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Journal ArticleDOI

Synthesis of the bacterial coenzyme methoxatin

A. Roderick MacKenzie, +2 more
- 01 Jan 1986 - 
- Vol. 42, Iss: 12, pp 3259-3268
TLDR
A short total synthesis of the bacterial coenzyme methoxatin (1) (4,5-dihydro-4, 5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid) is described in this article.
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This article is published in Tetrahedron.The article was published on 1986-01-01. It has received 69 citations till now. The article focuses on the topics: Total synthesis & Annulation.

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Citations
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Journal ArticleDOI

A Simple and Convenient Copper-Catalyzed Tandem Synthesis of Quinoline-2-carboxylates at Room Temperature

TL;DR: A simple and convenient copper-catalyzed method for the synthesis of quinoline-2-carboxylate derivatives through sequential intermolecular addition of alkynes onto imines and subsequent intramolecular ring closure by arylation is developed.
Journal ArticleDOI

Inverse Electron Demand Diels-Alder Reactions of Heterocyclic Azadienes, 1-Aza-1,3-Butadienes, Cyclopropenone Ketals, and Related Systems. A Retrospective.

TL;DR: A summary of the investigation and applications of the inverse electron demand Diels-Alder reaction is provided that have been conducted in the laboratory over a period of more than 35 years, which continues to provide solutions to complex synthetic challenges.
Journal ArticleDOI

One-pot solvent-free synthesis of quinolines by C–H activation/C–C Bond formation catalyzed by recyclable iron(III) triflate

TL;DR: In this paper, a novel application of highly stable Fe(OTf)3 as an efficient catalyst for carbon-carbon bond formation via the activation of a terminal alkyne C-H bond under solvent-free conditions is described.
Journal ArticleDOI

Catalysis of Heterocyclic Azadiene Cycloaddition Reactions by Solvent Hydrogen Bonding: Concise Total Synthesis of Methoxatin

TL;DR: Hydrogen bonding of non-nucleophilic perfluoroalcohols, including hexafluoroisopropanol and trifluoroethanol, is used to activate the electron-deficient heterocyclic azadienes in cycloaddition of 1,2,3-triazine 4 with enamine 3 as the key step of a concise total synthesis of methoxatin.
References
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Journal ArticleDOI

A novel coenzyme from bacterial primary alcohol dehydrogenases

TL;DR: The primary alcohol dehydrogenases from a variety of methanol-grown bacteria have been purified and compared, and seem to contain a common and novel cofactor which may be more generally associated with the oxidation of single-carbon compounds.
Journal ArticleDOI

Bovine serum amine oxidase: a mammalian enzyme having covalently bound PQQ as prosthetic group

TL;DR: The finding reported here is the first example of a quinoprotein oxidoreductase discovered in a eukaryotic organism.
Journal ArticleDOI

Improved conversion of methanol to single-cell protein by Methylophilus methylotrophus

TL;DR: The glutamate dehydrogenase gene of Escherichia coli has been cloned into broad host-range plasmids and can complement glutamate synthase mutants of Methylophilus methylotrophus, thus the recombinant organism converts more growth substrate, methanol, into cellular carbon.
Journal ArticleDOI

Covalent Addition of H2O, Enzyme Substrates and Activators to Pyrrolo‐quinoline Quinone, the Coenzyme of Quinoproteins

TL;DR: Evidence is presented that low temperature favours the formation of the fluorescing species which is PQQ, hydrated at the C-5 position, and further hydration is possible since absorption, fluorescence and NMR spectroscopy of PQZ in borate buffer pH 10.0 reveal additional hydration at theC-4 position, pointing to a dihydrate.
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