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Volume 64, Issue 4
  • ISSN: 2056-5135
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Abstract

The asymmetric reduction of C=C double bonds is a sought-after chemical transformation to obtain chiral molecules used in the synthesis of fine chemicals. Biocatalytic C=C double bond reduction is a particularly interesting transformation complementary to more established chemocatalytic methods. The enzymes capable of catalysing this reaction are called ene-reductases (ENEs). For the reaction to take place, ENEs need an electron withdrawing group (EWG) in conjugation with the double bond. Especially favourable EWGs are carbonyls and nitro groups; other EWGs, such as carboxylic acids, esters or nitriles, often give poor results. In this work, a substrate engineering strategy is proposed whereby a simple transformation of the carboxylic acid into a fluorinated ester or a cyclic imide allows to increase the ability of ENEs to reduce the conjugated double bond. Up to complete conversion of the substrates tested was observed with enzymes ENE-105 and *ENE-69.

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2020-01-01
2024-12-26
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/content/journals/10.1595/205651320X16001815466116
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Biocatalytic Reduction of Activated Cinnamic Acid Derivatives
Johnson Matthey Technology Review 64, 529 (2020); https://doi.org/10.1595/205651320X16001815466116
/content/journals/10.1595/205651320X16001815466116
/content/journals/10.1595/205651320X16001815466116
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  • Article Type: Research Article

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