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Showing 1 to 20 of 30 for “"baeyer-villiger"”.
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Metal based asymmetric catalysis in Baeyer-Villiger oxidations
… improve the efficiency of an aluminium-catalyzed Baeyer-Villiger oxidation. This system was based on a mediating species formed by enantiopure 2,2'-dihydroxy-1,1'-binaphthyl (BINOL) and Me2AlCl and utilized a hydroperoxide as oxidant. A first attempt towards an optimized version relied upon the …
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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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