I had carpal tunnel on my left wrist when using flat bars on my commute bike but it totally went away when I switched to drop bars.
Okay, my commute bike looks funny (odd) with drop bars but the pain is gone so I don't care!
Can't comment on Di2 since I've never used it but I do have E-Tap (SRAM wireless electronic shifting) on my go-fast carbon bike and love it in that context. Shifting takes no more force than tapping a key on a keyboard. Quick and very precise; but probably no better than Di2.
Rick / OCRR