Biocatalytic Cascade for the Synthesis of Enantiopure β??Azidoalcohols and β??Hydroxynitriles

JH Schrittwieser, I Lavandera, B Seisser…

Index: Schrittwieser, Joerg H.; Lavandera, Ivan; Seisser, Birgit; Mautner, Barbara; Kroutil, Wolfgang European Journal of Organic Chemistry, 2009 , # 14 p. 2293 - 2298

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Citation Number: 18

Abstract

Abstract A three-step, two-enzyme, one-pot reaction sequence starting from prochiral α- chloroketones leading to enantiopure β-azidoalcohols and β-hydroxynitriles is described. Asymmetric bioreduction of α-chloroketones by hydrogen transfer catalysed by an alcohol dehydrogenase (ADH) established the stereogenic centre in the first step to furnish enantiopure chlorohydrin intermediates. Subsequent biocatalysed ring closure to the ...

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