Ammonium Chlorochromate Adsorbed on Montmorillonite K-10: A New Reagent for the Oxidation of Alcohols to the Corresponding Carbonyl Compounds under Non-Aqueous Conditions

Heravi, Majid M.; Kia-Kojoori, Reza; Tabar-Hydar, Kourosh

doi:10.1007/pl00010237

Cited by 2 publications

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References 5 publications

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“…Compound 11, G(8-5)V#, 2-(4-hydroxy-3-methoxy-phenyl)-3-hydroxymethyl-7-methoxy-2,3-dihydro-benzofuran-5-carbaldehyde, ficusal, database number 3061: prepared in low yields from G(8-5)G 2 by oxidation with CrO 3 / montmorillonite K-10 in CH 2 Cl 2 (which also produced low yields of compound 7; Heravi et al, 1999).…”

Section: Chemical Synthesis Of Dilignols Trilignols and Tetralignolsmentioning

confidence: 99%

Profiling of Oligolignols Reveals Monolignol Coupling Conditions in Lignifying Poplar Xylem

et al. 2004

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Lignin is an aromatic heteropolymer, abundantly present in the walls of secondary thickened cells. Although much research has been devoted to the structure and composition of the polymer to obtain insight into lignin polymerization, the lowmolecular weight oligolignol fraction has escaped a detailed characterization. This fraction, in contrast to the rather inaccessible polymer, is a simple and accessible model that reveals details about the coupling of monolignols, an issue that has raised considerable controversy over the past years. We have profiled the methanol-soluble oligolignol fraction of poplar (Populus spp.) xylem, a tissue with extensive lignification. Using liquid chromatography-mass spectrometry, chemical synthesis, and nuclear magnetic resonance, we have elucidated the structures of 38 compounds, most of which were dimers, trimers, and tetramers derived from coniferyl alcohol, sinapyl alcohol, their aldehyde analogs, or vanillin. All structures support the recently challenged random chemical coupling hypothesis for lignin polymerization. Importantly, the structures of two oligomers, each containing a g-p-hydroxybenzoylated syringyl unit, strongly suggest that sinapyl p-hydroxybenzoate is an authentic precursor for lignin polymerization in poplar.

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Section: Chemical Synthesis Of Dilignols Trilignols and Tetralignolsmentioning

confidence: 99%

Profiling of Oligolignols Reveals Monolignol Coupling Conditions in Lignifying Poplar Xylem

et al. 2004

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ChemInform Abstract: Ammonium Chlorochromate Adsorbed on Montmorillonite K‐10: A New Reagent for the Oxidation of Alcohols to the Corresponding Carbonyl Compounds under Non‐Aqueous Conditions.

1999

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Ammonium Chlorochromate Adsorbed on Montmorillonite K-10: A New Reagent for the Oxidation of Alcohols to the Corresponding Carbonyl Compounds under Non-Aqueous Conditions

Abstract: A variety of alcohols were oxidized to the corresponding carbonyl compounds by reaction of ammonium chlorochromate adsorbed on montmorillonite K-10 in dichloromethane at room temperature in excellent yields.

Cited by 2 publications

References 5 publications

Profiling of Oligolignols Reveals Monolignol Coupling Conditions in Lignifying Poplar Xylem

Profiling of Oligolignols Reveals Monolignol Coupling Conditions in Lignifying Poplar Xylem

ChemInform Abstract: Ammonium Chlorochromate Adsorbed on Montmorillonite K‐10: A New Reagent for the Oxidation of Alcohols to the Corresponding Carbonyl Compounds under Non‐Aqueous Conditions.

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