A Simple Enantioconvergent and Chemoenzymatic Synthesis of Optically Active α-Substituted Amides

Authors

  • Dr. Wiktor Szymański,

    1. Center for Systems Chemistry, Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 4, 9747 AG, Groningen (The Netherlands)
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  • Alja Westerbeek,

    1. Department of Biochemistry, University of Groningen, Nijenborgh 4, 9747 AG, Groningen (The Netherlands)
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  • Prof. Dr. Dick B. Janssen,

    Corresponding author
    1. Department of Biochemistry, University of Groningen, Nijenborgh 4, 9747 AG, Groningen (The Netherlands)
    • Department of Biochemistry, University of Groningen, Nijenborgh 4, 9747 AG, Groningen (The Netherlands)
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  • Prof. Dr. Ben L. Feringa

    Corresponding author
    1. Center for Systems Chemistry, Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 4, 9747 AG, Groningen (The Netherlands)
    • Center for Systems Chemistry, Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 4, 9747 AG, Groningen (The Netherlands)
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  • We thank Theodora Tiemersma-Wegman and Monique Smith for their technical assistance with HPLC and GC analyses.

Abstract

original image

Einfach und effizient: Die Kombination einer enzymatischen, enantioinvertierenden Reaktion mit einfachen Folgeprozessen ermöglicht die Umwandlung racemischer Verbindungen in chirale α-substituierte Amide (siehe Bild; Ms=Methansulfonyl). Diese wichtigen Bausteine werden in hoher Gesamtausbeute und mit hohem Enantiomerenüberschuss erhalten; die entfallende Aufreinigung der Intermediate führt zu einem zeit- und kosteneffizienten Prozess.

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