If you travel 10% further on a tank of gas that costs 10% more,thats still a break even.
But typically,with a heavily throttled engine,under cruise conditions, that is pulling in just a fraction of air that it is capable of, the octane requirement is in the basement.And that is where the the well tuned vacuum advance device will pay big dividends.
You have to think outside the power-timing box.
If you are pursuing economy, there is no reason to walk the the detonation-line under full-load/WOT.So what if power timing has to be backed off a few degrees, due to too much Dcr for WOT conditions with 87 gas. So what if the rate of centrifugal has to be slowed down a tad for 87, to prevent rattle under heavy PT acceleration. Get that V-can tuned to provide what the engine needs under PT and cruise, and it will save you $$ at every fill-up.
Perhaps, to satisfy your urge for WOT, a smaller carb than normal, would be all thats required to prevent the dreaded rattle, or simply burning 91 on Funday.I once had an engine like that. I used to disconnect the secondaries all the time during the week,and burn Regular.Then on Friday,in went the Hi-Test, and pop the link back in and it was Go-Time.
The point is, you might have to experiment a little, to get the results you want.But in the end, it will be very satisfying.
And if you just cant get the tune right, a simple swap to a slightly bigger cam with its slightly later closing intake will drop a wee bit of Dcr, and put you back in business.
If this dilemma was mine, the heads would be on already.