4.5 Article

Asymmetric Reduction of α,α-Dichloro-β-Keto Esters by NADPH-Dependent Ketoreductases

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2022, Issue 27, Pages -

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.202200410

Keywords

alpha,alpha-Dichloro-beta-hydroxy esters; alpha,alpha-Dichloro-beta-keto esters; Enantioselectivity; Enzymatic reduction; Reductases

Funding

  1. Special Account for Research Funds of University of Crete (SARF UoC) [KA 10646]
  2. State Scholarships Foundation of the Operational Program for the Human Resources Development, Education and Lifelong Learning 2014-2020

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An enzymatic approach for the asymmetric reduction of alpha,alpha-dichloro-beta-keto esters has been developed, leading to the synthesis of enantiomerically pure (S)-alpha,alpha-dichloro-beta-hydroxy esters in a single step.
An enzymatic approach for the asymmetric reduction of alpha,alpha-dichloro-beta-keto esters has been developed. With this highly efficient enzymatic method several enantiomerically pure (S)-alpha,alpha-dichloro-beta-hydroxy esters have been synthesized. These valuable chiral intermediates were produced in optically pure form (>99 % ee, >99 % conversion) by NADPH-dependent ketoreductase catalyzed reactions in a single synthetic step.

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