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Bäckvall, J.-E. : 2023 Science of Synthesis, 2022/4: Dynamic Kinetic Resolution (DKR) and Dynamic Kinetic Asymmetric Transformations (DYKAT) DOI: 10.1055/sos-SD-237-00092
Dynamic Kinetic Resolution (DKR) and Dynamic Kinetic Asymmetric Transformations (DYKAT)

7 Applications of Chemoenzymatic Dynamic Kinetic Resolution for the Synthesis of Biologically Active Compounds and Natural Products

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Editor: Bäckvall, J.-E. 

Authors: Adriaensen, K. ; Akai, S. ; Berreur, J. ; Bhat, V. ; Clayden, J. ; Collins, B. S. L. ; Córdova, A. ; De Vos, D. ; Deiana, L.; Faber, K. ; Fletcher, S. P. ; Goetzke, F. W. ; González-Granda, S. ; Gotor-Fernández, V. ; Hafeman, N. J. ; Jin, Z. ; Kanomata, K. ; Kroutil, W. ; Liu, Y.; Modicom, F.; Pàmies, O. ; Sardini, Jr., S. R.; Stoltz, B. M. ; Winkler, C. K. ; Wu, X. ; Xie, J.-H. ; Zhang, K.; Zhou, Q.-L. 

Title: Dynamic Kinetic Resolution (DKR) and Dynamic Kinetic Asymmetric Transformations (DYKAT)

Print ISBN: 9783132453777; Online ISBN: 9783132453791; Book DOI: 10.1055/b000000439

1st edition © 2023. Thieme. All rights reserved.
Georg Thieme Verlag KG, Stuttgart

Subjects: Organic Chemistry;Chemical Reactions, Catalysis;Organometallic Chemistry;Laboratory Techniques, Stoichiometry

Science of Synthesis Reference Libraries



Parent publication

Title: Science of Synthesis

DOI: 10.1055/b-00000101

Series Editors: Fürstner, A. (Editor-in-Chief); Carreira, E. M.; Faul, M.; Kobayashi, S.; Koch, G.; Molander, G. A.; Nevado, C.; Trost, B. M.; You, S.-L.

Type: Multivolume Edition

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Abstract

Dynamic kinetic resolutions of racemic compounds provide elegant synthetic possibilities for the preparation of valuable enantiopure organic molecules with a theoretical maximum 100% yield. This chapter describes the combination of stereoselective enzymatic methods with suitable conditions for the racemization of the slow-reacting enantiomer from racemates of various types of compounds, such as alcohols, amines, and amino acids, for the synthesis of biologically active compounds and natural products. This contribution has been divided into three main topics based on the enzyme that catalyzes the asymmetric transformation and the racemization conditions of choice. These are: (i) the use of hydrolases and metal species; (ii) the use of hydrolases without requiring a metal catalyst for the racemization step; (iii) the use of other enzyme classes. A selection of scalable experimental procedures is provided in each case to demonstrate the robustness of the methodology described.

Key words

acylation - alcohols - amines - asymmetric synthesis - dynamic kinetic resolution - DKR - enzymes - natural products - organic synthesis
 
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