The substrate scope was first evaluated by variation of iodonium salt 3, using piperidine as the external nucleophile (Scheme 3). Purification of 5a did not require column chromatography; an aqueous wash to remove inorganic impurities was sufficient to isolate 5a in 90% yield. The reaction was also possible using the 7-membered substrate 3x to provide 5b in a moderate yield, whereas the 5-membered substrate 3w decomposed upon heating. To the contrary, substrates 3r-v, containing decorated amine cores, reacted efficiently and delivered the corresponding products 5c-g in high to excellent yields. Even hydroxy-substituted substrate 3u, comprising of a competing nucleophilic site, reacted with complete selectivity in the desired pathway to afford amino alcohol 5f.