Organocatalytic oxidations are often fueled by a range of stoichiometric oxidants, including H2O2, tBuOOH, mCPBA, I(3)-species, HOCl. The development of O2-fueled catalytic systems would reduce the need for strong terminal oxidants, while using an abundant and cheap oxidant that forms H2O as its byproduct. Aerobic Baeyer-Villiger oxidations, chiral epoxidation, and alcohol oxidations were investigated, along with design properties for novel flavin-based catalysts that are capable of converting O2 selectively to active alkylperoxides or generating low concentrations of H2O2 in situ. Catalyst tuning, co-catalyst compatibility, mechanistic investigations of individual redox processes, and system development make it possible to perform aerobic oxidations with combinations of inexpensive organocatalysts that function in concert to perform these oxidations.

Dual organocatalysis: Biomimetic conversion and enhancement of organocatalytic oxidations to aerobic systems fuelded by O<sub>2</sub>

248th National Meeting (2014)

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Dual organocatalysis: Biomimetic conversion and enhancement of organocatalytic oxidations to aerobic systems fuelded by O2

Dual organocatalysis: Biomimetic conversion and enhancement of organocatalytic oxidations to aerobic systems fuelded by O₂