Abstract
This work highlights stellane's cage stability and derivatization opportunities. Using modern synthesis protocols, a di-verse range of building blocks were synthesized. Stellane's reactivity and chemical tolerance were rigorously evaluated across different reaction systems, demonstrating its promise as a bio-isosteric scaffold. It can be utilized in scaffold-based molecular design and offers topological precision superiority over existing ortho-isosteres, as well as mono-substituted benzene mimetics, holding the potential to become a robust platform for future medicinal chemistry studies.