I'm not familiar with what exactly Wine does to run 32-bit code under OS X, but it would already have to do emulation / binary translation. Because some opcodes

I'm not familiar with what exactly Wine does to run 32-bit code under OS X, but it would already have to do emulation / binary translation. Because some opcodes have been repurposed for the REX prefix in 64-bit mode, and any absolute 32-bit address would be interpreted as relative to RIP instead. And 16-bit would be completely impossible, first there's the default operand size and then the completely different encoding for memory addressing.