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Strengthening the Combination between Enzymes and Metals in Aqueous Medium: Concurrent Ruthenium‐Catalyzed Nitrile Hydration ‐ Asymmetric Ketone Bioreduction
Author(s) -
Liardo Elisa,
GonzálezFernández Rebeca,
RíosLombardía Nicolás,
Morís Francisco,
GarcíaÁlvarez Joaquín,
Cadierno Victorio,
Crochet Pascale,
Rebolledo Francisca,
GonzálezSabín Javier
Publication year - 2018
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201801005
Subject(s) - ruthenium , nitrile , chemistry , catalysis , ketone , combinatorial chemistry , stereoselectivity , aqueous solution , nitrile hydratase , organic chemistry
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.