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

Chem Commun (Camb)

Department of Chemistry, Biology, and Environmental Science, Faculty of Science, Nara Women's University, Kitauoyanishi-machi, Nara 630-8506, Japan.

Published: July 2024

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

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http://dx.doi.org/10.1039/d4cc02451fDOI Listing

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