m-CPBA/KOH: an efficient reagent for nucleophilic epoxidation of gem-deactivated olefins.
The m-chloroperoxybenzoate anion (generated from m-CPBA and bases such as K(2)CO(3) 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.
García Ruano
J L
JL
Departamento de Química Orgánica, Universidad Autónoma de Madrid, Cantoblanco, 28049-Madrid, Spain. joseluis.garcia.ruano@uam.es
Fajardo
Cristina
C
Fraile
Alberto
A
Martín
M Rosario
MR