Alkyl nitrite-enabled palladium-catalyzed terminal selective oxidative cyclization of 4-penten-1-ols

Abstract

Oxidative cyclization of 4-penten-1-ols using a Pd catalyst and n-BuONO or n-BuONO/p-benzoquinone afforded 3-hydroxy- and 3-methoxytetrahydropyrans via terminal selective nucleophilic attack. The radicals formed from n-BuONO and O₂ operate as critical oxidants and ligands for Pd.