"An Incremental Approach to Compiler Construction" is the best compiler intro I've ever seen. Now, to find a decent x86 asm reference...
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Deno has the cutest PL mascot I think I've ever seen. Are there any other contenders?
I would have thought that invoking a C compiler would be a solved problem. Looking at Rust's cc crate there's a remarkable long tail of corner cases to fix.
Exotic CPUs, microarchitectures, compiler differences, operating system differences, etc.
https://github.com/rust-lang/cc-rs/blob/main/CHANGELOG.md
Some delightful examples of good compiler error messages in the latest Gleam release: https://gleam.run/news/context-aware-compilation/