Strengthening the Combination between Enzymes and Metals in Aqueous Medium: Concurrent Ruthenium‐Catalyzed Nitrile Hydration ‐ Asymmetric Ketone Bioreduction
| Main Authors: | Elisa Liardo, Rebeca González‐Fernández, Nicolás Ríos‐Lombardía, Francisco Morís, Joaquín García‐Álvarez, Victorio Cadierno, Pascale Crochet, Francisca Rebolledo, Javier González‐Sabín |
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| Format: | Article Journal |
| Terbitan: |
, 2018
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| Subjects: | |
| Online Access: |
https://zenodo.org/record/3234692 |
Daftar Isi:
- Abstract A dual ruthenium/ketoreductase catalytic system has been developed for the conversion of β‐ketonitriles into optically active β‐hydroxyamides through an unprecedented hydration/bioreduction cascade process in aqueous medium working in concurrent mode. The ketoreductase‐mediated ketone reduction took place with exquisite stereoselectivity and it was simultaneous to the nitrile hydration promoted by the ruthenium catalyst. The overall transformation occurred: (i) employing commercially and readily available catalytic systems (ii) under mild reaction conditions, (iii) with high degree of conversion and excellent stereoselectivity, and (iv) without the need to isolate intermediates and with high final product yields. This genuine process demonstrates the benefits of combining metal and enzymatic catalysis to tackle the limitations arising from each field.
- We are indebted to the MINECO of Spain (CTQ2013‐40591‐P and CTQ2016‐75986‐P) and the Gobierno del Principado de Asturias (Project GRUPIN14‐006) for financial support. E. Liardo acknowledges funding from the European Union's Horizon 2020 MSCA ITN‐EID program (grant agreement No 634200). The authors also thank Dr. Martin Schürmann (InnoSyn) and Prof. Harald Gröger (Bielefeld University) for the generous gift of the KRED of Rhodococcus ruber and Lactobacillus kefir, respectively.