Public bug reported:

'apt-get autoremove` does not remove old 'linux-image-*` packages as
long as virtualbox-5.1 package is installed on system.


% cat /etc/lsb-release 
DISTRIB_ID=Ubuntu
DISTRIB_RELEASE=16.04
DISTRIB_CODENAME=xenial
DISTRIB_DESCRIPTION="Ubuntu 16.04.1 LTS"

% lsb_release -rd
Description:    Ubuntu 16.04.1 LTS
Release:        16.04

% apt-cache policy apt
apt:
  Installed: 1.2.12~ubuntu16.04.1
  Candidate: 1.2.12~ubuntu16.04.1


There are 7 different kernel versions installed
===============================================

% dpkg -l | grep linux-im | cut -c 1-80
ii  linux-image-4.4.0-31-generic                4.4.0-31.50                     
ii  linux-image-4.4.0-34-generic                4.4.0-34.53                     
ii  linux-image-4.4.0-36-generic                4.4.0-36.55                     
ii  linux-image-4.4.0-38-generic                4.4.0-38.57                     
ii  linux-image-4.4.0-42-generic                4.4.0-42.62                     
ii  linux-image-4.4.0-43-generic                4.4.0-43.63                     
ii  linux-image-4.4.0-45-generic                4.4.0-45.66                     
ii  linux-image-extra-4.4.0-43-generic          4.4.0-43.63                     
ii  linux-image-extra-4.4.0-45-generic          4.4.0-45.66                     
ii  linux-image-generic                         4.4.0.45.48

% ls -1 /boot/vmlinuz-*     
/boot/vmlinuz-4.4.0-31-generic
/boot/vmlinuz-4.4.0-34-generic
/boot/vmlinuz-4.4.0-36-generic
/boot/vmlinuz-4.4.0-38-generic
/boot/vmlinuz-4.4.0-42-generic
/boot/vmlinuz-4.4.0-43-generic
/boot/vmlinuz-4.4.0-45-generic


Running kernel
==============

% uname -r
4.4.0-43-generic


Only 4.4.0-43 and 4.4.0-45 protected from autoremove
====================================================

% cat /etc/apt/apt.conf.d/01autoremove-kernels 
// DO NOT EDIT! File autogenerated by /etc/kernel/postinst.d/apt-auto-removal
APT::NeverAutoRemove
{
   "^linux-image-4\.4\.0-43-generic$";
   "^linux-image-4\.4\.0-45-generic$";
   "^linux-headers-4\.4\.0-43-generic$";
   "^linux-headers-4\.4\.0-45-generic$";
   "^linux-image-extra-4\.4\.0-43-generic$";
   "^linux-image-extra-4\.4\.0-45-generic$";
   "^linux-signed-image-4\.4\.0-43-generic$";
   "^linux-signed-image-4\.4\.0-45-generic$";
   "^kfreebsd-image-4\.4\.0-43-generic$";
   "^kfreebsd-image-4\.4\.0-45-generic$";
   "^kfreebsd-headers-4\.4\.0-43-generic$";
   "^kfreebsd-headers-4\.4\.0-45-generic$";
   "^gnumach-image-4\.4\.0-43-generic$";
   "^gnumach-image-4\.4\.0-45-generic$";
   "^.*-modules-4\.4\.0-43-generic$";
   "^.*-modules-4\.4\.0-45-generic$";
   "^.*-kernel-4\.4\.0-43-generic$";
   "^.*-kernel-4\.4\.0-45-generic$";
   "^linux-backports-modules-.*-4\.4\.0-43-generic$";
   "^linux-backports-modules-.*-4\.4\.0-45-generic$";
   "^linux-tools-4\.4\.0-43-generic$";
   "^linux-tools-4\.4\.0-45-generic$";
};
/* Debug information:
# dpkg list:
ii  linux-image-4.4.0-31-generic                4.4.0-31.50                     
           amd64        Linux kernel image for version 4.4.0 on 64 bit x86 SMP
ii  linux-image-4.4.0-34-generic                4.4.0-34.53                     
           amd64        Linux kernel image for version 4.4.0 on 64 bit x86 SMP
ii  linux-image-4.4.0-36-generic                4.4.0-36.55                     
           amd64        Linux kernel image for version 4.4.0 on 64 bit x86 SMP
ii  linux-image-4.4.0-38-generic                4.4.0-38.57                     
           amd64        Linux kernel image for version 4.4.0 on 64 bit x86 SMP
ii  linux-image-4.4.0-42-generic                4.4.0-42.62                     
           amd64        Linux kernel image for version 4.4.0 on 64 bit x86 SMP
ii  linux-image-4.4.0-43-generic                4.4.0-43.63                     
           amd64        Linux kernel image for version 4.4.0 on 64 bit x86 SMP
ii  linux-image-4.4.0-45-generic                4.4.0-45.66                     
           amd64        Linux kernel image for version 4.4.0 on 64 bit x86 SMP
ii  linux-image-extra-4.4.0-43-generic          4.4.0-43.63                     
           amd64        Linux kernel extra modules for version 4.4.0 on 64 bit 
x86 SMP
iF  linux-image-extra-4.4.0-45-generic          4.4.0-45.66                     
           amd64        Linux kernel extra modules for version 4.4.0 on 64 bit 
x86 SMP
iU  linux-image-generic                         4.4.0.45.48                     
           amd64        Generic Linux kernel image
# list of installed kernel packages:
4.4.0-31-generic 4.4.0-31.50
4.4.0-34-generic 4.4.0-34.53
4.4.0-36-generic 4.4.0-36.55
4.4.0-38-generic 4.4.0-38.57
4.4.0-42-generic 4.4.0-42.62
4.4.0-43-generic 4.4.0-43.63
4.4.0-45-generic 4.4.0-45.66
# list of different kernel versions:
4.4.0-45.66
4.4.0-43.63
4.4.0-42.62
4.4.0-38.57
4.4.0-36.55
4.4.0-34.53
4.4.0-31.50
# Installing kernel: 4.4.0-45.66 (4.4.0-45-generic)
# Running kernel: 4.4.0-43.63 (4.4.0-43-generic)
# Last kernel: 4.4.0-45.66
# Previous kernel: 4.4.0-43.63
# Kernel versions list to keep:
4.4.0-43.63
4.4.0-45.66
# Kernel packages (version part) to protect:
4\.4\.0-43-generic
4\.4\.0-45-generic
*/


All marked auto
===============

% apt-mark showauto | grep linux
linux-firmware
linux-headers-4.4.0-31
linux-headers-4.4.0-31-generic
linux-headers-4.4.0-34
linux-headers-4.4.0-34-generic
linux-headers-4.4.0-36
linux-headers-4.4.0-36-generic
linux-headers-4.4.0-38
linux-headers-4.4.0-38-generic
linux-headers-4.4.0-42
linux-headers-4.4.0-42-generic
linux-headers-4.4.0-43
linux-headers-4.4.0-43-generic
linux-headers-4.4.0-45
linux-headers-4.4.0-45-generic
linux-headers-generic
linux-image-4.4.0-31-generic
linux-image-4.4.0-34-generic
linux-image-4.4.0-36-generic
linux-image-4.4.0-38-generic
linux-image-4.4.0-42-generic
linux-image-4.4.0-43-generic
linux-image-4.4.0-45-generic
linux-image-extra-4.4.0-43-generic
linux-image-extra-4.4.0-45-generic
linux-image-generic
linux-libc-dev
linux-sound-base
pptp-linux
syslinux
syslinux-common
syslinux-legacy


% apt-mark showmanual | grep linux
console-setup-linux
libselinux1
linux-base
linux-generic
util-linux


Virtualbox is installed
=======================

% dpkg -l virtualbox-5.1
ii  virtualbox-5.1                     5.1.8-111374~Ubuntu~xe


Command executed
================

% apt-get autoremove


Expected behaviour
==================

Remove all 'linux-image-X-generic` packages
where X not in (4.4.0-43, 4.4.0-45).


What happens instead
====================

% apt-get autoremove
Reading package lists... Done
Building dependency tree       
Reading state information... Done
0 upgraded, 0 newly installed, 0 to remove and 0 not upgraded.


Debugging Info

% apt-get -o Debug::pkgAutoRemove=true autoremove > autoremove_debug.txt 2>&1
(see attachments below this post)


How to fix this? Remove virtualbox-5.1 package
==============================================

% apt-get remove virtualbox-5.1
Reading package lists... Done
Building dependency tree       
Reading state information... Done
The following packages were automatically installed and are no longer required:
  libqt5x11extras5 linux-headers-4.4.0-31 linux-headers-4.4.0-31-generic 
linux-headers-4.4.0-34 linux-headers-4.4.0-34-generic linux-headers-4.4.0-36
  linux-headers-4.4.0-36-generic linux-headers-4.4.0-38 
linux-headers-4.4.0-38-generic linux-headers-4.4.0-42 
linux-headers-4.4.0-42-generic
  linux-image-4.4.0-31-generic linux-image-4.4.0-34-generic 
linux-image-4.4.0-36-generic linux-image-4.4.0-38-generic 
linux-image-4.4.0-42-generic
Use 'apt autoremove' to remove them.
The following packages will be REMOVED:
  virtualbox-5.1
0 upgraded, 0 newly installed, 1 to remove and 0 not upgraded.
After this operation, 158 MB disk space will be freed.
Do you want to continue? [Y/n]


How come apt-get will not autoremove old kernel packages as long as
virtualbox is installed?


% apt-cache show virtualbox-5.1
Package: virtualbox-5.1
Version: 5.1.8-111374~Ubuntu~xenial
Architecture: amd64
Maintainer: Oracle Corporation <[email protected]>
Installed-Size: 154040
Pre-Depends: debconf (>= 1.1) | debconf-2.0
Depends: libc6 (>= 2.15), libcurl3 (>= 7.16.2), libdevmapper1.02.1 (>= 
2:1.02.97), libgcc1 (>= 1:3.0), libgl1-mesa-glx | libgl1, libpng12-0 (>= 
1.2.13-4), libpython2.7 (>= 2.7), libqt5core5a (>= 5.5.0), libqt5gui5 (>= 
5.3.0) | libqt5gui5-gles (>= 5.3.0), libqt5opengl5 (>= 5.0.2) | 
libqt5opengl5-gles (>= 5.0.2), libqt5printsupport5 (>= 5.0.2), libqt5widgets5 
(>= 5.2.0), libqt5x11extras5 (>= 5.1.0), libsdl1.2debian (>= 1.2.11), 
libssl1.0.0 (>= 1.0.0), libstdc++6 (>= 5.2), libvpx3 (>= 1.5.0), libx11-6, 
libxcb1, libxcursor1 (>> 1.1.2), libxext6, libxinerama1, libxml2 (>= 2.7.4), 
libxmu6, libxt6, zlib1g (>= 1:1.1.4), psmisc, adduser
Recommends: libasound2, libpulse0, libsdl-ttf2.0-0, kmod | kldutils | 
module-init-tools, linux-headers-generic | linux-headers-generic-pae | 
linux-headers-686-pae | linux-headers-amd64 | linux-headers-2.6-686 | 
linux-headers-2.6-amd64 | linux-headers, linux-image, gcc, make | 
build-essential | dpkg-dev, binutils, pdf-viewer, libgl1
Conflicts: virtualbox, virtualbox-guest-additions-iso, virtualbox-ose
Replaces: virtualbox
Provides: virtualbox
Priority: optional
Section: contrib/misc
Filename: 
pool/contrib/v/virtualbox-5.1/virtualbox-5.1_5.1.8-111374~Ubuntu~xenial_amd64.deb
Size: 65225770
SHA256: 66d8900d5428aad7e7c955971153d45a2ddb65c113002c33dfa31f80b7f92ec0
SHA1: 78648eb646b0488c01f69f52be89e04e80541db2
MD5sum: ad328e1a7fb5f1e087b145dbcaff7f4e
Description: Oracle VM VirtualBox
 VirtualBox is a powerful PC virtualization solution allowing you to run a
 wide range of PC operating systems on your Linux system. This includes
 Windows, Linux, FreeBSD, DOS, OpenBSD and others. VirtualBox comes with a broad
 feature set and excellent performance, making it the premier virtualization
 software solution on the market.
Description-md5: 914c1338bb9a4b67fae39e48412d76f8
Python-Version: 2.7

** Affects: apt (Ubuntu)
     Importance: Undecided
         Status: New

-- 
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https://bugs.launchpad.net/bugs/1636203

Title:
  apt-get autoremove not removing old kernels when package
  virtualbox-5.1 is installed

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