SCCM ignoring Application Deployment during OSD

I am trying to do the following deployment with SCCM 2012 R2:

• Lenovo IdeaPad 500S
• Windows 8.1 Professional
• no Domain, Workgroup machine
• one local user with admin rights
• ConfigManager Client
• 8 applications installed during OSD

The TS is working, showing up in Softwarecenter as installed successfully. Except that two of the applications don't get installed during OSD – Google Chrome and Adobe InDesign.

Both applications are successfully installed after OSD through the Softwarecenter, without errors. With other Task Sequences, both applications can – without errors – be installed during OSD and with Softwarecenter.

During Task Sequence Step "Installing Application", it shows that there are 8 applications to install. But those two seem just to be skipped – there are no errors in smsts.log or appenforce.log. In the last one i can only find the apps that get installed, there is no information about Chrome or InDesign.

What i checked:

• Both apps are Deployed for the collection the Laptop is in (Required).
• The Box "Allow this application to be installed from the Install Application Task Sequence action without beeing deployed".
• i compared all the settings of the apps that work with the apps that do not work – i can not find any difference.
• Tested it multiple times – always the same. Chrome and InDesing don't get installed, but after OSD is finished, Configuration Manager is installing both applications with success.

Any ideas where i can look or where the problem could be?

EDIT:

Tested again on a VM: i installed both apps during OSD in a TS for installing Domain Clients. Both apps were there directly after OSD. Then i installed the Workgroup TS on the same machine. Chrome and InDesign are missing. AppEnforce.log does not show a sign of them… just like they did not exist…

EDIT2:

Now i know why there is nothing in the logs: i enabled the checkbox "If an application installation fails, continue installling other applications in the list". I was expecting that erros during application deployment would still be loged – this is not the case.

Now i disabled this checkbox, and i see errors for Chrome and InDesign: Error 0x80004005, in combination with Execution Status 24 (Application download failed). I still don't see the problem, since the same applications can be installed with other Task Sequences or after OSD with the CMClient. Both times no errors…

EDIT3:
I can't explain why, but after i did what Omnomnomnom recommendet, Chrome is installing during OSD. InDesing is not. I now even completely deleted the application in SCCM and recreated it. Did not change anything… I think i have to go to Microsoft Support…