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Microbiological reductions of chromen-4-one derivatives |
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| Authors: | Pascale Besse Genevive Baziard-Mouysset Kamal Boubekeur Pierre Palvadeau Henri Veschambre Marc Payard Guy Mousset |
| Institution: | a Laboratoire de Synthèse, Electrosynthèse et Etude de Systèmes à Intérêt Biologique, UMR 6504 du CNRS, Université Blaise Pascal, 63177 Aubière Cedex, France b Département de Chimie Pharmaceutique, Faculté de Pharmacie, Université Paul Sabatier, 31062 Toulouse, France c Laboratoire de Chimie des Solides, Institut des Matériaux de Nantes, 44072 Nantes Cedex 03, France |
| Abstract: | From the microbiological reductions of 2-acetyl or 2-benzoylchromen-4-one both enantiomers of the corresponding alcohols were obtained with high enantiomeric excess. The absolute configurations were determined directly by an X-ray structural determination. The results obtained showed that for most of the microorganisms tested, an inversion of the configuration of the alcohol occurred with the change of the substituent (methyl to phenyl group) in position 2, but also with the presence of a bromine atom in position 6 of the aromatic ring, positioned quite far from the prochiral centre. |
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