From a Sequential to a Concurrent Reaction in Aqueous Medium: Ruthenium‐Catalyzed Allylic Alcohol Isomerization and Asymmetric Bioreduction |
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| Authors: | Dr Nicolás Ríos‐Lombardía Dr Cristian Vidal Elisa Liardo Dr Francisco Morís Dr Joaquín García‐Álvarez Dr Javier González‐Sabín |
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| Institution: | 1. EntreChem SL, Edificio Científico Tecnológico, Oviedo, Spain;2. Laboratorio de Compuestos OrganometálicosyCatálisis (Unidad Asociada al CSIC), Centro de Innovación en Química Avanzada (ORFEO-CINQA), Departamento de Química Orgánica e Inorgánica, Facultad de Química, Universidad de Oviedo, Oviedo, Spain |
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| Abstract: | The ruthenium‐catalyzed redox isomerization of allylic alcohols was successfully coupled with the enantioselective enzymatic ketone reduction (mediated by KREDs) in a concurrent process in aqueous medium. The overall transformation, formally the asymmetric reduction of allylic alcohols, took place with excellent conversions and enantioselectivities, under mild reaction conditions, employing commercially and readily available catalytic systems, and without external coenzymes or cofactors. Optimization resulted in a multistep approach and a genuine cascade reaction where the metal catalyst and biocatalyst coexist from the beginning. |
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| Keywords: | alcohols chirality enzyme catalysis isomerization transition metals |
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