Organocatalyzed anodic oxidation of aldehydes |
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Authors: | Eric E Finney Kelli A Ogawa Andrew J Boydston |
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Institution: | Department of Chemistry, University of Washington , Seattle, Washington 98195, United States. |
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Abstract: | A method for the catalytic formation of electroauxiliaries and subsequent anodic oxidation has been developed. The process interfaces N-heterocyclic carbene-based organocatalysis with electro-organic synthesis to achieve direct oxidation of catalytically generated electroactive intermediates. We demonstrate the applicability of this method as a one-pot conversion of aldehydes to esters for a broad range of aldehyde and alcohol substrates. Furthermore, the anodic oxidation reactions are very clean, producing only H(2) gas as a result of cathodic reduction. |
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