We propose that Mihelich's diastereoselective directed epoxidation of homoallylic alcohols can be extended to gamma-hydroxyenamides, resulting in efficient access to 1,2,4-trioxygenated synthons for natural product synthesis. To obtain the required gamma-hydroxyenamide for this study, N-allyl-N'-methyl-2-imidazolidinone was prepared, and its derived homoenolate anion was added to benzaldehyde.