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      Enantioconvergent Biocatalytic Redox Isomerization

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          Abstract

          Alcohol dehydrogenases can act as powerful catalysts in the preparation of optically pure γ‐hydroxy‐δ‐lactones by means of an enantioconvergent dynamic redox isomerization of readily available Achmatowicz‐type pyranones. Imitating the traditionally metal‐mediated “borrowing hydrogen” approach to shuffle hydrides across molecular architectures and interconvert functional groups, this chemoinspired and purely biocatalytic interpretation effectively expands the enzymatic toolbox and provides new opportunities in the assembly of multienzyme cascades and tailor‐made cellular factories.

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          Author and article information

          Contributors
          http://www.deskalab.com
          christian.merten@ruhr-uni-bochum.de
          jan.deska@aalto.fi
          Journal
          Angew Chem Int Ed Engl
          Angew. Chem. Int. Ed. Engl
          10.1002/(ISSN)1521-3773
          ANIE
          Angewandte Chemie (International Ed. in English)
          John Wiley and Sons Inc. (Hoboken )
          1433-7851
          1521-3773
          20 August 2018
          10 September 2018
          : 57
          : 37 ( doiID: 10.1002/anie.v57.37 )
          : 12151-12156
          Affiliations
          [ 1 ] Department of Chemistry & Materials Science Aalto University Kemistintie 1 02150 Espoo Finland
          [ 2 ] Organic Chemistry II Ruhr-Universität Universitätsstrasse 150 44780 Bochum Germany
          Author information
          http://orcid.org/0000-0002-4106-1905
          http://orcid.org/0000-0003-4622-2365
          Article
          ANIE201804911
          10.1002/anie.201804911
          6468324
          29984878
          1995e6f8-5fc0-4805-8f72-99bae8d15deb
          © 2018 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.

          This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes.

          History
          : 27 April 2018
          : 12 June 2018
          Page count
          Figures: 8, Tables: 0, References: 63, Pages: 6, Words: 0
          Funding
          Funded by: Academy of Finland
          Award ID: 298250
          Funded by: Novo Nordisk Fonden
          Award ID: NNF17OC0025092
          Funded by: Verband der Chemischen Industrie
          Award ID: Liebig fellowship
          Funded by: Deutsche Forschungsgemeinschaft
          Award ID: EXC 1069
          Funded by: European Cooperation in Science and Technology ()
          Award ID: CA15106
          Categories
          Communication
          Communications
          Biocatalysis
          Custom metadata
          2.0
          anie201804911
          September 10, 2018
          Converter:WILEY_ML3GV2_TO_NLMPMC version:5.6.2.1 mode:remove_FC converted:17.04.2019

          Chemistry
          asymmetric synthesis,biocatalysis,enantioconvergent processes,heterocycles,redox isomerization

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