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Visible‐Light‐Mediated Decarboxylative Radical Additions to Vinyl Boronic Esters: Rapid Access to γ‐Amino Boronic Esters
Authors:Dr Adam Noble  Riccardo S Mega  Dr Daniel Pflästerer  Dr Eddie L Myers  Prof?Dr Varinder K Aggarwal
Affiliation:School of Chemistry, University of Bristol, Bristol, UK
Abstract:The synthesis of alkyl boronic esters by direct decarboxylative radical addition of carboxylic acids to vinyl boronic esters is described. The reaction proceeds under mild photoredox catalysis and involves an unprecedented single‐electron reduction of an α‐boryl radical intermediate to the corresponding anion. The reaction is amenable to a diverse range of substrates, including α‐amino, α‐oxy, and alkyl carboxylic acids, thus providing a novel method to rapidly access boron‐containing molecules of potential biological importance.
Keywords:amino acids  boron  photochemistry  radical reactions  reaction mechanisms
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