It's a good idea, just one problem. Only way that will happen is if Margaret of York doesn't become Mary's stepmother. Charles the Bold was a lukewarm ally to the Yorkists at best - he only helped them when the Lancastrian regime threatened his trade arrangements with England IIRC, before that he wasn't overly interested - so I could see him pushing for it (maybe), should the Readeption be successful or Maximilian of Austria be unavailable. But Margaret will probably allow it to happen over her cold. Dead. Corpse. And I'm pretty sure she would still be an issue even once she's dead.
It is possible if Margaret of York dies in giving birth to a living son.