Correction to “Enantioselective Synthesis of 1-Aryl-Substituted Tetrahydroisoquinolines Employing Imine Reductase”

Zhu, Jingling; Tan, Hongqun; Yang, Lu; Dai, Zheng; Zhu, Lu; Ma, Hongmin; Deng, Zixin; Tian, Zhenhua; Qu, Xudong

doi:10.1021/acscatal.9b04793

Cited by 3 publications

(4 citation statements)

References 1 publication

(1 reference statement)

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“…The surfaces (111) and (110) have neutral charges, while (100) is made up of a series of charged planes and a dipole moment. The performances in various catalytic reactions of CeO 2 -based catalysts are greatly related to their exposed facets, because the chemical state of surface cerium ions and the concentration of oxygen vacancies, which can construct the solid frustrated Lewis pair sites and hence influence the adsorption/activation energy of reactants on the surface, are expected to vary with their hosted facets ( Zhang et al, 2017 ; Zhang Z. et al, 2020 ; Zhu et al, 2020 ). Both theoretical and experimental studies have demonstrated that the (100) and (110) surfaces of CeO 2 are more reducible and active than the (111) surface ( Trovarelli and Llorca, 2017 ), which is accordance with the sequence of the vacancy-formation energies (111) > (100) > (110) [2.60 eV for (111) surface, 2.27 eV for (100) surface and 1.99 eV for (110) surface] ( Nolan et al, 2005 ).…”

Section: Electronic Properties Of Ceo 2 -Based Nan...mentioning

confidence: 99%

Recent advances and perspectives of CeO2-based catalysts: Electronic properties and applications for energy storage and conversion

Wang

Sun

et al. 2022

Front. Chem.

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Cerium dioxide (CeO2, ceria) has long been regarded as one of the key materials in modern catalysis, both as a support and as a catalyst itself. Apart from its well-established use (three-way catalysts and diesel engines), CeO2 has been widely used as a cocatalyst/catalyst in energy conversion and storage applications. The importance stems from the oxygen storage capacity of ceria, which allows it to release oxygen under reducing conditions and to store oxygen by filling oxygen vacancies under oxidizing conditions. However, the nature of the Ce active site remains not well understood because the degree of participation of f electrons in catalytic reactions is not clear in the case of the heavy dependence of catalysis theory on localized d orbitals at the Fermi energy EF. This review focuses on the catalytic applications in energy conversion and storage of CeO2-based nanostructures and discusses the mechanisms for several typical catalytic reactions from the perspectives of electronic properties of CeO2-based nanostructures. Defect engineering is also summarized to better understand the relationship between catalytic performance and electronic properties. Finally, the challenges and prospects of designing high efficiency CeO2-based catalysts in energy storage and conversion have been emphasized.

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Section: Electronic Properties Of Ceo 2 -Based Nan...mentioning

confidence: 99%

Recent advances and perspectives of CeO2-based catalysts: Electronic properties and applications for energy storage and conversion

Wang

Sun

et al. 2022

Front. Chem.

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“…40−42 A chiral sulfoxide sits at the center of esomeprazole, flanked by a benzimidazole and a tetrasubstituted pyridine. Initial commercial production leveraged a Kagan titanium-catalyzed asymmetric sulfoxidation to convert pyrmetazole (21) to esomeprazole. While functional, this reaction has a high environmental burden due to the substantial amounts of catalyst, hydrogen peroxide, and organic solvent used.…”

Section: Baeyer−villiger Monooxygenasesmentioning

confidence: 99%

“…To expand the application of IREDs and RedAms, numerous research groups, in particular the Turner lab, have worked to identify and demonstrate RedAms and IREDs in the synthesis of diverse chiral amines. ,,− These enzymes have been applied to the biocatalytic synthesis of many pharmaceutically relevant compounds. Scaffolds include, but are not limited to, substituted tetrahydroisoquinolones, , aminotetralones, and aryl pyrrolidines . While these examples are encouraging, they and the vast majority of related transformations remain relegated to small-scale or proof-of-concept reactions not currently enabled for use in pharmaceutical or commodity chemical manufacture.…”

Section: Imine Reductasesmentioning

confidence: 99%

Development of Scalable Processes with Underutilized Biocatalyst Classes

Phelan

Abrahamson

Brown

et al. 2022

Org. Process Res. Dev.

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Over the past few decades, biocatalysis has become a significant contributor to the manufacture of complex active pharmaceutical ingredients (APIs), agrochemicals, and commodity chemicals. In the context of API synthesis, the biocatalysis community has long relied on three predominant catalyst classes: lipases, ketoreductases, and transaminases. While reactions catalyzed by these enzymes can enable amazing new synthetic routes to the desired compounds, numerous additional enzymatic transformations remain that are not as routinely implemented in process chemistry. Here we discuss a few enzyme classes that are beginning to see increased use in process chemistry and not only highlight the key transformations catalyzed but also take a deeper dive in to how scalable, robust, and cost-effective processes were developed. Aggregate learnings from these case studies will highlight techniques used to bring new catalysts to process scale and, ideally, spark interest developing additional biocatalyst classes to execute scalable biotransformations.

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“…Among them, the hydroxyfluoroalkylation of alkene has attracted much attention from synthetic chemists to obtain β-fluoroalkyl alcohol derivatives in a one-pot manner . During the past few decades, several groups reported the hydroxytrifluoromethylation of alkenes using trifluoromethylating reagents and using O 2 /H 2 O as the trifluoromethyl source and oxygen source, respectively . However, this transformation was still less developed for perfluoroalkyl iodides .…”

mentioning

confidence: 99%

Copper-Catalyzed Hydroxyperfluoroalkylation of Unactivated Alkenes: Access to β-Perfluoroalkyl Alcohols

et al. 2023

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An expeditious copper-catalyzed three-component hydroxyperfluoroalkylation of unactivated alkenes starting from commercially available perfluoroalkyl iodides and an O 2 molecule from air as the oxygen source was developed. The Cu/B 2 pin 2 catalytic system offered a novel pattern for the generation of perfluoroalkyl radicals and overcame the previous limitations in the hydroxyperfluoroalkylation of unactivated alkenes. This catalytic protocol features high regioselectivity and broad substrate scope to access valuable β-perfluoroalkyl alcohols expediently. 18 Olabeling experiments demonstrated that the oxygen atom of the OH group stems from O 2 in air.

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Correction to “Enantioselective Synthesis of 1-Aryl-Substituted Tetrahydroisoquinolines Employing Imine Reductase”

Cited by 3 publications

References 1 publication

Recent advances and perspectives of CeO2-based catalysts: Electronic properties and applications for energy storage and conversion

Recent advances and perspectives of CeO2-based catalysts: Electronic properties and applications for energy storage and conversion

Development of Scalable Processes with Underutilized Biocatalyst Classes

Copper-Catalyzed Hydroxyperfluoroalkylation of Unactivated Alkenes: Access to β-Perfluoroalkyl Alcohols

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