I also have this problem with jaunty/server. My workaround is to comment
out the auto line for the alias and us post-up / pre-down to bring the
aliases up:

auto eth0
iface eth0 inet static
  address   1.2.3.4
  broadcast 1.2.3.255
  netmask   255.255.255.0
  gateway   1.2.3.1
  post-up   ifup eth0:0
  pre-down  ifdown eth0:0

# no auto here!
iface eth0:0 inet static
  address   2.3.4.5
  broadcast 2.3.4.255
  netmask   255.255.255.0

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ifup -a does not start alias interfaces
https://bugs.launchpad.net/bugs/114457
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