Enantiodivergence in the reduction of α-methyl and α-halomethyl enones by microorganisms

BRS de Paula, DS Zampieri, JAR Rodrigues…

Index: De Paula, Bruno R.S.; Zampieri, Davila S.; Rodrigues, J. Augusto R.; Moran, Paulo J.S. Tetrahedron Asymmetry, 2013 , vol. 24, # 17 p. 973 - 981

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Citation Number: 7

Abstract

Abstract Enones (Z)-3-methyl-(Z)-3-chloromethyl-and (Z)-3-bromomethyl-4-R-3-buten-2-one (R= n-pentyl, phenyl, 2′-and 4′-chlorophenyl, 3′-and 4′-nitrophenyl, 4′- methoxyphenyl) were synthesized and subjected to reduction by the microorganisms Saccharomyces cerevisiae andGeotrichum candidum. Whereas the bioreduction of 3-methy- 4-R-3-buten-2-ones afforded the corresponding (S)-4-R-3-methybutan-2-ones, the ...