Issue with external keyboard and modifier key

#1

Hi all,
I’m hoping someone can help with this somewhat frustrating issue.

Here’s my setup: iPad Pro 11” with Apple No. 2 Pencil and external magic keyboard 2; 2018 15” MacBook Pro connected to 4K monitor, external apple keyboard, and Magic Trackpad.

Issue: Sometimes, I am unable to modify a keyboard command from the magic keyboard 2 connected to my iPad Pro. For example, I can select text and press CMD-i to make the text italic in google docs. On the other hand, I cannot select multiple messages in Apple Mail or multiple files in Finder when I hold down shift or command while selecting. Is there something I can do to change this behavior? The USB keyboard connected to the MBP can still modify normally.

Thanks in advance.