Hi speedy and Max, I tried all of these and still could not get them to pop in. Just ended up with sore hands and a slippery, greasy mess. Using WD40 and a wooden hammer on fresh paint would not work too well. The tyres were N.O.S. which makes me wonder if they were rejects from the old days. One was in fact cut away a bit in order to make a cap fit at some time in the past. One of the drawbacks with getting NOS is you never know the history of the items. Got caught once with a brand new Tecumseh engine that had for some reason been left sitting on the shelf. I could never get it to go. There is often a reason why some parts were never used. Incidentally I had no trouble fitting them to four old used tyres that I have as spares. But they refuse to fit on to 3 of the new tyres. The only one I got to pop in was the new tyre that someone had taken a knife to in the past.
So I have resorted to using some slightly smaller diameter repro caps, 4 spots of glue on each and then sealed up with white silicon. That will have to do.