sshsig.sh revision 1.13
1# $OpenBSD: sshsig.sh,v 1.13 2022/01/05 04:56:15 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 -Ohashalg=sha1 < $DATA > $sigfile 2>/dev/null && \ 56 fail "sign using $t with bad hash algorithm succeeded" 57 58 for h in default sha256 sha512 ; do 59 case "$h" in 60 default) hashalg_arg="" ;; 61 *) hashalg_arg="-Ohashalg=$h" ;; 62 esac 63 ${SSHKEYGEN} -vvv -Y sign -f ${OBJ}/$t -n $sig_namespace \ 64 $hashalg_arg < $DATA > $sigfile 2>/dev/null || \ 65 fail "sign using $t / $h failed" 66 (printf "$sig_principal " ; cat $pubkey) > $OBJ/allowed_signers 67 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 68 -I $sig_principal -f $OBJ/allowed_signers \ 69 < $DATA >/dev/null 2>&1 || \ 70 fail "failed signature for $t / $h key" 71 done 72 73 (printf "$sig_principal namespaces=\"$sig_namespace,whatever\" "; 74 cat $pubkey) > $OBJ/allowed_signers 75 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 76 -I $sig_principal -f $OBJ/allowed_signers \ 77 < $DATA >/dev/null 2>&1 || \ 78 fail "failed signature for $t key w/ limited namespace" 79 80 (printf "$sig_principal namespaces=\"$sig_namespace,whatever\" "; 81 cat $pubkey) > $OBJ/allowed_signers 82 ${SSHKEYGEN} -q -Y verify -s $sigfile -n $sig_namespace \ 83 -I $sig_principal -f $OBJ/allowed_signers \ 84 -O print-pubkey \ 85 < $DATA | cut -d' ' -f1-2 > ${OBJ}/${keybase}-fromsig.pub || \ 86 fail "failed signature for $t key w/ print-pubkey" 87 cut -d' ' -f1-2 ${OBJ}/${keybase}.pub > ${OBJ}/${keybase}-strip.pub 88 diff -r ${OBJ}/${keybase}-strip.pub ${OBJ}/${keybase}-fromsig.pub || \ 89 fail "print-pubkey differs from signature key" 90 91 # Invalid option 92 (printf "$sig_principal octopus " ; cat $pubkey) > $OBJ/allowed_signers 93 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 94 -I $sig_principal -f $OBJ/allowed_signers \ 95 < $DATA >/dev/null 2>&1 && \ 96 fail "accepted signature for $t key with bad signers option" 97 98 # Wrong key trusted. 99 (printf "$sig_principal " ; cat $WRONG) > $OBJ/allowed_signers 100 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 101 -I $sig_principal -f $OBJ/allowed_signers \ 102 < $DATA >/dev/null 2>&1 && \ 103 fail "accepted signature for $t key with wrong key trusted" 104 105 # incorrect data 106 (printf "$sig_principal " ; cat $pubkey) > $OBJ/allowed_signers 107 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 108 -I $sig_principal -f $OBJ/allowed_signers \ 109 < $DATA2 >/dev/null 2>&1 && \ 110 fail "passed signature for wrong data with $t key" 111 112 # wrong principal in signers 113 (printf "josef.k@example.com " ; cat $pubkey) > $OBJ/allowed_signers 114 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 115 -I $sig_principal -f $OBJ/allowed_signers \ 116 < $DATA >/dev/null 2>&1 && \ 117 fail "accepted signature for $t key with wrong principal" 118 119 # wrong namespace 120 (printf "$sig_principal " ; cat $pubkey) > $OBJ/allowed_signers 121 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n COWS_COWS_COWS \ 122 -I $sig_principal -f $OBJ/allowed_signers \ 123 < $DATA >/dev/null 2>&1 && \ 124 fail "accepted signature for $t key with wrong namespace" 125 126 # namespace excluded by option 127 (printf "$sig_principal namespaces=\"whatever\" " ; 128 cat $pubkey) > $OBJ/allowed_signers 129 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 130 -I $sig_principal -f $OBJ/allowed_signers \ 131 < $DATA >/dev/null 2>&1 && \ 132 fail "accepted signature for $t key with excluded namespace" 133 134 ( printf "$sig_principal " ; 135 printf "valid-after=\"19800101\",valid-before=\"19900101\" " ; 136 cat $pubkey) > $OBJ/allowed_signers 137 138 # key lifespan valid 139 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 140 -I $sig_principal -f $OBJ/allowed_signers \ 141 -Overify-time=19850101 \ 142 < $DATA >/dev/null 2>&1 || \ 143 fail "failed signature for $t key with valid expiry interval" 144 # key not yet valid 145 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 146 -I $sig_principal -f $OBJ/allowed_signers \ 147 -Overify-time=19790101 \ 148 < $DATA >/dev/null 2>&1 && \ 149 fail "failed signature for $t not-yet-valid key" 150 # key expired 151 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 152 -I $sig_principal -f $OBJ/allowed_signers \ 153 -Overify-time=19910101 \ 154 < $DATA >/dev/null 2>&1 && \ 155 fail "failed signature for $t with expired key" 156 # NB. assumes we're not running this test in the 1980s 157 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 158 -I $sig_principal -f $OBJ/allowed_signers \ 159 < $DATA >/dev/null 2>&1 && \ 160 fail "failed signature for $t with expired key" 161 162 # key lifespan valid 163 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 164 -Overify-time="19850101" \ 165 -f $OBJ/allowed_signers >/dev/null 2>&1 || \ 166 fail "failed find-principals for $t key with valid expiry interval" 167 # key not yet valid 168 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 169 -Overify-time="19790101" \ 170 -f $OBJ/allowed_signers >/dev/null 2>&1 && \ 171 fail "failed find-principals for $t not-yet-valid key" 172 # key expired 173 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 174 -Overify-time="19990101" \ 175 -f $OBJ/allowed_signers >/dev/null 2>&1 && \ 176 fail "failed find-principals for $t with expired key" 177 # NB. assumes we're not running this test in the 1980s 178 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 179 -f $OBJ/allowed_signers >/dev/null 2>&1 && \ 180 fail "failed find-principals for $t with expired key" 181 182 # public key in revoked keys file 183 cat $pubkey > $OBJ/revoked_keys 184 (printf "$sig_principal namespaces=\"whatever\" " ; 185 cat $pubkey) > $OBJ/allowed_signers 186 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 187 -I $sig_principal -f $OBJ/allowed_signers \ 188 -r $OBJ/revoked_keys \ 189 < $DATA >/dev/null 2>&1 && \ 190 fail "accepted signature for $t key, but key is in revoked_keys" 191 192 # public key not revoked, but others are present in revoked_keysfile 193 cat $WRONG > $OBJ/revoked_keys 194 (printf "$sig_principal " ; cat $pubkey) > $OBJ/allowed_signers 195 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 196 -I $sig_principal -f $OBJ/allowed_signers \ 197 -r $OBJ/revoked_keys \ 198 < $DATA >/dev/null 2>&1 || \ 199 fail "couldn't verify signature for $t key, but key not in revoked_keys" 200 201 # check-novalidate with valid data 202 ${SSHKEYGEN} -vvv -Y check-novalidate -s $sigfile -n $sig_namespace \ 203 < $DATA >/dev/null 2>&1 || \ 204 fail "failed to check valid signature for $t key" 205 206 # check-novalidate with invalid data 207 ${SSHKEYGEN} -vvv -Y check-novalidate -s $sigfile -n $sig_namespace \ 208 < $DATA2 >/dev/null 2>&1 && \ 209 fail "succeeded checking signature for $t key with invalid data" 210 211 # find-principals with valid public key 212 (printf "$sig_principal " ; cat $pubkey) > $OBJ/allowed_signers 213 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile -f $OBJ/allowed_signers >/dev/null 2>&1 || \ 214 fail "failed to find valid principals in allowed_signers" 215 216 # find-principals with wrong key not in allowed_signers 217 (printf "$sig_principal " ; cat $WRONG) > $OBJ/allowed_signers 218 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile -f $OBJ/allowed_signers >/dev/null 2>&1 && \ 219 fail "succeeded finding principal with invalid signers file" 220 221 # find-principals with a configured namespace but none on command-line 222 (printf "$sig_principal " ; 223 printf "namespaces=\"test1,test2\" "; 224 cat $pubkey) > $OBJ/allowed_signers 225 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 226 -f $OBJ/allowed_signers >/dev/null 2>&1 || \ 227 fail "failed finding principal when namespaces are configured" 228 229 # Check signing keys using ssh-agent. 230 ${SSHADD} -D >/dev/null 2>&1 # Remove all previously-loaded keys. 231 ${SSHADD} ${privkey} > /dev/null 2>&1 || fail "ssh-add failed" 232 233 # Move private key to ensure agent key is used 234 mv ${privkey} ${privkey}.tmp 235 236 ${SSHKEYGEN} -vvv -Y sign -f $pubkey -n $sig_namespace \ 237 < $DATA > $sigfile_agent 2>/dev/null || \ 238 fail "ssh-agent based sign using $pubkey failed" 239 ${SSHKEYGEN} -vvv -Y check-novalidate -s $sigfile_agent \ 240 -n $sig_namespace < $DATA >/dev/null 2>&1 || \ 241 fail "failed to check valid signature for $t key" 242 243 # Move private key back 244 mv ${privkey}.tmp ${privkey} 245 246 # Duplicate principals & keys in allowed_signers but with different validities 247 ( printf "$sig_principal " ; 248 printf "valid-after=\"19800101\",valid-before=\"19900101\" " ; 249 cat $pubkey; 250 printf "${sig_principal} " ; 251 printf "valid-after=\"19850101\",valid-before=\"20000101\" " ; 252 cat $pubkey) > $OBJ/allowed_signers 253 254 # find-principals outside of any validity lifespan 255 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 256 -Overify-time="20100101" \ 257 -f $OBJ/allowed_signers >/dev/null 2>&1 && \ 258 fail "succeeded find-principals for $t verify-time outside of validity" 259 # find-principals matching only the first lifespan 260 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 261 -Overify-time="19830101" \ 262 -f $OBJ/allowed_signers >/dev/null 2>&1 || \ 263 fail "failed find-principals for $t verify-time within first span" 264 # find-principals matching both lifespans 265 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 266 -Overify-time="19880101" \ 267 -f $OBJ/allowed_signers >/dev/null 2>&1 || \ 268 fail "failed find-principals for $t verify-time within both spans" 269 # find-principals matching only the second lifespan 270 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 271 -Overify-time="19950101" \ 272 -f $OBJ/allowed_signers >/dev/null 2>&1 || \ 273 fail "failed find-principals for $t verify-time within second span" 274 275 # verify outside of any validity lifespan 276 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 277 -Overify-time="20100101" -I $sig_principal \ 278 -r $OBJ/revoked_keys -f $OBJ/allowed_signers \ 279 < $DATA >/dev/null 2>&1 && \ 280 fail "succeeded verify for $t verify-time outside of validity" 281 # verify matching only the first lifespan 282 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 283 -Overify-time="19830101" -I $sig_principal \ 284 -r $OBJ/revoked_keys -f $OBJ/allowed_signers \ 285 < $DATA >/dev/null 2>&1 || \ 286 fail "failed verify for $t verify-time within first span" 287 # verify matching both lifespans 288 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 289 -Overify-time="19880101" -I $sig_principal \ 290 -r $OBJ/revoked_keys -f $OBJ/allowed_signers \ 291 < $DATA >/dev/null 2>&1 || \ 292 fail "failed verify for $t verify-time within both spans" 293 # verify matching only the second lifespan 294 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 295 -Overify-time="19950101" -I $sig_principal \ 296 -r $OBJ/revoked_keys -f $OBJ/allowed_signers \ 297 < $DATA >/dev/null 2>&1 || \ 298 fail "failed verify for $t verify-time within second span" 299 300 # Remaining tests are for certificates only. 301 case "$keybase" in 302 *-cert) ;; 303 *) continue ;; 304 esac 305 306 # Check key lifespan on find-principals when using the CA 307 ( printf "$sig_principal " ; 308 printf "cert-authority,valid-after=\"19800101\",valid-before=\"19900101\" "; 309 cat $CA_PUB) > $OBJ/allowed_signers 310 # key lifespan valid 311 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 312 -Overify-time="19850101" \ 313 -f $OBJ/allowed_signers >/dev/null 2>&1 || \ 314 fail "failed find-principals for $t key with valid expiry interval" 315 # key not yet valid 316 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 317 -Overify-time="19790101" \ 318 -f $OBJ/allowed_signers >/dev/null 2>&1 && \ 319 fail "failed find-principals for $t not-yet-valid key" 320 # key expired 321 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 322 -Overify-time="19990101" \ 323 -f $OBJ/allowed_signers >/dev/null 2>&1 && \ 324 fail "failed find-principals for $t with expired key" 325 # NB. assumes we're not running this test in the 1980s 326 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 327 -f $OBJ/allowed_signers >/dev/null 2>&1 && \ 328 fail "failed find-principals for $t with expired key" 329 330 # correct CA key 331 (printf "$sig_principal cert-authority " ; 332 cat $CA_PUB) > $OBJ/allowed_signers 333 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 334 -I $sig_principal -f $OBJ/allowed_signers \ 335 -Overify-time=19850101 \ 336 < $DATA >/dev/null 2>&1 || \ 337 fail "failed signature for $t cert" 338 339 # find-principals 340 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 341 -Overify-time=19850101 \ 342 -f $OBJ/allowed_signers >/dev/null 2>&1 || \ 343 fail "failed find-principals for $t with ca key" 344 345 # signing key listed as cert-authority 346 (printf "$sig_principal cert-authority " ; 347 cat $pubkey) > $OBJ/allowed_signers 348 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 349 -I $sig_principal -f $OBJ/allowed_signers \ 350 < $DATA >/dev/null 2>&1 && \ 351 fail "accepted signature with $t key listed as CA" 352 353 # CA key not flagged cert-authority 354 (printf "$sig_principal " ; cat $CA_PUB) > $OBJ/allowed_signers 355 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 356 -I $sig_principal -f $OBJ/allowed_signers \ 357 < $DATA >/dev/null 2>&1 && \ 358 fail "accepted signature for $t cert with CA not marked" 359 360 # mismatch between cert principal and file 361 (printf "josef.k@example.com cert-authority " ; 362 cat $CA_PUB) > $OBJ/allowed_signers 363 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 364 -I $sig_principal -f $OBJ/allowed_signers \ 365 < $DATA >/dev/null 2>&1 && \ 366 fail "accepted signature for $t cert with wrong principal" 367 368 # Cert valid but CA revoked 369 cat $CA_PUB > $OBJ/revoked_keys 370 (printf "$sig_principal " ; cat $pubkey) > $OBJ/allowed_signers 371 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 372 -I $sig_principal -f $OBJ/allowed_signers \ 373 -r $OBJ/revoked_keys \ 374 < $DATA >/dev/null 2>&1 && \ 375 fail "accepted signature for $t key, but CA key in revoked_keys" 376 377 # Set lifespan of CA key and verify signed user certs behave accordingly 378 ( printf "$sig_principal " ; 379 printf "cert-authority,valid-after=\"19800101\",valid-before=\"19900101\" " ; 380 cat $CA_PUB) > $OBJ/allowed_signers 381 382 # CA key lifespan valid 383 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 384 -I $sig_principal -f $OBJ/allowed_signers \ 385 -Overify-time=19850101 \ 386 < $DATA >/dev/null 2>&1 >/dev/null 2>&1 || \ 387 fail "failed signature for $t key with valid CA expiry interval" 388 # CA lifespan is valid but user key not yet valid 389 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 390 -I $sig_principal -f $OBJ/allowed_signers \ 391 -Overify-time=19810101 \ 392 < $DATA >/dev/null 2>&1 && \ 393 fail "accepted signature for $t key with valid CA expiry interval but not yet valid cert" 394 # CA lifespan is valid but user key expired 395 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 396 -I $sig_principal -f $OBJ/allowed_signers \ 397 -Overify-time=19890101 \ 398 < $DATA >/dev/null 2>&1 && \ 399 fail "accepted signature for $t key with valid CA expiry interval but expired cert" 400 # CA key not yet valid 401 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 402 -I $sig_principal -f $OBJ/allowed_signers \ 403 -Overify-time=19790101 \ 404 < $DATA >/dev/null 2>&1 && \ 405 fail "accepted signature for $t not-yet-valid CA key" 406 # CA key expired 407 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 408 -I $sig_principal -f $OBJ/allowed_signers \ 409 -Overify-time=19910101 \ 410 < $DATA >/dev/null 2>&1 && \ 411 fail "accepted signature for $t with expired CA key" 412 # NB. assumes we're not running this test in the 1980s 413 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 414 -I $sig_principal -f $OBJ/allowed_signers \ 415 < $DATA >/dev/null 2>&1 && \ 416 fail "accepted signature for $t with expired CA key" 417 418 # Set lifespan of CA outside of the cert validity 419 ( printf "$sig_principal " ; 420 printf "cert-authority,valid-after=\"19800101\",valid-before=\"19820101\" " ; 421 cat $CA_PUB) > $OBJ/allowed_signers 422 # valid cert validity but expired CA 423 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 424 -I $sig_principal -f $OBJ/allowed_signers \ 425 -Overify-time=19840101 \ 426 < $DATA >/dev/null 2>&1 && \ 427 fail "accepted signature for $t key with expired CA but valid cert" 428 429done 430 431# Test key independant match-principals 432( 433 printf "principal1 " ; cat $pubkey; 434 printf "princi* " ; cat $pubkey; 435 printf "unique " ; cat $pubkey; 436) > $OBJ/allowed_signers 437 438verbose "$tid: match principals" 439${SSHKEYGEN} -Y match-principals -f $OBJ/allowed_signers -I "unique" | \ 440 fgrep "unique" >/dev/null || \ 441 fail "faild to match static principal" 442 443${SSHKEYGEN} -Y match-principals -f $OBJ/allowed_signers -I "princip" | \ 444 fgrep "princi*" >/dev/null || \ 445 fail "faild to match wildcard principal" 446 447${SSHKEYGEN} -Y match-principals -f $OBJ/allowed_signers -I "principal1" | \ 448 fgrep -e "principal1" -e "princi*" >/dev/null || \ 449 fail "faild to match static and wildcard principal" 450verbose "$tid: nomatch principals" 451for x in princ prince unknown ; do 452 ${SSHKEYGEN} -Y match-principals -f $OBJ/allowed_signers \ 453 -I $x >/dev/null 2>&1 && \ 454 fail "succeeded to match unknown principal \"$x\"" 455done 456 457trace "kill agent" 458${SSHAGENT} -k > /dev/null 459 460