Actually, if you planted that oak too deep, it would not die.
What would determine the success of that oak in the ground
was how it was grown while in the container !
If you allowed the tap root to exit the bottom of the container
you would end up with an unhealthy or dead tree in the ground.
Well, since you prerooted your fig cuttings, you have no choice now.
If you were rooting directly in the containers,
and had a 8" cutting,
best for the tree would be to bury 2" and leave 6" above the soil.
This would require you to control humidity above the soil for a high success rate.
Many hobbyists have trouble with this task,
so their solution is to do the opposite,
6 inches of the cutting into the container and 2" above the soil.
This will help with the success rate when it comes to # of plants started
compared to those that died.
It will not produce the best situation for the fig trees' root development.
Optimum growth of the roots was sacrificed for increased rate of cutting/start success,
because of the difficulty most experience with controlling humidity above the soil.
If you can control the humidity,
then the cuttings can be planted in the optimum way,
and you will produce the best root mass possible,
which in turn will produce the best tree when planted in the ground eventually.
Also, those large holes on the bottom of the containers
are there for a reason, its to air prune the roots when they reach the bottom of the container.
Professionals will place those containers on wire mesh tables,
tables that offer the most air space, they don't want container bottoms in contact with a solid surface.
Roots coming out the bottom of tomato plants - not desirable.
Roots coming out the bottom of tree transplants - really bad.
If you want to experiment,
take a prerooted cutting,
cut it into 3.5" long sections and plant HORIZONTALLY and shallow in your containers,
about 1 inch below soil. Do a couple this way, and the rest bury deep.
In 4- 6 months unpot the test plants, and compare the root structure,
you will see the difference.