Can someone attach the current default 
/etc/apt/apt.conf.d/50unattended-upgrades of ?Ubuntu 16.04 (clean install)? Is 
there "Remove-New-Unused-Dependencies" advertised in comment #36? Is there line
Unattended-Upgrade::Remove-Unused-Dependencies "true";
there and is it uncommented? What is in the Unattended-Upgrade::Allowed-Origins 
block? Is unattended-upgrades enabled by default: What does Updates-tab show in 
Software & Updates (i.e. software-properties-gtk), particularly items "When 
there are * updates". What does "sudo dpkg-reconfigure unattended-upgrades" 
show? 

I upgraded from 15.10 i.e. not clean install, and there is no "Remove-
New-Unused-Dependencies" in /etc/apt/apt.conf.d/50unattended-upgrades.

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https://bugs.launchpad.net/bugs/1357093

Title:
  Kernels not autoremoving, causing out of space error on LVM or
  Encrypted installation or on any installation, when /boot partition
  gets full

Status in unattended-upgrades package in Ubuntu:
  Fix Committed

Bug description:
  Currently if one chooses to use LVM or encrypted install, a /boot
  partition is created of 236Mb

  Once kernel updates start being released this partition soon fills
  until people are left unable to upgrade.

  While you and I might know that we need to watch partition space, many
  of the people we have installing think that a windows disk is a disk
  and not a partition, education is probably the key - but in the
  meantime support venues keep needing to deal with the fact the
  partition is too small and/or old kernels are not purged as new ones
  install.

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