The issue seems very much related to sudo, as running it as root but via
sudo creates a similar problem:
# sudo debootstrap --arch=i386 --variant=buildd --include=sudo,locales,less
sid sid-build-ia32 http://mirrors.kernel.org/debian/
I: Retrieving Release
I: Retrieving Packages
I: Validating Packages
I: Resolving dependencies of required packages...
I: Resolving dependencies of base packages...
[...snip...]
I: Installing core packages...
W: Failure trying to run: chroot /home/chroot/sid-build-ia32 dpkg
--force-depends --install var/cache/apt/archives/libc6_2.7-10_i386.deb
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