I've retested this with autofs 5.1.5 (eoan), and @ahasenack's suggested
change to auto.smb is definitely required. With the $ escaped, mount
fails as it's given a literal \$ in the path.

For older versions of autofs, the following workaround works (tested with 
autofs 5.1.2 on bionic):
/etc/default/autofs:
# Use OPTIONS to add automount(8) command line options that
# will be used when the daemon is started.
#
OPTIONS="-Ddollar='$'"

/etc/auto.smb:
@@ -76,7 +76,7 @@
                  loc = $2
                  # Enclose mount dir and location in quotes
                  # Double quote "$" in location as it is special
-                 gsub(/\$$/, "\\$", loc);
+                 gsub(/\$$/, "$dollar", loc);
                  gsub(/\&/,"\\\\&",loc)
                  print " \\\n\t \"/" dir "\"", "\"://" key "/" loc "\""
                }

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https://bugs.launchpad.net/bugs/1680224

Title:
  auto.smb fails on Windows administrative shares

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