and morpholine (3g) were also well tolerated. Single crystals of 3f were grown and analyzed by X-ray crystallography to confirm the identity of the molecule. By switching to a less electron-rich amide derived from N-methylaniline, the reaction became less efficient, but otherwise gave 3h in synthetically useful yields. A substrate containing the antidepressant desipramine fragment was isolated in 81% yield (3i). Changing the amide fragment to an equally electron-withdrawing CF3 group afforded epoxide 3j in 24% yield. Novel [2.2]-and [2.4]spirocyclic epoxides 3k -3m were synthesized in low to good yields. Notably, the olefin group in 3m was tolerated, which could be sensitive towards other oxidant-based epoxidation conditions. Reducing ring size of the precursor to five atoms gave propionitrile-tethered epoxide 3n in 57% yield. Increasing the ring size to seven atoms gave 3o in 32% yield. Interestingly, an isobaric side product (3oa) that does not contain a nitrile functional group was isolated. Based on the 13 C NMR chemical shifts of the carbonyl species, and the coupling patterns of the methylene proton (see Supporting Information), the side product was proposed to be in a rigid, cyclic system.