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I've done a Migration Assistant move of my apps/data/settings from a Yosemite machine to a Sierra machine.

After that I verified that all my "System Preferences" keyboard shortcut settings and trackpad settings had been copied over (they are; I had disabled most of them so Microsoft Remote Desktop gets all keys and mouse events)

On the Sierra machine, somehow these are note forwarded correctly:

  • Option-Space
  • Secondary-Click

With "Yosemite", both will get you the Windows "right mouse button" behaviour (firing up the context menu).

On "Sierra", this the resulting behaviour

  • Option-Space will get a blank space
  • Secondary-Click will paste the clipboard

How can I force Sierra to forward them as-sis to the Microsoft Remote Desktop session?

I'm using a "US" keyboard on both Yosemite and Sierra.

I've reproduced this issue with:

  • Microsoft Remote Desktop.8.0.23
  • Microsoft Remote Desktop.8.0.26
  • Microsoft Remote Desktop.8.0.29
  • Microsoft Remote Desktop.8.0.35
  • Microsoft Remote Desktop.8.0.36
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It might be worth trying the latest RDC 8.2 beta from Technet :Remote Desktop Client Preview for Mac supports multiple monitors and more

Even though it is still a beta, it offers several significant improvements over the existing release version. I've been using it for months without seeing any real issues.

Key improvements

  • Multiple monitor support

  • Copy and Paste files using Cmd or Ctrl C/X/V

  • Direct connectivity to desktops as well as connectivity through a Remote Desktop Gateway

  • A new user interface together with a redesigned user accounts experience that includes unified management
  • High quality video and audio streaming
  • Import of .rdp files into the app and export of connections as .rdp files
  • New features like the ability to group desktops and to copy and paste images and files
  • Thanks I will try. Does it automagically recognise the remote desktop connections I've setup in 8.0.x? If not: can it import them? – Jeroen Wiert Pluimers Jan 11 '17 at 15:22
  • tbh, I've been using it so long I don't remember how I loaded mine, whether it was automagic or not, but it can import old files for sure. – Tetsujin Jan 11 '17 at 15:46
  • where does the new version store the settings? (so I can try to see where I can hunt down the settings for the old version). – Jeroen Wiert Pluimers Jan 11 '17 at 16:13
  • I think you need to export them - apple.stackexchange.com/questions/182209/… – Tetsujin Jan 11 '17 at 16:28
  • I verified with Remote Desktop Beta and still have the same problems. – Jeroen Wiert Pluimers Jan 12 '17 at 15:54

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