An enantioselective palladium-catalyzed vicinal diamination of protected aminoalkenes has been developed. N-fluorobenzenesulfonimide was used as the oxidant and the external source of nitrogen to produce differentially protected products. Ligand screens showed tridentate Ph-pybox and bidentate Ph-quinox ligands were found to give good yields and high enantioselectivies. Mechanistic studies showed the high enantioselectivities arose from the selective formation of a single palladium diastereomer.

Enantioselective palladium-catalyzed diamination of alkenes using N-fluorobenzenesulfonimide

245th National Meeting (2013)

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