I would imagine such a thing would be implausible. For example, the book series I own takes place post-Generations/flashbacks, pre-TNG/flashbacks/alternate timeline, or in the Nexus. I wouldn't know where to begin to place them on a timeline. Besides the fact that those books contradict other books taking place in the same timeframe...

We give the SW EU crap, but you have to give them credit for trying to keep things straight. The ST EU is nice because each writer has a ton of free will, but there was no continuity until recently.

HOWEVER, since the series have ended, some editor has tried to keep the books straight and more in vein with the SW EU. The issue? It's still complicated as heck.

http://www.thetrekcollective.com/p/trek-lit-reading-order.html

You could also ask my friends on Literary Treks or in our forums.