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Please use this identifier to cite or link to this item: https://hdl.handle.net/2445/229322
Regioselective Ring-Opening of Oxetanes Catalyzed by Lewis Superacid $\mathrm{Al(C)_{6}F_{5})_{3}}$
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This study details an aluminum-catalyzed regioselective isomerization of 2,2-disubstituted oxetanes to yield homoallylic alcohols. The reaction takes place in toluene at 40 °C, employing 1 mol % of $\mathrm{Al(C)_{6}F_{5})_{3}}$ as catalyst. This catalytic system shows a wide substrate scope (12 examples). The optimized conditions are especially useful for electron-rich aryl oxetanes, completely suppressing the formation of allyl isomers and reducing the amount of the dimer by-product. The synthetic applicability of the reported methodology is demonstrated by the enantioselective formal synthesis of curcuquinone and the σ1 receptor agonist RC-33.
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BELLIDO, Marina, et al. Regioselective Ring-Opening of Oxetanes Catalyzed by Lewis Superacid $\mathrm{Al(C)_{6}F_{5})_{3}}$. Advanced Synthesis & Catalysis. 2024. Vol. 366, num. 4, pags. 925-933. ISSN 1615-4150. [consulted: 6 of October of 2026]. Available at: https://hdl.handle.net/2445/229322