A family of Microsoft word processing software products for creating web, email, and print documents.
First, an apology... I returned to Word 2008 & 2011 where I found that new AutoText entries are added into an AutoText sub-menu by the name of Normal. Apparently, that may have been carried over into earlier builds of Word 2016. I hadn't noticed because I really haven't done much with AutoText recently. That being the case it gives me reason to challenge sources at MSFT who repeatedly asserted that 'menus in Office 2016 cannot be modified'... That doesn't seem to be the actual case. My recollection, however, was for reorganizing those user-defined entries which cannot be done in Word 2016.
All of that notwithstanding, it is confirmed that the entries aren't getting added to the menu in v16.9 of Word 2016. Whether that behavior will be returned is uncertain.
However, you can assign kybd shortcuts directly to your individual AutoText entries in Word by going into Tools> Customize Keyboard. [There is no reason to use the OS X method.] Select Building Blocks from the Categories list, then choose the entry from the Commands list & assign the shortcut.
As for inserting an entry by using its name, several requirements must be met. First, the name must be at least 4 characters. It also must be unique. When inserting, the Tip will not appear until 4 characters are typed and a unique character is included. For example, if there are items named entry1 & entry2, just typing entr will not trigger the Tip... Nor will typing the entire name. A kybd shortcut would have to be assigned to the InsertAutoText command - Mac Word does not have a built-in shortcut for it.
OTOH, if those entries were named 1entry & 2entry, typing 1ent or 2ent should trigger the Tip for those respective entries.