sshsig.sh revision 1.9
1# $OpenBSD: sshsig.sh,v 1.9 2021/11/18 03:53:48 djm Exp $ 2# Placed in the Public Domain. 3 4tid="sshsig" 5 6DATA2=$OBJ/${DATANAME}.2 7cat ${DATA} ${DATA} > ${DATA2} 8 9rm -f $OBJ/sshsig-*.sig $OBJ/wrong-key* $OBJ/sigca-key* 10 11sig_namespace="test-$$" 12sig_principal="user-$$@example.com" 13 14# Make a "wrong key" 15${SSHKEYGEN} -q -t ed25519 -f $OBJ/wrong-key \ 16 -C "wrong trousers, Grommit" -N '' \ 17 || fatal "couldn't generate key" 18WRONG=$OBJ/wrong-key.pub 19 20# Make a CA key. 21${SSHKEYGEN} -q -t ed25519 -f $OBJ/sigca-key -C "CA" -N '' \ 22 || fatal "couldn't generate key" 23CA_PRIV=$OBJ/sigca-key 24CA_PUB=$OBJ/sigca-key.pub 25 26trace "start agent" 27eval `${SSHAGENT} ${EXTRA_AGENT_ARGS} -s` > /dev/null 28r=$? 29if [ $r -ne 0 ]; then 30 fatal "could not start ssh-agent: exit code $r" 31fi 32 33SIGNKEYS="$SSH_KEYTYPES" 34verbose "$tid: make certificates" 35for t in $SSH_KEYTYPES ; do 36 ${SSHKEYGEN} -q -s $CA_PRIV -z $$ \ 37 -I "regress signature key for $USER" \ 38 -V "19840101:19860101" \ 39 -n $sig_principal $OBJ/${t} || \ 40 fatal "couldn't sign ${t}" 41 SIGNKEYS="$SIGNKEYS ${t}-cert.pub" 42done 43 44for t in $SIGNKEYS; do 45 verbose "$tid: check signature for $t" 46 keybase=`basename $t .pub` 47 privkey=${OBJ}/`basename $t -cert.pub` 48 sigfile=${OBJ}/sshsig-${keybase}.sig 49 sigfile_agent=${OBJ}/sshsig-agent-${keybase}.sig 50 pubkey=${OBJ}/${keybase}.pub 51 cert=${OBJ}/${keybase}-cert.pub 52 sigfile_cert=${OBJ}/sshsig-${keybase}-cert.sig 53 54 ${SSHKEYGEN} -vvv -Y sign -f ${OBJ}/$t -n $sig_namespace \ 55 < $DATA > $sigfile 2>/dev/null || fail "sign using $t failed" 56 57 (printf "$sig_principal " ; cat $pubkey) > $OBJ/allowed_signers 58 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 59 -I $sig_principal -f $OBJ/allowed_signers \ 60 < $DATA >/dev/null 2>&1 || \ 61 fail "failed signature for $t key" 62 63 (printf "$sig_principal namespaces=\"$sig_namespace,whatever\" "; 64 cat $pubkey) > $OBJ/allowed_signers 65 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 66 -I $sig_principal -f $OBJ/allowed_signers \ 67 < $DATA >/dev/null 2>&1 || \ 68 fail "failed signature for $t key w/ limited namespace" 69 70 (printf "$sig_principal namespaces=\"$sig_namespace,whatever\" "; 71 cat $pubkey) > $OBJ/allowed_signers 72 ${SSHKEYGEN} -q -Y verify -s $sigfile -n $sig_namespace \ 73 -I $sig_principal -f $OBJ/allowed_signers \ 74 -O print-pubkey \ 75 < $DATA | cut -d' ' -f1-2 > ${OBJ}/${keybase}-fromsig.pub || \ 76 fail "failed signature for $t key w/ print-pubkey" 77 cut -d' ' -f1-2 ${OBJ}/${keybase}.pub > ${OBJ}/${keybase}-strip.pub 78 diff -r ${OBJ}/${keybase}-strip.pub ${OBJ}/${keybase}-fromsig.pub || \ 79 fail "print-pubkey differs from signature key" 80 81 # Invalid option 82 (printf "$sig_principal octopus " ; cat $pubkey) > $OBJ/allowed_signers 83 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 84 -I $sig_principal -f $OBJ/allowed_signers \ 85 < $DATA >/dev/null 2>&1 && \ 86 fail "accepted signature for $t key with bad signers option" 87 88 # Wrong key trusted. 89 (printf "$sig_principal " ; cat $WRONG) > $OBJ/allowed_signers 90 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 91 -I $sig_principal -f $OBJ/allowed_signers \ 92 < $DATA >/dev/null 2>&1 && \ 93 fail "accepted signature for $t key with wrong key trusted" 94 95 # incorrect data 96 (printf "$sig_principal " ; cat $pubkey) > $OBJ/allowed_signers 97 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 98 -I $sig_principal -f $OBJ/allowed_signers \ 99 < $DATA2 >/dev/null 2>&1 && \ 100 fail "passed signature for wrong data with $t key" 101 102 # wrong principal in signers 103 (printf "josef.k@example.com " ; cat $pubkey) > $OBJ/allowed_signers 104 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 105 -I $sig_principal -f $OBJ/allowed_signers \ 106 < $DATA >/dev/null 2>&1 && \ 107 fail "accepted signature for $t key with wrong principal" 108 109 # wrong namespace 110 (printf "$sig_principal " ; cat $pubkey) > $OBJ/allowed_signers 111 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n COWS_COWS_COWS \ 112 -I $sig_principal -f $OBJ/allowed_signers \ 113 < $DATA >/dev/null 2>&1 && \ 114 fail "accepted signature for $t key with wrong namespace" 115 116 # namespace excluded by option 117 (printf "$sig_principal namespaces=\"whatever\" " ; 118 cat $pubkey) > $OBJ/allowed_signers 119 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 120 -I $sig_principal -f $OBJ/allowed_signers \ 121 < $DATA >/dev/null 2>&1 && \ 122 fail "accepted signature for $t key with excluded namespace" 123 124 ( printf "$sig_principal " ; 125 printf "valid-after=\"19800101\",valid-before=\"19900101\" " ; 126 cat $pubkey) > $OBJ/allowed_signers 127 128 # key lifespan valid 129 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 130 -I $sig_principal -f $OBJ/allowed_signers \ 131 -Overify-time=19850101 \ 132 < $DATA >/dev/null 2>&1 || \ 133 fail "failed signature for $t key with valid expiry interval" 134 # key not yet valid 135 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 136 -I $sig_principal -f $OBJ/allowed_signers \ 137 -Overify-time=19790101 \ 138 < $DATA >/dev/null 2>&1 && \ 139 fail "failed signature for $t not-yet-valid key" 140 # key expired 141 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 142 -I $sig_principal -f $OBJ/allowed_signers \ 143 -Overify-time=19910101 \ 144 < $DATA >/dev/null 2>&1 && \ 145 fail "failed signature for $t with expired key" 146 # NB. assumes we're not running this test in the 1980s 147 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 148 -I $sig_principal -f $OBJ/allowed_signers \ 149 < $DATA >/dev/null 2>&1 && \ 150 fail "failed signature for $t with expired key" 151 152 # key lifespan valid 153 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 154 -Overify-time="19850101" \ 155 -f $OBJ/allowed_signers >/dev/null 2>&1 || \ 156 fail "failed find-principals for $t key with valid expiry interval" 157 # key not yet valid 158 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 159 -Overify-time="19790101" \ 160 -f $OBJ/allowed_signers >/dev/null 2>&1 && \ 161 fail "failed find-principals for $t not-yet-valid key" 162 # key expired 163 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 164 -Overify-time="19990101" \ 165 -f $OBJ/allowed_signers >/dev/null 2>&1 && \ 166 fail "failed find-principals for $t with expired key" 167 # NB. assumes we're not running this test in the 1980s 168 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 169 -f $OBJ/allowed_signers >/dev/null 2>&1 && \ 170 fail "failed find-principals for $t with expired key" 171 172 # public key in revoked keys file 173 cat $pubkey > $OBJ/revoked_keys 174 (printf "$sig_principal namespaces=\"whatever\" " ; 175 cat $pubkey) > $OBJ/allowed_signers 176 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 177 -I $sig_principal -f $OBJ/allowed_signers \ 178 -r $OBJ/revoked_keys \ 179 < $DATA >/dev/null 2>&1 && \ 180 fail "accepted signature for $t key, but key is in revoked_keys" 181 182 # public key not revoked, but others are present in revoked_keysfile 183 cat $WRONG > $OBJ/revoked_keys 184 (printf "$sig_principal " ; cat $pubkey) > $OBJ/allowed_signers 185 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 186 -I $sig_principal -f $OBJ/allowed_signers \ 187 -r $OBJ/revoked_keys \ 188 < $DATA >/dev/null 2>&1 || \ 189 fail "couldn't verify signature for $t key, but key not in revoked_keys" 190 191 # check-novalidate with valid data 192 ${SSHKEYGEN} -vvv -Y check-novalidate -s $sigfile -n $sig_namespace \ 193 < $DATA >/dev/null 2>&1 || \ 194 fail "failed to check valid signature for $t key" 195 196 # check-novalidate with invalid data 197 ${SSHKEYGEN} -vvv -Y check-novalidate -s $sigfile -n $sig_namespace \ 198 < $DATA2 >/dev/null 2>&1 && \ 199 fail "succeeded checking signature for $t key with invalid data" 200 201 # find-principals with valid public key 202 (printf "$sig_principal " ; cat $pubkey) > $OBJ/allowed_signers 203 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile -f $OBJ/allowed_signers >/dev/null 2>&1 || \ 204 fail "failed to find valid principals in allowed_signers" 205 206 # find-principals with wrong key not in allowed_signers 207 (printf "$sig_principal " ; cat $WRONG) > $OBJ/allowed_signers 208 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile -f $OBJ/allowed_signers >/dev/null 2>&1 && \ 209 fail "succeeded finding principal with invalid signers file" 210 211 # Check signing keys using ssh-agent. 212 ${SSHADD} -D >/dev/null 2>&1 # Remove all previously-loaded keys. 213 ${SSHADD} ${privkey} > /dev/null 2>&1 || fail "ssh-add failed" 214 215 # Move private key to ensure agent key is used 216 mv ${privkey} ${privkey}.tmp 217 218 ${SSHKEYGEN} -vvv -Y sign -f $pubkey -n $sig_namespace \ 219 < $DATA > $sigfile_agent 2>/dev/null || \ 220 fail "ssh-agent based sign using $pubkey failed" 221 ${SSHKEYGEN} -vvv -Y check-novalidate -s $sigfile_agent \ 222 -n $sig_namespace < $DATA >/dev/null 2>&1 || \ 223 fail "failed to check valid signature for $t key" 224 225 # Move private key back 226 mv ${privkey}.tmp ${privkey} 227 228 # Duplicate principals & keys in allowed_signers but with different validities 229 ( printf "$sig_principal " ; 230 printf "valid-after=\"19800101\",valid-before=\"19900101\" " ; 231 cat $pubkey; 232 printf "${sig_principal} " ; 233 printf "valid-after=\"19850101\",valid-before=\"20000101\" " ; 234 cat $pubkey) > $OBJ/allowed_signers 235 236 # find-principals outside of any validity lifespan 237 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 238 -Overify-time="20100101" \ 239 -f $OBJ/allowed_signers >/dev/null 2>&1 && \ 240 fail "succeeded find-principals for $t verify-time outside of validity" 241 # find-principals matching only the first lifespan 242 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 243 -Overify-time="19830101" \ 244 -f $OBJ/allowed_signers >/dev/null 2>&1 || \ 245 fail "failed find-principals for $t verify-time within first span" 246 # find-principals matching both lifespans 247 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 248 -Overify-time="19880101" \ 249 -f $OBJ/allowed_signers >/dev/null 2>&1 || \ 250 fail "failed find-principals for $t verify-time within both spans" 251 # find-principals matching only the second lifespan 252 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 253 -Overify-time="19950101" \ 254 -f $OBJ/allowed_signers >/dev/null 2>&1 || \ 255 fail "failed find-principals for $t verify-time within second span" 256 257 # verify outside of any validity lifespan 258 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 259 -Overify-time="20100101" -I $sig_principal \ 260 -r $OBJ/revoked_keys -f $OBJ/allowed_signers \ 261 < $DATA >/dev/null 2>&1 && \ 262 fail "succeeded verify for $t verify-time outside of validity" 263 # verify matching only the first lifespan 264 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 265 -Overify-time="19830101" -I $sig_principal \ 266 -r $OBJ/revoked_keys -f $OBJ/allowed_signers \ 267 < $DATA >/dev/null 2>&1 || \ 268 fail "failed verify for $t verify-time within first span" 269 # verify matching both lifespans 270 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 271 -Overify-time="19880101" -I $sig_principal \ 272 -r $OBJ/revoked_keys -f $OBJ/allowed_signers \ 273 < $DATA >/dev/null 2>&1 || \ 274 fail "failed verify for $t verify-time within both spans" 275 # verify matching only the second lifespan 276 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 277 -Overify-time="19950101" -I $sig_principal \ 278 -r $OBJ/revoked_keys -f $OBJ/allowed_signers \ 279 < $DATA >/dev/null 2>&1 || \ 280 fail "failed verify for $t verify-time within second span" 281 282 # Remaining tests are for certificates only. 283 case "$keybase" in 284 *-cert) ;; 285 *) continue ;; 286 esac 287 288 # Check key lifespan on find-principals when using the CA 289 ( printf "$sig_principal " ; 290 printf "cert-authority,valid-after=\"19800101\",valid-before=\"19900101\" "; 291 cat $CA_PUB) > $OBJ/allowed_signers 292 # key lifespan valid 293 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 294 -Overify-time="19850101" \ 295 -f $OBJ/allowed_signers >/dev/null 2>&1 || \ 296 fail "failed find-principals for $t key with valid expiry interval" 297 # key not yet valid 298 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 299 -Overify-time="19790101" \ 300 -f $OBJ/allowed_signers >/dev/null 2>&1 && \ 301 fail "failed find-principals for $t not-yet-valid key" 302 # key expired 303 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 304 -Overify-time="19990101" \ 305 -f $OBJ/allowed_signers >/dev/null 2>&1 && \ 306 fail "failed find-principals for $t with expired key" 307 # NB. assumes we're not running this test in the 1980s 308 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 309 -f $OBJ/allowed_signers >/dev/null 2>&1 && \ 310 fail "failed find-principals for $t with expired key" 311 312 # correct CA key 313 (printf "$sig_principal cert-authority " ; 314 cat $CA_PUB) > $OBJ/allowed_signers 315 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 316 -I $sig_principal -f $OBJ/allowed_signers \ 317 -Overify-time=19850101 \ 318 < $DATA >/dev/null 2>&1 || \ 319 fail "failed signature for $t cert" 320 321 # find-principals 322 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 323 -Overify-time=19850101 \ 324 -f $OBJ/allowed_signers >/dev/null 2>&1 || \ 325 fail "failed find-principals for $t with ca key" 326 327 # signing key listed as cert-authority 328 (printf "$sig_principal cert-authority " ; 329 cat $pubkey) > $OBJ/allowed_signers 330 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 331 -I $sig_principal -f $OBJ/allowed_signers \ 332 < $DATA >/dev/null 2>&1 && \ 333 fail "accepted signature with $t key listed as CA" 334 335 # CA key not flagged cert-authority 336 (printf "$sig_principal " ; cat $CA_PUB) > $OBJ/allowed_signers 337 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 338 -I $sig_principal -f $OBJ/allowed_signers \ 339 < $DATA >/dev/null 2>&1 && \ 340 fail "accepted signature for $t cert with CA not marked" 341 342 # mismatch between cert principal and file 343 (printf "josef.k@example.com cert-authority " ; 344 cat $CA_PUB) > $OBJ/allowed_signers 345 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 346 -I $sig_principal -f $OBJ/allowed_signers \ 347 < $DATA >/dev/null 2>&1 && \ 348 fail "accepted signature for $t cert with wrong principal" 349 350 # Cert valid but CA revoked 351 cat $CA_PUB > $OBJ/revoked_keys 352 (printf "$sig_principal " ; cat $pubkey) > $OBJ/allowed_signers 353 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 354 -I $sig_principal -f $OBJ/allowed_signers \ 355 -r $OBJ/revoked_keys \ 356 < $DATA >/dev/null 2>&1 && \ 357 fail "accepted signature for $t key, but CA key in revoked_keys" 358 359 # Set lifespan of CA key and verify signed user certs behave accordingly 360 ( printf "$sig_principal " ; 361 printf "cert-authority,valid-after=\"19800101\",valid-before=\"19900101\" " ; 362 cat $CA_PUB) > $OBJ/allowed_signers 363 364 # CA key lifespan valid 365 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 366 -I $sig_principal -f $OBJ/allowed_signers \ 367 -Overify-time=19850101 \ 368 < $DATA >/dev/null 2>&1 >/dev/null 2>&1 || \ 369 fail "failed signature for $t key with valid CA expiry interval" 370 # CA lifespan is valid but user key not yet valid 371 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 372 -I $sig_principal -f $OBJ/allowed_signers \ 373 -Overify-time=19810101 \ 374 < $DATA >/dev/null 2>&1 && \ 375 fail "accepted signature for $t key with valid CA expiry interval but not yet valid cert" 376 # CA lifespan is valid but user key expired 377 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 378 -I $sig_principal -f $OBJ/allowed_signers \ 379 -Overify-time=19890101 \ 380 < $DATA >/dev/null 2>&1 && \ 381 fail "accepted signature for $t key with valid CA expiry interval but expired cert" 382 # CA key not yet valid 383 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 384 -I $sig_principal -f $OBJ/allowed_signers \ 385 -Overify-time=19790101 \ 386 < $DATA >/dev/null 2>&1 && \ 387 fail "accepted signature for $t not-yet-valid CA key" 388 # CA key expired 389 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 390 -I $sig_principal -f $OBJ/allowed_signers \ 391 -Overify-time=19910101 \ 392 < $DATA >/dev/null 2>&1 && \ 393 fail "accepted signature for $t with expired CA key" 394 # NB. assumes we're not running this test in the 1980s 395 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 396 -I $sig_principal -f $OBJ/allowed_signers \ 397 < $DATA >/dev/null 2>&1 && \ 398 fail "accepted signature for $t with expired CA key" 399 400 # Set lifespan of CA outside of the cert validity 401 ( printf "$sig_principal " ; 402 printf "cert-authority,valid-after=\"19800101\",valid-before=\"19820101\" " ; 403 cat $CA_PUB) > $OBJ/allowed_signers 404 # valid cert validity but expired CA 405 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 406 -I $sig_principal -f $OBJ/allowed_signers \ 407 -Overify-time=19840101 \ 408 < $DATA >/dev/null 2>&1 && \ 409 fail "accepted signature for $t key with expired CA but valid cert" 410 411done 412 413trace "kill agent" 414${SSHAGENT} -k > /dev/null 415 416