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Showing 1 to 20 of 26 for “"baeyer-villiger"”.
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Baeyer-Villiger Oxidation of 1,7- & 1,9-dibromopentacyclo[5.4.0.02,6.03,10.05,9]undecane-8,11-dione
Baeyer-Villiger oxidation of 1,9-dibromopentacyclo[5.4.0.02,6.03,10.05,9]undecane-8,11-dione (1,9-dibromo-PCU-8,11-dione) was performed by using an excess amount of m-chloroperbenzoic acid (3 equivalents) and resulted in the formation of the corresponding monolactone. The reaction would not proceed …
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Aplicación de flavoenzimas en síntesis orgánica
… representan un papel fundamental, siendo las Baeyer-Villiger monooxigenasas (BVMOs) y las flavín-monooxigenasas (FMOs) enzimas selectivos que requieren condiciones de reacción suaves y respetuosas para el Medio Ambiente. En esta Tesis Doctoral, dividida en cinco capítulos, se emplean con fines …
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Studies in regiospecific oxidation reactions of 1-methyl-pentacyclo[5.4.0.02,6.03,10.05,9]undecane-8,11-dione.
Baeyer-Villiger oxidation of 1-methylpentacyclo[5.4.0.02,6.03,10.05,9] undecane-8,11-dione, performed by using m-chloroperbenzoic acid in 1:1 molar ratio, resulted in the formation of monolactone. The corresponding dilactone, was synthesized by reacting 1-methyl-PCU-8,11-dione with …
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Synthesis and application of pinene-pyridine derivatives in asymmetric catalysis
… for the enantioselective palladium(II)-catalysed Baeyer-Villiger oxidation of prochiral 3-substituted cyclobutanones to furnish chiral γ-butyrolactones in up to 81% ee. Complexes of these ligands with iridium can also promote asymmetric hydrogenation of olefins in up to 83% ee. Novel N,N’-dioxides …
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Total synthesis of (S)-4-hydroxy-[a]-Lapachone
… The synthesis involved methylation, followed by Baeyer-Villiger oxidation, and hydrolysis of the acetate to give 1-methoxy-2-naphthol. After protecting of the hydroxyl group, t-BuLi was used to form 3-(3',3'-dimethyl-acryloyl)-1- meth oxy-2- (meth oxymethoxy)-naphthalen e. eycl izationand …
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Design and Synthesis of Enzyme Activated Irreversible Inactivators for Proteases. Suicide Inactivation of Chymotrypsin
… was developed. Several other routes, such as Baeyer-Villiger oxidation of (beta)-halocycloenones and dehydration of (alpha)-haloketone acids were also developed for the synthesis of halo-enol lactones. Halo-enamine lactams were synthesized via a Schmidt reaction on (beta)-halocycloenones, and …
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Totalsynthese von (S)-Halitulin, (S)-Haliclorensin und verwandten Alkaloiden und Aminosäuren
… 3- Aminocatecholen wird durch eine modifizierte Baeyer-Villiger-Oxidation ermöglicht. Das letzte Kapitel des speziellen Teils beschäftigt sich mit der katalytischen Wirkung von neuartigen 4-Aminopyridin-Derivaten, die in einer Reihe mit den weithin bekannten und vielseitig eingesetzten …
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Enzyme catalysed modification of polymers
… polymer. Application of this process to the Baeyer-Villiger reaction of poly(vinyl phenyl ketone) and poly(vinyl methyl ketone) were unsuccessful. The lack of reactivity was found to be a property of the polymer rather than the enzymatic system employed. Attempts to modify hydroxyl containing …
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Applications of Hypervalent Iodine Reagents: From Enantioselective Copper-Catalysed Arylation-Semipinacol Cascade to Methionine Functionalisation for Peptide Macrocyclisation
… moieties, including further rearrangements via Baeyer-Villiger oxidation. In the second part of this thesis, a two-step process for the macrocyclisation of native peptides via a non-natural linkage is developed. This study exploits previous work conducted in the group on the use of aryliodonium …
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Nuevos procesos sintéticos organocatalizados y en ausencia de metales
… vinílicos mediante un proceso de oxidación tipo Baeyer-Villiger de metilcetonas ¿,ß-insaturadas empleando Oxone® como agente oxidante. Otros aspectos de la reacción, como el curso estereoquímico, han sido ampliamente estudiados, constatando que el proceso tiene lugar con retención de la …
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Síntesis de transtaganolidas. Viabilidad sintética de la ruptura oxidativa propuesta en su biogénesis
… dos estrategias sintética: ensayos oxidativos de Baeyer-Villiger con quinoides, y fragmentación directa empleando dadores de oxígeno. Durante la preparación de cumarinas modelo, se ha encontrado un nuevo método de síntesis de cumarinas a partir de acetatos de arilo vía intermedios …
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Synthesis of Resveratrol and Its Analogs, Phase-Transfer Catalyzed Asymmetric Glycolate Aldol Reaction, and Total Synthesis of 8,9-Methylamido-Geldanamycin
… enriched the product to 95% ee, and a Baeyer-Villiger reaction transformed the product into useful ester intermediates. A novel unnatural product, 8,9-Methylamido-Geldanamycin, has been designed and synthesized. Using a convergent route, the total synthesis of the molecule involved only …
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Proteomic insights into the marine obligate hydrocarbonoclastic bacteria (OHCB) during alkane degradation
… evidenced by significant upregulation of Baeyer-Villiger monooxygenase and an esterase, proteins catalysing ketone and ester metabolism, respectively. Whilst growing on the branched alkane pristane A. borkumensis not only biosynthesised a cytochrome P450, an alcohol oxidase and an alcohol …
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Enantioselective synthesis using bromoacetals.
… conversion into (S)-bromoalkyl aryl esters via a Baeyer-Villiger reaction is described. Hydrolysis of these (S)-bromoalkyl aryl esters followed by treatment with diazomethane afforded the corresponding methyl (S)-bromoalkyl esters with minimal racemisation, while treatment of these (S)-bromoalkyl …
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Synthesis and chemistry of 1,4-oxathianes and 1,4-oxathian-3-ones
… S.S-dioxide with the intention of performing the Baeyer-Villiger oxidation to the requisite lactone. However, success came with the double alkylation of the system rather than the mono-alkylation.
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I. Generation of dibromocarbene under neutral conditions; II. Generation and reactions of 11-carbena[4.4.1]propella-3,8-diene; III. The oxidation of cyclopropylidenes
… by the oxidation of carbenes and modified Baeyer-Villiger oxidation of ketones, have been studied spectroscopically (UV, IR, [superscript]1H NMR). In view of this, and based on the results of the oxidation of cyclopropyllithiums, we undertook a study of the oxidation of …
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Mechanistic Studies of Flavin-Dependent Monooxygenases Involved in Bacterial Defense and Plant Metabolism
… substrates, via hydroxylation, S-oxygenation, Baeyer-Villiger oxidation, and decarboxylation, using NAD(P)H as a coenzyme. In this dissertation, the characterization of several FMOs from bacteria and plants is described. The putrescine N-monooxygenase (NMO) FbsI from Acinetobacter baumannii is …
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Observation and Nature of Non-statistical Dynamic Effects in Ordinary Organic Reactions
… are in accord with TST predictions. Finally, the Baeyer-Villiger oxidation of cylohexanone in water was investigated. KIEs were measured for the oxidation of cyclohexanone with peracetic acid and trifluoroperacetic acid. When using peracetic acid as the oxidant, the alkyl migration was determined …
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