Bioreduction of substituted a-tetralones promoted by Daucus carota root

AUTOR(ES)

Ferraz, Helena M. C., Bianco, Graziela G., Bombonato, Fernanda I., Andrade, Leandro H., Porto, André L. M.

FONTE

Química Nova

DATA DE PUBLICAÇÃO

2008

RESUMO

The bioreduction of a series of substituted a-tetralones, carried out using Daucus carota root (carrot), afforded the corresponding homochiral a-tetralols in variable conversions (9 to 90%) and excellent enantiomeric excesses. Two of the assayed a-tetralones were resistant to the bioreduction conditions. The absolute configurations of four a-tetralols were assigned as being (S), by comparison to the (S)-enantiomers obtained by kinetic resolution promoted by CALB-catalysed acetylation. Additionally, the new 5-methoxy-6-methyl-1-tetralone was synthesized in seven steps from 3-methylsalicylic acid.

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