Oxaziridines have attracted much interest of chemists for decades as effective electrophilic oxygen and nitrogen sources. The radical chemistry of oxaziridines is quite rare. We, herein, introduce a novel protocol for successful generation of alkyl radicals from N‐tosyloxaziridines. These radicals were trapped by various 1,1‐diarylethylenes affording products in moderate to good yields. This investigation is hoped to open up the frontier of oxaziridines’ chemistry.

Sotolon (3‐hydroxy‐4,5‐dimethyl‐2(5H)‐furanone) has been synthezised both in racemic and enantioenriched forms by a short sequence involving intramolecular tandem isomerization‐aldolisation and tandem izomerization/Mannich reactions as key steps. Optically active Sotolon has been obtained by using (S)‐N‐tert‐butane sulfinimine as a chiral starting material.

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