Academic literature on the topic 'Baeyer's method'

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Journal articles on the topic "Baeyer's method"

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Imada, Yasushi, Hiroki Iida, Shun-Ichi Murahashi, and Takeshi Naota. "An Aerobic, Organocatalytic, and Chemoselective Method for Baeyer-Villiger Oxidation." Angewandte Chemie International Edition 44, no. 11 (2005): 1704–6. http://dx.doi.org/10.1002/anie.200462429.

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Imada, Yasushi, Hiroki Iida, Shun-Ichi Murahashi, and Takeshi Naota. "An Aerobic, Organocatalytic, and Chemoselective Method for Baeyer-Villiger Oxidation." Angewandte Chemie 117, no. 11 (2005): 1732–34. http://dx.doi.org/10.1002/ange.200462429.

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Drożdż, Agnieszka, and Anna Chrobok. "Chemo-enzymatic Baeyer–Villiger oxidation of 4-methylcyclohexanone via kinetic resolution of racemic carboxylic acids: direct access to enantioenriched lactone." Chemical Communications 52, no. 6 (2016): 1230–33. http://dx.doi.org/10.1039/c5cc08519e.

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A new method for the asymmetric chemo-enzymatic Baeyer–Villiger oxidation of 4-methylcyclohexanone to enantioenriched lactone in the presence of (±)-4-methyloctanoic acid, Candida Antarctica lipase B and 30% aq. H<sub>2</sub>O<sub>2</sub> has been developed.
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Yang, Zhi Qiang, and Sang Eon Park. "Baeyer-Villiger Reaction of Adamantanone over Sn-Containing Hydrotalcite-Like Catalysts." Solid State Phenomena 119 (January 2007): 163–66. http://dx.doi.org/10.4028/www.scientific.net/ssp.119.163.

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Sn-containing hydrotalcite-like compounds were prepared by three different methods such as (i) direct synthesis, (ii) ion-exchange and (iii) grafting. These catalysts were proved to have framework Sn species by powder X-ray diffraction (XRD) analysis and UV-vis spectroscopy. The catalysts prepared by three methods were found to be active and selective for the liquid phase Baeyer–Villiger (BV) oxidation of admantonone using hydrogen peroxide (H2O2) as an oxidant and acetonitrile as a solvent. The Sn-hydrotalcite-like catalysts prepared by ion-exchange method exhibited better catalytic performance than the catalysts prepared by other two methods. Among the ion-exchanged hydrotalacite-like catalysts, 3% Sn ion-exchanged hydrotalcite exhibited superior activity at 30% conversion and 100% selectivity.
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Dudek, Hanna M., Petra Popken, Edwin van Bloois, Wouter A. Duetz, and Marco W. Fraaije. "A Generic, Whole-Cell–Based Screening Method for Baeyer-Villiger Monooxygenases." Journal of Biomolecular Screening 18, no. 6 (2013): 678–87. http://dx.doi.org/10.1177/1087057113480390.

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Baeyer-Villiger monooxygenases (BVMOs) have been receiving increasing attention as enzymes useful for biocatalytic applications. Industrial requirements call for rapid and extensive redesign of these enzymes. In response to the need for screening large libraries of BVMO mutants, we established a generic screening method that allows screening of Escherichia coli cells expressing active BVMOs in 96-well plate format. For this, we first developed an expression system for production of phenylacetone monooxygenase (PAMO) in the periplasm of E. coli. This allows probing the enzyme for any target substrate while it is also compatible with extracellular coenzyme regeneration. For coenzyme regeneration, we used phosphite dehydrogenase, which forms phosphate upon NADPH recycling. This allowed the use of a chromogenic molybdate-based phosphate determination assay. The screening procedure was supplemented with a detection method for identification of mutant enzymes that act as NADPH oxidases, thereby excluding false-positives. The whole-cell–based screening method was validated by screening site–saturation libraries of PAMO and resulted in the identification of PAMO mutants with altered catalytic properties. This new method can be used for screening libraries of BVMOs for activity with any desired substrate and therefore is a powerful tool for engineering of these enzymes.
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Saß, Stefan, Maria Kadow, Kristian Geitner, et al. "A high-throughput assay method to quantify Baeyer–Villiger monooxygenase activity." Tetrahedron 68, no. 37 (2012): 7575–80. http://dx.doi.org/10.1016/j.tet.2012.05.098.

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Watts, A. B., J. Beecher, C. S. Whitcher, and J. A. Littlechild. "A Method for Screening Baeyer-Villiger Monooxygenase Activity Against Monocyclic Ketones." Biocatalysis and Biotransformation 20, no. 3 (2002): 209–15. http://dx.doi.org/10.1080/10242420290020732.

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Zoubir, Mohammed, Abdellah Zeroual, Mohammed El Idrissi, et al. "Experimental and theoretical analysis of the reactivity and regioselectivity in esterification reactions of diterpenes (totaradiol, totaratriol, hinikione and totarolone)." Mediterranean Journal of Chemistry 6, no. 4 (2017): 98–107. http://dx.doi.org/10.13171/mjc64/01704101226-zeroual.

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Six esters have been synthesized in the acetylation, benzoylation and Baeyer-Villiger oxidation of starting materials totaradiol 1, totaratriol 2, hinikione 7 and totarolone 8. A complete theoretical study of the reaction has been carried out including highly regioselectivity induction experiments and using density functional methods B3LYP/6-31G(d). The analysis of the nucleophilic Parr functions P - k and the electrostatic potential in diterpenes 1 and 2 offered an explanation of the regioselectivity found in these reactions and in Baeyer-Villiger reaction we use transition state theory and the electrostatic potential to understand the high regioselectevity observed, we found that the regioselectivity is kinetically and thermodynamically favorable and the electronic density is located in the multi-substituted carbon.
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Ma, Qingguo, Yanfeng Xue, Jiaming Guo, and Xinhua Peng. "The Baeyer–Villiger Oxidation of Cycloketones Using Hydrogen Peroxide as an Oxidant." Catalysts 13, no. 1 (2022): 21. http://dx.doi.org/10.3390/catal13010021.

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Baeyer–Villiger oxidation can synthesize a series of esters or lactones that have essential application value but are difficult to be synthesized by other methods. Cycloketones can be oxidized to lactones using molecular oxygen, peroxy acids, or hydrogen peroxide as an oxidant. Hydrogen peroxide is one of the environmental oxidants. Because of the weak oxidation ability of hydrogen peroxide, Bronsted acids and Lewis acids are used as catalysts to activate hydrogen peroxide or the carbonyl of ketones to increase the nucleophilic performance of hydrogen peroxide. The catalytic mechanisms of Bronsted acids and Lewis acids differ in the Baeyer–Villiger oxidation of cyclohexanone with an aqueous solution of hydrogen peroxide as an oxidant.
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Moss, G. P. "Extension and revision of the nomenclature for spiro compounds." Pure and Applied Chemistry 71, no. 3 (1999): 531–58. http://dx.doi.org/10.1351/pac199971030531.

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Spiro ring systems have two or more rings linked by one common atom. Several different methods are used to name such systems. Rules A-41, A-43, B-10 and B-12 (Nomenclature of Organic Chemistry, 1979) describe the basics of how to name these compounds. The alternative methods in rules A-42 and B-11 are abandoned.This document describes the nomenclature in greater detail and extends it to cover branched polyspiro systems and compounds where three rings have one common spiro atom. A new notation, based on the von Baeyer method of naming spiro systems where all components are monocyclic, allows both unbranched and branched polyspiro systems to be named without ambiguity. It also enables the names to be readily interpreted.
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Dissertations / Theses on the topic "Baeyer's method"

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Schneider, Toni. "Gerichtete Evolution als Methode zur Erzeugung enantioselektiver Cyclohexanonmonooxygenasen (CHMOs) für die Katalyse von Baeyer-Villiger-Reaktionen." [S.l.] : [s.n.], 2005. http://deposit.ddb.de/cgi-bin/dokserv?idn=97392358X.

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Schneider, Toni [Verfasser]. "Gerichtete Evolution als Methode zur Erzeugung enantioselektiver Cyclohexanonmonooxygenasen (CHMOs) für die Katalyse von Baeyer-Villiger-Reaktionen / vorgelegt von Toni Schneider." 2005. http://d-nb.info/97392358X/34.

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Book chapters on the topic "Baeyer's method"

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Carter, R. G., and D. L. Kuiper. "Baeyer–Villiger Method for Spiroketal Formation." In Stereoselective Reactions of Carbonyl and Imino Groups. Georg Thieme Verlag KG, 2011. http://dx.doi.org/10.1055/sos-sd-202-00490.

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Harnying, W., and A. Berkessel. "20.5.1.3.6 Synthesis of Esters from Aldehydes, Ketones, and Derivatives (Including Enol Ethers) (Update 2025)." In Knowledge Updates 2025/1. Georg Thieme Verlag KG, 2024. http://dx.doi.org/10.1055/sos-sd-120-00417.

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Abstract This is an update of a previous Science of Synthesis chapter (Section 20.5.1.3), and describes methods for the synthesis of carboxylic esters from various types of aldehydes, ketones, and derivatives (including acetals and enol ethers) that were published between 2007 and 2023. In this update, emphasis is placed on modern catalytic methods. In particular, the synthetically highly useful organocatalytic formation of esters from aldehydes, catalyzed by N-heterocyclic carbenes (NHCs) under oxidative conditions and via internal redox reactions, which was not covered in the previous chapter, is surveyed. The spectrum of catalytic methods covered extends further to catalytic dehydrogenative cross couplings of aldehydes with alcohols, the Tishchenko reaction (in particular to stereoselective variants thereof), to the use of oxygen-plus-catalysts in the Baeyer–Villiger oxidation of ketones and the generation of esters from acetals, and the catalytic dehydrogenation of enol ethers in the presence of water.
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"Oxidation." In Biocatalysis in Organic Synthesis: The Retrosynthesis Approach. The Royal Society of Chemistry, 2018. http://dx.doi.org/10.1039/bk9781782625308-00113.

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This chapter complements the previous chapter and covers enzyme classes that catalyse oxidation reactions, including ketoreductases, enoate reductases, oxidases, haloperoxidases, P450 monooxygenases, Baeyer–Villiger monooxygenases, dioxygenases, lipooxygenases, and halogenases. The chapter is divided into separate sections, each detailing the oxidation of a specific functional group, including alkanes, alkenes, alcohols, aldehydes, ketones, amines, imines, sulfides, sulfoxides and the oxidative dealkylation of ethers. Each section begins with a review of chemical methods of carrying out each transformation, followed by a description of the enzyme classes that are capable of catalysing the transformation. The substrate scope of each enzyme class, including its chemo-, regio- and stereoselectivity, is discussed and a general mechanism for the enzyme-catalysed reaction is presented. Where appropriate, strategies for co-factor recycling are also included. This should give the reader a good understanding of when and how to carry out oxidations using enzymes.
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Taber, Douglass F. "The Deslongchamps Synthesis of (+)-Cassaine." In Organic Synthesis. Oxford University Press, 2017. http://dx.doi.org/10.1093/oso/9780190646165.003.0091.

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Although the Na+-K+-ATPase inhibitor (+)-cassaine 4 was isolated from the bark of Erythrophleum guineense in 1935, the structure was not established until 1959. Intriguing features of 4 include the unsaturated amide and the axial secondary methyl group, both pendant to the C ring. Pierre Deslongchamps, now at Université Laval, envisioned (Org. Lett. 2013, 15, 6270) that the relative stereochemistry of the second­ary methyl could be established kinetically by intramolecular Michael addition of the enolate formed by the addition of the anion of 2 to the enone 1 to give 3. The sulfoxide 2 was readily prepared by the addition (Tetrahedron Lett. 1990, 31, 3969) of the anion derived from methyl phenyl sulfoxide to methyl crotonate. The enone 1 was prepared from commercial dihydrocarvone 5. Robinson annula­tion with ethyl vinyl ketone 6 (Tetrahedron 2000, 56, 3409) led to 7, that was reduc­tively methylated, reduced further, and protected to give 8. Oxidative cleavage of the pendant isopropenyl group followed by Baeyer–Villiger oxidation, hydrolysis, and further oxidation gave the ketone 9, that was methoxycarbonylated, then oxidized further to 1. The addition of the anion derived from 2 to 1 presumably gave initially the axial adduct. Subsequent intramolecular Michael addition then proceeded selectively to one face of the residual enone to give, after elimination of the sulfoxide, the enone 3. The anionic cascade annulation that formed the C ring having been accomplished, the ester of 3 was removed by exposure to ethoxide to give 10, having the alkene con­jugated with the B-ring ketone. Selective reduction followed by protection gave 11. In the course of the hydrogenolytic deprotection of the A-ring alcohol, selective hydrogenation of the tetrasubstituted alkene was also observed. Increasing the H2 pressure and extending the reaction time gave complete conversion to the desired 12, the rela­tive configuration of which was established by X-ray crystallography. A series of protection, reduction, and oxidation steps led to the C-ring ketone, that was methoxycarbonylated to give 14. Reduction followed by dehydration gave the unsaturated ester, that was reduced to the saturated ester with Mg in methanol. Reduction followed by oxidation then delivered the aldehyde 15. After some investi­gation, it was found that the aldehyde could be converted to the desired enol triflate by exposure to KHMDS and the Comins reagent.
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Lambert, Tristan H. "Functional Group Oxidation." In Organic Synthesis. Oxford University Press, 2015. http://dx.doi.org/10.1093/oso/9780190200794.003.0009.

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In a remarkable example of chemoselective oxidation, Scott J. Miller at Yale University identified (Nature Chem. 2012, 4, 990) a peptide catalyst that selectively epoxidized the 6,7-olefin of farnesol 1. Phil S. Baran at Scripps-La Jolla developed (Nature Chem. 2012, 4, 629) the Tz°sulfonate as a “portable desaturase” capable of site-specific C–H functionalization of complex molecules, such as in the conversion of peptide 3 to 4. A unique method for the preparation of α-oxygenated ketones was developed (Angew. Chem. Int. Ed. 2012, 51, 7799) by Laura L. Anderson at the University of Illinois at Chicago. Cross-coupling of cyclohexenyl boronic acid with N-hydroxyphthalimide produced N-enoxyphthalimides 5, which underwent a trihetero [3,3]-sigmatropic rearrangement to produce, after hydrolysis and protection, ketone 6. The enantioselective α-hydroxylation of oxindole 7 with atmospheric O2 catalyzed by pentanidium 8 was reported (Org. Lett. 2012, 14, 4762) by Zhiyong Jiang at Henan University and Choon-Hong Tan at Nanyang Technological University. A catalytic Baeyer-Villiger oxidation of ketones such as 10 using highly reactive metal borate salts was developed (Angew. Chem. Int. Ed. 2012, 51, 9093) by Kazuaki Ishihara at Nagoya University. Masatoshi Shibuya and Yoshiharu Iwabuchi at Tohoku University found (Org. Lett. 2012, 14, 5010) that nitroxyl radicals such as 13 catalyzed the oxidative cleavage of diols to carboxylic acids, such as in the conversion of 12 to 14. A highly reactive iridium catalyst 16 was reported (Angew. Chem. Int. Ed. 2012, 51, 12790) by Ken-ichi Fujita and Ryohei Yamaguchi at Kyoto University, which had high turnover numbers under mild conditions for the oxidation of alcohols including 15. Frank W. Foss Jr. at the University of Texas at Arlington developed (Org. Lett. 2012, 14, 5150) a biomimetic Dakin oxidation of electron-rich aryl aldehydes such as 18, using the flavin-type catalyst 19, Hantzsch ester, and oxygen as the terminal oxidant. Flavin-catalyzed oxidation of aldehydes using catalyst 22 was also reported (Org. Lett. 2012, 14, 3656) by David R. Carbery at the University of Bath. Carlos F. Barbas III at Scripps-La Jolla developed (Angew. Chem. Int. Ed. 2012, 51, 12538) a catalytic conversion of aldehydes such as 24 to the corresponding O-acyl N-hydroxyimides (cf. 25), which could be used for in situ amidations and esterifications.
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