The, very experienced, machinist who introduced me to such canter wise clamping of square or rectangular stock in three jaw chuck was adamant that the material should sit back tight against the chuck body and not project more than the external jaw depth. He said that if that advice was not religiously followed it was certain that a workpiece would self eject sooner or later.
He considered this an undesirable occurrence.
I guess it’s like so many things. You can push the envelope a bit if you know what you are doing and take appropriate care in setting up. Going in all gang ho and willy nilly is asking for trouble. Which may, or may not, ever find you.
For sure its easier to get a secure, well aligned hold when the chuck is in the lathe with a secure base to work against than when its pointing down on a mill spindle or just a loose chuck and arbor.
I’ve only every used the idea for squaring up smallish material or sorting out rodent nibble quality cuts on an end. Always gone fine for me but I made sure to take that extra bit of care setting up and verify tightness after the first three or four cuts. Whether or not I ever encountered things actually working loose has long faded from memory. For sure I’ve never used the technique this century.
Clive