Science Faculty

MCPBA/KOH: An Efficient Reagent for Nucleophilic Epoxidation of gem-Deactivated Olefines

Author/s

García Ruano, J. L.; Fajardo, C.; Fraile, A. and Martín, M. R.

Año de edición

2005

Referencia completa

J. Org. Chem. 2005, 70, 4300-4306. DOI: 10.1021/jo050131o

Resumen

The m-chloroperoxybenzoate anion (generated from m-CPBA and bases such as K₂CO₃ or KOH) is a highly efficient nucleophilic epoxidating reagent for strongly deactivated olefins containing two electron-withdrawing groups at the same carbon, under mild conditions which affect neither other double bonds nor electrophilic oxidizable centers such as sulfoxides.