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. 2011:2011:976368.
doi: 10.4061/2011/976368. Epub 2011 Jun 2.

Chiral Pharmaceutical Intermediaries Obtained by Reduction of 2-Halo-1-(4-substituted phenyl)-ethanones Mediated by Geotrichum candidum CCT 1205 and Rhodotorula glutinis CCT 2182

Lucídio C Fardelone  1 , J Augusto R Rodrigues, Paulo J S Moran
Affiliations

Chiral Pharmaceutical Intermediaries Obtained by Reduction of 2-Halo-1-(4-substituted phenyl)-ethanones Mediated by Geotrichum candidum CCT 1205 and Rhodotorula glutinis CCT 2182

Lucídio C Fardelone et al. Enzyme Res. 2011.

Abstract

Enantioselective reductions of p-R(1)-C(6)H(4)C(O)CH(2)R(2) (R(1) = Cl, Br, CH(3), OCH(3), NO(2) and R(2) = Br, Cl) mediated by Geotrichum candidum CCT 1205 and Rhodotorula glutinis CCT 2182 afforded the corresponding halohydrins with complementary R and S configurations, respectively, in excellent yield and enantiomeric excesses. The obtained (R)- or (S)-halohydrins are important building blocks in chemical and pharmaceutical industries.

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Figures

Scheme 1
Scheme 1
(a) reduction using chiral catalytic reagent or biocatalytic process; (b) base; (c) amine.
Scheme 2
Scheme 2
Figure 1
Figure 1
Prelog rule for discrimination of the faces of carbonylic group by the enzymes.
Figure 2
Figure 2
Pharmaceutical useful ethanolamines.
See this image and copyright information in PMC

References

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