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General Metal-Free Baeyer-Villiger-Type Synthesis of Vinyl Acetates

Belén Poladura, Ángel Martínez-Castañeda, Humberto Rodríguez-Solla, Ricardo Llavona, Carmen Concellón and Vicente del Amo*

*Departamento de Química Orgánica e Inorgánica, Universidad de Oviedo, C/Julián Clavería 8, 33006, Oviedo, Spain, Email: vdelamouniovi.es

B. Poladura, A. Martínez-Castañeda, H. Rodríguez-Solla, R. Llavona, C. Concellón, V. del Amo, Org. Lett., 2013, 15, 2810-2813.

DOI: 10.1021/ol401143q (free Supporting Information)


Abstract

In the presence of Oxone as a cheap, stable, and nonhazardous oxidizing reagent, α,β-unsaturated ketones of defined stereochemistry are transformed into their corresponding vinyl acetates through a Baeyer-Villiger oxidation. This reaction tolerates a wide range of functional groups.

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Key Words

Baeyer-Villiger Oxidation, Oxone


ID: J54-Y2013