At least the udev issue is known to me.
It can be worked around by touching /etc/udev/kernel-upgrade before upgrading udev, allowing the kernel and udev to be upgraded at the same time and without reboot between them.
See http://bugs.debian.org/549522, http://bugs.debian.org/566000 and http://bugs.debian.org/571255 for discussion about the udev issue.
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