In depth analysis of heterogeneous catalysts for the chemoenzymatic dynamic kinetic resolution of β-amino esters

Adriaensen, Koen; Vercammen, Jannick; Goethem, Cédric Van; Agrawal, Kumar Varoon; Vos, Dirk De

doi:10.1039/d1cy02329b

Cited by 2 publications

(2 citation statements)

References 26 publications

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“…However, the combination of both worlds must be employed in a reasonable way, taking advantage of both catalysis but also being aware of existing limitations to advance, and therefore considering solutions in the reaction setups. − There is no more powerful technique than organometallic chemistry for C–C or C–X bond formation, while enzymes can provide unique possibilities for chiral induction, so their cooperative work in one-pot multistep transformations undoubtedly constitutes one of the most straightforward manners to design controlled complexity. Gladly, this is an area in continuous evolution, and remarkable examples have recently appeared in the literature including valuable chemoenzymatic cascades. − …”

Section: Challenges Perspectives and Conclusionmentioning

confidence: 99%

Expanding the Synthetic Toolbox through Metal–Enzyme Cascade Reactions

et al. 2023

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The combination of metal-, photo-, enzyme-, and/or organocatalysis provides multiple synthetic solutions, especially when the creation of chiral centers is involved. Historically, enzymes and transition metal species have been exploited simultaneously through dynamic kinetic resolutions of racemates. However, more recently, linear cascades have appeared as elegant solutions for the preparation of valuable organic molecules combining multiple bioprocesses and metal-catalyzed transformations. Many advantages are derived from this symbiosis, although there are still bottlenecks to be addressed including the successful coexistence of both catalyst types, the need for compatible reaction media and mild conditions, or the minimization of cross-reactivities. Therefore, solutions are here also provided by means of catalyst coimmobilization, compartmentalization strategies, flow chemistry, etc. A comprehensive review is presented focusing on the period 2015 to early 2022, which has been divided into two main sections that comprise first the use of metals and enzymes as independent catalysts but working in an orchestral or sequential manner, and later their application as bionanohybrid materials through their coimmobilization in adequate supports. Each part has been classified into different subheadings, the first part based on the reaction catalyzed by the metal catalyst, while the development of nonasymmetric or stereoselective processes was considered for the bionanohybrid section.

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Section: Challenges Perspectives and Conclusionmentioning

confidence: 99%

Expanding the Synthetic Toolbox through Metal–Enzyme Cascade Reactions

et al. 2023

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“…Another key advance for dynamic kinetic resolution techniques is the coupling of enzymes with metal catalysts. In some recent reviews, this procedure has been examined [98][99][100].…”

Section: Kinetic Resolution Mediated By Enzymesmentioning

confidence: 99%

Chirality: An inescapable concept for the pharmaceutical, bio‐pharmaceutical, food, and cosmetic industries

Kandula

Rayala

Radhakrishnanand

2023

Separation Science Plus

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Chirality resides in diverse fields such as pharmaceuticals, food, bio‐pharmaceuticals, and cosmetics. Drugs used in treating various disease conditions, the majority of the plant secondary metabolites, various chemicals used in cosmetics, and distinct flavoring agents used in food industries exhibit chirality. In this context, there is an obligation to extend the analysis to chiral aspects. Attempts have been made to summarize the systematic, successful approaches for enantiomeric production via both enantio‐selective synthesis and the resolution of enantiomers using various analytical techniques including crystallization, chiral chromatography, capillary electrophoresis, kinetic resolution mediated by enzymes. Efforts have also been made to describe the regulatory guidance regarding bridging studies in the milieu of chiral switching. The majority of the monoclonal antibodies, growth factors, blood components, deoxyribonucleic acids, enzymes, and even vaccines for various diseases like cancer, polio, malaria, tetanus, hepatitis B, cholera, diphtheria bind differently to the receptors because the majority of drug binding and antibody binding receptors are also exhibiting chirality. Recent advancements in the various analytical techniques involved in the chiral analysis of food to preserve the authenticity of distinct flavors and cosmetics to identify safer enantiomers and reduce side effects both to humans and the environment are described.

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In depth analysis of heterogeneous catalysts for the chemoenzymatic dynamic kinetic resolution of β-amino esters

Abstract: The chemoenzymatic dynamic kinetic resolution of β-amino esters is established after detailed evaluation of metal-based heterogeneous catalysts for racemization and enzyme catalysts for kinetic resolution. Several heterogeneous palladium catalysts proved...

Cited by 2 publications

References 26 publications

Expanding the Synthetic Toolbox through Metal–Enzyme Cascade Reactions

Expanding the Synthetic Toolbox through Metal–Enzyme Cascade Reactions

Chirality: An inescapable concept for the pharmaceutical, bio‐pharmaceutical, food, and cosmetic industries

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