sshsig.sh revision 1.12
1# $OpenBSD: sshsig.sh,v 1.12 2022/01/05 04:10:39 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 $OBJ/allowed_signers >/dev/null 2>&1 && \ 209 fail "succeeded finding principal with invalid signers file" 210 211 # find-principals with a configured namespace but none on command-line 212 (printf "$sig_principal " ; 213 printf "namespaces=\"test1,test2\" "; 214 cat $pubkey) > $OBJ/allowed_signers 215 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 216 -f $OBJ/allowed_signers >/dev/null 2>&1 || \ 217 fail "failed finding principal when namespaces are configured" 218 219 # Check signing keys using ssh-agent. 220 ${SSHADD} -D >/dev/null 2>&1 # Remove all previously-loaded keys. 221 ${SSHADD} ${privkey} > /dev/null 2>&1 || fail "ssh-add failed" 222 223 # Move private key to ensure agent key is used 224 mv ${privkey} ${privkey}.tmp 225 226 ${SSHKEYGEN} -vvv -Y sign -f $pubkey -n $sig_namespace \ 227 < $DATA > $sigfile_agent 2>/dev/null || \ 228 fail "ssh-agent based sign using $pubkey failed" 229 ${SSHKEYGEN} -vvv -Y check-novalidate -s $sigfile_agent \ 230 -n $sig_namespace < $DATA >/dev/null 2>&1 || \ 231 fail "failed to check valid signature for $t key" 232 233 # Move private key back 234 mv ${privkey}.tmp ${privkey} 235 236 # Duplicate principals & keys in allowed_signers but with different validities 237 ( printf "$sig_principal " ; 238 printf "valid-after=\"19800101\",valid-before=\"19900101\" " ; 239 cat $pubkey; 240 printf "${sig_principal} " ; 241 printf "valid-after=\"19850101\",valid-before=\"20000101\" " ; 242 cat $pubkey) > $OBJ/allowed_signers 243 244 # find-principals outside of any validity lifespan 245 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 246 -Overify-time="20100101" \ 247 -f $OBJ/allowed_signers >/dev/null 2>&1 && \ 248 fail "succeeded find-principals for $t verify-time outside of validity" 249 # find-principals matching only the first lifespan 250 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 251 -Overify-time="19830101" \ 252 -f $OBJ/allowed_signers >/dev/null 2>&1 || \ 253 fail "failed find-principals for $t verify-time within first span" 254 # find-principals matching both lifespans 255 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 256 -Overify-time="19880101" \ 257 -f $OBJ/allowed_signers >/dev/null 2>&1 || \ 258 fail "failed find-principals for $t verify-time within both spans" 259 # find-principals matching only the second lifespan 260 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 261 -Overify-time="19950101" \ 262 -f $OBJ/allowed_signers >/dev/null 2>&1 || \ 263 fail "failed find-principals for $t verify-time within second span" 264 265 # verify outside of any validity lifespan 266 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 267 -Overify-time="20100101" -I $sig_principal \ 268 -r $OBJ/revoked_keys -f $OBJ/allowed_signers \ 269 < $DATA >/dev/null 2>&1 && \ 270 fail "succeeded verify for $t verify-time outside of validity" 271 # verify matching only the first lifespan 272 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 273 -Overify-time="19830101" -I $sig_principal \ 274 -r $OBJ/revoked_keys -f $OBJ/allowed_signers \ 275 < $DATA >/dev/null 2>&1 || \ 276 fail "failed verify for $t verify-time within first span" 277 # verify matching both lifespans 278 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 279 -Overify-time="19880101" -I $sig_principal \ 280 -r $OBJ/revoked_keys -f $OBJ/allowed_signers \ 281 < $DATA >/dev/null 2>&1 || \ 282 fail "failed verify for $t verify-time within both spans" 283 # verify matching only the second lifespan 284 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 285 -Overify-time="19950101" -I $sig_principal \ 286 -r $OBJ/revoked_keys -f $OBJ/allowed_signers \ 287 < $DATA >/dev/null 2>&1 || \ 288 fail "failed verify for $t verify-time within second span" 289 290 # Remaining tests are for certificates only. 291 case "$keybase" in 292 *-cert) ;; 293 *) continue ;; 294 esac 295 296 # Check key lifespan on find-principals when using the CA 297 ( printf "$sig_principal " ; 298 printf "cert-authority,valid-after=\"19800101\",valid-before=\"19900101\" "; 299 cat $CA_PUB) > $OBJ/allowed_signers 300 # key lifespan valid 301 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 302 -Overify-time="19850101" \ 303 -f $OBJ/allowed_signers >/dev/null 2>&1 || \ 304 fail "failed find-principals for $t key with valid expiry interval" 305 # key not yet valid 306 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 307 -Overify-time="19790101" \ 308 -f $OBJ/allowed_signers >/dev/null 2>&1 && \ 309 fail "failed find-principals for $t not-yet-valid key" 310 # key expired 311 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 312 -Overify-time="19990101" \ 313 -f $OBJ/allowed_signers >/dev/null 2>&1 && \ 314 fail "failed find-principals for $t with expired key" 315 # NB. assumes we're not running this test in the 1980s 316 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 317 -f $OBJ/allowed_signers >/dev/null 2>&1 && \ 318 fail "failed find-principals for $t with expired key" 319 320 # correct CA key 321 (printf "$sig_principal cert-authority " ; 322 cat $CA_PUB) > $OBJ/allowed_signers 323 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 324 -I $sig_principal -f $OBJ/allowed_signers \ 325 -Overify-time=19850101 \ 326 < $DATA >/dev/null 2>&1 || \ 327 fail "failed signature for $t cert" 328 329 # find-principals 330 ${SSHKEYGEN} -vvv -Y find-principals -s $sigfile \ 331 -Overify-time=19850101 \ 332 -f $OBJ/allowed_signers >/dev/null 2>&1 || \ 333 fail "failed find-principals for $t with ca key" 334 335 # signing key listed as cert-authority 336 (printf "$sig_principal cert-authority " ; 337 cat $pubkey) > $OBJ/allowed_signers 338 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 339 -I $sig_principal -f $OBJ/allowed_signers \ 340 < $DATA >/dev/null 2>&1 && \ 341 fail "accepted signature with $t key listed as CA" 342 343 # CA key not flagged cert-authority 344 (printf "$sig_principal " ; 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 CA not marked" 349 350 # mismatch between cert principal and file 351 (printf "josef.k@example.com cert-authority " ; 352 cat $CA_PUB) > $OBJ/allowed_signers 353 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 354 -I $sig_principal -f $OBJ/allowed_signers \ 355 < $DATA >/dev/null 2>&1 && \ 356 fail "accepted signature for $t cert with wrong principal" 357 358 # Cert valid but CA revoked 359 cat $CA_PUB > $OBJ/revoked_keys 360 (printf "$sig_principal " ; cat $pubkey) > $OBJ/allowed_signers 361 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 362 -I $sig_principal -f $OBJ/allowed_signers \ 363 -r $OBJ/revoked_keys \ 364 < $DATA >/dev/null 2>&1 && \ 365 fail "accepted signature for $t key, but CA key in revoked_keys" 366 367 # Set lifespan of CA key and verify signed user certs behave accordingly 368 ( printf "$sig_principal " ; 369 printf "cert-authority,valid-after=\"19800101\",valid-before=\"19900101\" " ; 370 cat $CA_PUB) > $OBJ/allowed_signers 371 372 # CA key lifespan valid 373 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 374 -I $sig_principal -f $OBJ/allowed_signers \ 375 -Overify-time=19850101 \ 376 < $DATA >/dev/null 2>&1 >/dev/null 2>&1 || \ 377 fail "failed signature for $t key with valid CA expiry interval" 378 # CA lifespan is valid but user key not yet valid 379 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 380 -I $sig_principal -f $OBJ/allowed_signers \ 381 -Overify-time=19810101 \ 382 < $DATA >/dev/null 2>&1 && \ 383 fail "accepted signature for $t key with valid CA expiry interval but not yet valid cert" 384 # CA lifespan is valid but user key expired 385 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 386 -I $sig_principal -f $OBJ/allowed_signers \ 387 -Overify-time=19890101 \ 388 < $DATA >/dev/null 2>&1 && \ 389 fail "accepted signature for $t key with valid CA expiry interval but expired cert" 390 # CA key not yet valid 391 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 392 -I $sig_principal -f $OBJ/allowed_signers \ 393 -Overify-time=19790101 \ 394 < $DATA >/dev/null 2>&1 && \ 395 fail "accepted signature for $t not-yet-valid CA key" 396 # CA key expired 397 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 398 -I $sig_principal -f $OBJ/allowed_signers \ 399 -Overify-time=19910101 \ 400 < $DATA >/dev/null 2>&1 && \ 401 fail "accepted signature for $t with expired CA key" 402 # NB. assumes we're not running this test in the 1980s 403 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 404 -I $sig_principal -f $OBJ/allowed_signers \ 405 < $DATA >/dev/null 2>&1 && \ 406 fail "accepted signature for $t with expired CA key" 407 408 # Set lifespan of CA outside of the cert validity 409 ( printf "$sig_principal " ; 410 printf "cert-authority,valid-after=\"19800101\",valid-before=\"19820101\" " ; 411 cat $CA_PUB) > $OBJ/allowed_signers 412 # valid cert validity but expired CA 413 ${SSHKEYGEN} -vvv -Y verify -s $sigfile -n $sig_namespace \ 414 -I $sig_principal -f $OBJ/allowed_signers \ 415 -Overify-time=19840101 \ 416 < $DATA >/dev/null 2>&1 && \ 417 fail "accepted signature for $t key with expired CA but valid cert" 418 419done 420 421# Test key independant match-principals 422( 423 printf "principal1 " ; cat $pubkey; 424 printf "princi* " ; cat $pubkey; 425 printf "unique " ; cat $pubkey; 426) > $OBJ/allowed_signers 427 428verbose "$tid: match principals" 429${SSHKEYGEN} -Y match-principals -f $OBJ/allowed_signers -I "unique" | \ 430 fgrep "unique" >/dev/null || \ 431 fail "faild to match static principal" 432 433${SSHKEYGEN} -Y match-principals -f $OBJ/allowed_signers -I "princip" | \ 434 fgrep "princi*" >/dev/null || \ 435 fail "faild to match wildcard principal" 436 437${SSHKEYGEN} -Y match-principals -f $OBJ/allowed_signers -I "principal1" | \ 438 fgrep -e "principal1" -e "princi*" >/dev/null || \ 439 fail "faild to match static and wildcard principal" 440verbose "$tid: nomatch principals" 441for x in princ prince unknown ; do 442 ${SSHKEYGEN} -Y match-principals -f $OBJ/allowed_signers \ 443 -I $x >/dev/null 2>&1 && \ 444 fail "succeeded to match unknown principal \"$x\"" 445done 446 447trace "kill agent" 448${SSHAGENT} -k > /dev/null 449 450