10.1021/acs.orglett.6b00770.s001 Americo J. Fraboni Americo J. Fraboni Stacey E. Brenner-Moyer Stacey E. Brenner-Moyer Dienamine-Catalyzed Nitrone Formation via Redox Reaction American Chemical Society 2016 enal accessing heterocycle Redox Reaction nitrone functionality aldehyde substrates novel strategy reactivity Formation method dienamine catalysis reaction proceeds solvent organocatalytic redox mechanism Nitrone equivalent nitrosobenzene 2016-04-12 19:16:04 Journal contribution https://acs.figshare.com/articles/journal_contribution/Dienamine_Catalyzed_Nitrone_Formation_via_Redox_Reaction/3172420 The first catalytic method to directly introduce nitrone functionality onto aldehyde substrates is described. This reaction proceeds by an unprecedented organocatalytic redox mechanism in which an enal is oxidized to the γ-nitrone via dienamine catalysis, thereby reducing an equivalent of nitrosobenzene. This reaction is a unique example of divergent reactivity of an enal, which represents a novel strategy for rapidly accessing small libraries of <i>N</i>,<i>O</i>-heterocycles. Alternatively, divergent reactivity can be suppressed simply by changing solvents.