Synthesis of Enantioenriched Primary tert -Butanesulfonimidamides via Imination-Hydrazinolysis of N '- tert -Butanesulfinyl Amidines.

The first synthesis of primary tert -butanesulfonimidamides with high enantiopurity was realized by imination (or imination/ N -functionalization) of enantioenriched N '- tert -butanesulfinyl amidines, followed by hydrazinolysis. N '-Sulfinyl amidines served as imination precursors during copper-catalyzed sulfonyl nitrene transfer or iodonitrene-based NH transfer. Further transformations allowed access to primary tert -butanesulfonimidamides with diverse substitutions on the nitrogen of S═N.