When tertiary amines 1 are reacted with perfluoro cis-2, 3-dialkyloxaziridines 2 at− 60° C corresponding N-oxides 3 are formed in high yields. The process is chemoselective and diastereoselective. The chemoselectivity in the reaction of alkenyl substituted pyridines is solvent dependent, attack occurring exclusively at the carbon-carbon double bond or at the nitrogen atom under protic and aprotic conditions, respectively. Lower selectivities were ...