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Synthesis of Novel Sugar Amino Acids by Curtius Rearrangement
AbstractSugar amino acids (SAAs) bearing an amine group on the anomeric position are a challenging class of SAAs to synthesize due to the inherent instability of glycosylamines. We developed a novel synthetic strategy towards both furanoid and pyranoid δ‐SAAs of this type, based on a Curtius rearrangement. The latter reaction, which is known to proceed
Renate M. van Well+7 more
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Theoretical insights into photo-induced Curtius rearrangement of chlorodifluoroacetyl azide
Organic Chemistry Frontiers, 2017The mechanism of photo-induced Curtius rearrangement is a two-step reaction with a nitrene intermediate.
Wei-Lu Ding+3 more
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The curtius rearrangement in aminimides (II)
Herman P. Benecke
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Curtius-rearrangement of “rigid” azides
Walter Lwowski+3 more
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DMAP Catalyzed One-Pot Curtius Rearrangement Using 1,1-Dimethyl-2,2,2-trichloroethoxycarbonyl Azide.
Organic Letters, 2023We report our development of a controllable, base-free, one-pot Curtius rearrangement using 1,1-dimethyl-2,2,2-trichloroethoxycarbonyl azide (DMTN3) with 4-(dimethylamino)pyridine (DMAP) as a catalyst.
Ken-Ching Lin, Hongjian Lu
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Organic Letters, 2023
The hydroxytetrahydropyrrolo-imidazolidinone (HTHP-I) core present in colensolide A is a synthetically intriguing scaffold as a result of its high heteroatom/carbon ratio and perceived instability.
Evan Savelson, J. Tepe
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The hydroxytetrahydropyrrolo-imidazolidinone (HTHP-I) core present in colensolide A is a synthetically intriguing scaffold as a result of its high heteroatom/carbon ratio and perceived instability.
Evan Savelson, J. Tepe
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Bulletin of the Saint Petersburg State Institute of Technology (Technical University), 2022
The kinetics and mechanism of the Curtius rearrangement of m-nitrobenzoyl azide in aqueous solutions of sulfuric acid of various concentrations has been studied.
Yuliya N. Pavlyukova+2 more
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The kinetics and mechanism of the Curtius rearrangement of m-nitrobenzoyl azide in aqueous solutions of sulfuric acid of various concentrations has been studied.
Yuliya N. Pavlyukova+2 more
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Synthesis of New Dialkyl 2,2′-[Carbonylbis(azanediyl)]dibenzoates via Curtius Rearrangement
Synthesis, 2021The 2-(alkylcarbonyl)benzoic acids obtained by esterification of phthalic anhydride are converted into azide derivatives: alkyl 2-[(azidocarbonyl)amino]benzoates and to ureas: dialkyl 2,2′-[carbonylbis(azanediyl)]dibenzoates.
M. Khouili+7 more
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Some Applications of the Curtius Rearrangement
Journal of the Chemical Society, Perkin Transactions 1, 1983Pairs of optically pure enantiomers of substituted 1,1 -diamines have been prepared from the azides of L-amino-acids via the Curtius rearrangement.This synthesis is based on the interchange of two groups attached to the asymmetrically substituted tetrahedral α-carbon atom of the parent amino acid.
Iphigenia Photaki+1 more
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Synthesis of 2,2‐[60]Fullerenoalkylamines (IV) via the Curtius Rearrangement. [PDF]
AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.
Kazuhiko Saigo+2 more
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