B. Jarosz et A. Siewinski, ENANTIOSPECIFIC REDUCTION OF PROCHIRAL KETONES OF AROMATIC TYPE TO OPTICALLY-ACTIVE ALCOHOLS IN NIGROSPORA-ORYZAE CULTURE, Journal of basic microbiology, 36(4), 1996, pp. 245-253
The culture of Nigrospora oryzae reduces twelve prochiral ketones of h
ome- and heteroaromatic type (acetophenone, 3- and 4-methylacetophenon
e, 4-nitroacetophenone, propiophenone, 2-acetylnaphthalene, 2-acetylti
ophene, 2- and 4-acetylpyridine, alpha,alpha,alpha-trifluoroacetopheno
ne, alpha-tetralone, 4-benzoylpyridine) enantiospecifically to corresp
onding optically active alcohols. The enantiomer of S configuration is
in nine cases predominant, R configuration was found in three alcohol
s. The degree of chemical reduction determined in GC ranged from 20% t
o almost 100%, while optical purity was from 5% to 100% ee. It is wort
h noting that the same culture did not reduce 4-aminoacetophenone 2-ac
etylpyrrole and 2-acetylindole.