So I am willing to assume that if a shadow fails to climb up a wall, it's because the artist thought it looked better without the shadow on the wall.
But more generally, being among the first to figure things out isn't easy. Nowadays you can look at photographs and paintings like the works of 19th century academic painters and say "this is how realistic paintings are supposed to look", but back in the 15th century all you would be able to see is other people doing it not quite right. I feel like it takes a bit of genius to be the first to do something right, and frankly the average artist isn't that smart.
I'm confident even cavemen saw and comprehended shadows against a wall.
Btw, do any of the "humans" in these paintings pass the "not the real thing!" test? It is a painting and in every instance it is clear the correct shadow would mess up the composition.
Next stop an article on "How poets have gotten grammar wrong all these years".
Those actually judging the art of the times probably didn't really know or care, as the illustrations were often done for social reasons at least as much as decorations. As the canon of "shadow science" increased, there would be more pressure to also please professionals who may judge your work and pass on the word. "Don't hire Bob, hire me, for he does shadows wrong. Here, I'll show you using candle light and these books...".
Pleasing customers and pleasing artists are often different things. Bach pleased artists much more than "customers" and thus made a middle-of-the-road salary despite being a musical genius. Mozart was arguably the same way, as he had some trouble keeping up with short-term fads.
That said, some of the examples are funny, like where a shadow going up some steps stops short so as not to "overshadow" another subject[1] --whose shadow in turn seems to be perpendicular to the main shadow.
[1]Madonna and Child Enthroned with Saints” (detail)