The tension of the B string is the same regardless of the distance from tailpiece to peg. The tension is determined by the tuning as it relates to the speaking length of the string. A longer distance from tail to peg gives the string more stretch (a given elasticity over greater distance) and conceiveably more energy loss. I've played a TON of basses over the years, and I don't think the length of the string tailpiece to peg really matters, but that the angle of the strings over the bridge does sometimes make a difference. Neck and body wood(s), on the other hand, are everything. I would imagine a beefy neck with ebony lams and the right gauge of strings would yield an imminently useable (and relatively tight-sounding) B. So, I personally wouldn't be inclined to lose any sleep over which side of the head the tuners are located, except for aesthetics. One thing you might experiment with is stringing up a 32 BEAD and seeing what that feels like, keeping in mind that the tension of a 5th string will make the whole apparatus feel a bit tighter and the B sound a bit better...
John