Bioreduction of substituted a-tetralones promoted by Daucus carota root

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.

Saved in:
Bibliographic Details
Main Authors: Ferraz,Helena M. C., Bianco,Graziela G., Bombonato,Fernanda I., Andrade,Leandro H., Porto,André L. M.
Format: Digital revista
Language:English
Published: Sociedade Brasileira de Química 2008
Online Access:http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422008000400020
Tags: Add Tag
No Tags, Be the first to tag this record!