Stereoselective ene-reactions with N-sulfinyl sulfinamides

New pathways to enantiomerically pure chemical compounds are highly welcome in modern synthesis. Our interest lies in the formation of optically active allylic alcohols and allylic amines, being both target molecules and important precursors. This poster presents our attempts to synthesize diastereomerically pure allylic amines where chirality is induced by chiral N-sulfinyl sulfinamides. Chiral N-sulfinyl sulfinamides have been synthesized and tested as enophiles in the ene-reactions with various alkenes. The resulting ene-products have been rearranged to protected allylic amines by methods reported for similiar reactions.