Journal Title
Title of Journal: Monatsh Chem
|
Abbravation: Monatshefte für Chemie - Chemical Monthly
|
Publisher
Springer Vienna
|
|
|
|
|
|
Authors: Thomas C M Fischer Hannes G Leisch Marko D Mihovilovic
Publish Date: 2010/04/22
Volume: 141, Issue: 6, Pages: 699-707
Abstract
The potential of biodihydroxylated benzoic acid derivatives as versatile precursors for the construction of polycyclic scaffolds was investigated Ralstonia eutropha B9 was used to biodihydroxylate sodium benzoate to sodium 1S2R12dihydroxycyclohexa35diene1carboxylate in high optical purity 95 ee The required cyclization precursors could be obtained in moderate to excellent yields after protection of the intermediate and subsequent functional group transformation Intramolecular Diels–Alder cylizations were carried out under thermal or microwave conditions leading to enantiomerically pure products with five chiral centersThe authors would like to thank Assistant Professor Dr Christian Hametner Vienna University of Technology for performing NMRbased structural assignment The Ralstonia eutropha B9 mutant strain was a generous gift from Professor Andrew G Myers Department of Chemistry and Chemical Biology Harvard University Cambridge MA USA
Keywords:
.
|
Other Papers In This Journal:
- Revised Phase Diagram of the System NaF–NaBF 4
- Highly efficient three-component, one-pot synthesis of dihydropyrano[3,2- c ]chromene derivatives
- Synthesen von isomeren Methyl- und 1,1′-Dimethylferrocencarbonsäuren
- DFT molecular orbital calculations and natural bond orbital analysis of 1,2,7-thiadiazepane conformers
- Complexation of Li + with antamanide: an experimental and theoretical study
- Cyclic α -amino acids as precursors for synthesis of 2-amino-3-hetarylpyrrolin-4-ones and their spiro derivatives
- 7,15-Diazadispiro[5.1.5.3]hexadecan und Derivate, 1. Mitt.: Darstellung der Grundkörper
- Reaching for cyclacenes and short nanotubes through Si substitutions as studied by DFT calculations
- Über Dialkylidensulfamide
- Spectrometric methods for determination of ligand–protein ratio in monoclonal conjugates: a mini review
- Carbon–nitrogen nanorings and nanoribbons: a theoretical approach for altering the ground states of cyclacenes and polyacenes
- Methylendiformamid: Ausgangsmaterial für oligomere Carbonsäureamide und-imide
- The scale-up of material microstructuring: from scanning probes to self-assembly
- 4th Young Investigator Workshop
- Mittlere Schwingungsamplituden der Seleninylhalogenide
- Amino Acid Derivatives, VII [1]: Synthesis and Antiviral Evaluation of α-Amino Acid Esters Bearing an Indazole Side Chain
- Stereoselektive Synthese einiger Amidester der (±)-erythro-2,3-Diphenylglutarsäure
- Regioselective synthesis of 3,5-diaryl-4-methylisoxazoles
- The Willgerodt-Kindler Reaction in Water: High Chemoselectivity of Benzaldehydes over Acetophenones
- Beitrag zur Kenntnis des Systems Vanadin—Chrom—Stickstoff
- Direct injection mass spectrometry, thin layer chromatography, and gas chromatography of Bacillus subtilis phospholipids
- Thermodynamic data for lanthanoid(III) sequestration by phytate at different temperatures
- Isocyanide-based one-pot three-component synthesis of novel spiroiminolactone derivatives in water
- Theoretical study of cation–π interactions of Li + , Na + , and K + with [6]helicene
- Phthalimide- N -oxyl salts: efficient organocatalysts for facile synthesis of ( Z )-3-methyl-4-(arylmethylene)-isoxazole-5(4 H )-one derivatives in water
- Synthesis, Analgesic, and Antiparkinsonian Profiles of Some Pyridine, Pyrazoline, and Thiopyrimidine Derivatives
- Expedient approach for the synthesis of novel indenothiophene derivatives
- Nitroacetylene as dipolarophile in [2 + 3] cycloaddition reactions with allenyl-type three-atom components: DFT computational study
- Synthesis of 3-(quinoxalin-2-yl)-2 H -chromen-2-ones under microwave irradiation
- Exploring the Limits of Emulsion Polymerization of Styrene for the Synthesis of Polymer Nanoparticles
- Reaktionen von Organometallverbindungen, 3. Mitt.: Zur Kinetik der Reaktionen von Tetraorganoplumbanen mit Essigsäure
- Diastereoselective syntheses of ( Z )- and ( E )-3-styrylquinolin-4(1 H )-ones
- Thermodynamics of oxygen in dilute liquid silver–tellurium alloys
- Switching central trinucleotide sequences of DNA heptamer regulates adsorption on mercury electrode
- Development of a metal-island-coated swelling/shrinking copolymer sensor for measurement of divalent metal ions
- Phase relations in the Nb–Ni–Cr system at 1,100 °C
- Preparation of an improved sulfonated carbon-based solid acid as a novel, efficient, and reusable catalyst for chemoselective synthesis of 2-oxazolines and bis-oxazolines
- Editorial
- Synthesis, characterization, and anticancer properties of ferrocenyl complexes containing a salicylaldehyde moiety
- A single-step, mild, neutral, catalyst-free method for cyanohydrin synthesis
- Synthesis of a C-2 Stapled Bis-Lexitropsin
- Mechanistic insight into the formation of cinnamates in phosphine-free Heck reactions
- Zur Darstellung von Imidazolidin-thionen-(4) und Imidazolin-(3)-thionen-(5)
- Alkoxycarbonylpiperidines as N-nucleophiles in the palladium-catalyzed aminocarbonylation
|