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Stellane at the Forefront: Derivatization and Reactivity Studies of a Promising Saturated Bioisostere of ortho -Substituted Benzenes.

Oleh K SmyrnovKostiantyn P MelnykovOlexandr Ye PashenkoDmitriy M VolochnyukSergey V Ryabukhin
Published in: Organic letters (2024)
This work highlights stellane's cage stability and derivatization opportunities. A diverse range of building blocks were synthesized using modern synthesis protocols to demonstrate stellane's reactivity and chemical tolerance across different reaction systems, proving its promise as a bioisosteric scaffold. It can be utilized in scaffold-based molecular design and is superior in terms of topological precision compared to existing ortho isosteres, as well as monosubstituted benzene mimetics, holding the potential to become a robust platform for future medicinal chemistry studies.
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