client_keys: DefTuple[Optional[SSHAuthorizedKeys]]
Expand Down Expand Up @@ -8283,6 +8429,7 @@ def prepare(self, # type: ignore
keepalive_count_max: DefTuple[int] = (),
server_host_keys: KeyPairListArg = (),
server_host_certs: CertListArg = (),
send_server_host_keys: bool = False,
passphrase: Optional[BytesOrStr] = None,
known_client_hosts: KnownHostsArg = None,
trust_client_host: bool = False,
Expand Down Expand Up @@ -8354,14 +8501,15 @@ def prepare(self, # type: ignore
server_host_certs, loop=loop)

self.server_host_keys = OrderedDict()
self.all_server_host_keys = OrderedDict()

for keypair in server_keys:
for alg in keypair.host_key_algorithms:
if alg in self.server_host_keys:
raise ValueError('Multiple keys of type %s found' %
alg.decode('ascii'))
if alg not in self.server_host_keys:
self.server_host_keys[alg] = keypair

self.server_host_keys[alg] = keypair
if send_server_host_keys:
self.all_server_host_keys[keypair.public_data] = keypair

self.known_client_hosts = known_client_hosts
self.trust_client_host = trust_client_host
Expand Down
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