Visible-Light-Mediated Decarboxylative Radical Additions to Vinyl Boronic Esters: Rapid Access to Î³-Amino Boronic Esters.

Noble, Adam; Mega, Riccardo S; Pflästerer, Daniel; Myers, Eddie L; Aggarwal, Varinder K

Noble, Adam; Mega, Riccardo S; Pflästerer, Daniel; Myers, Eddie L; Aggarwal, Varinder K.

Afiliación

Noble A; School of Chemistry, University of Bristol, Cantock's Close, Bristol, BS8 1TS, UK.
Mega RS; School of Chemistry, University of Bristol, Cantock's Close, Bristol, BS8 1TS, UK.
Pflästerer D; School of Chemistry, University of Bristol, Cantock's Close, Bristol, BS8 1TS, UK.
Myers EL; School of Chemistry, University of Bristol, Cantock's Close, Bristol, BS8 1TS, UK.
Aggarwal VK; School of Chemistry, University of Bristol, Cantock's Close, Bristol, BS8 1TS, UK.

Angew Chem Int Ed Engl ; 57(8): 2155-2159, 2018 02 19.

Article en En | MEDLINE | ID: mdl-29316095

RESUMEN

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.

Palabras clave

amino acids; boron; photochemistry; radical reactions; reaction mechanisms

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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Angew Chem Int Ed Engl Año: 2018 Tipo del documento: Article Pais de publicación: Alemania

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