Relevant bibliographies by topics / Nitrogen Ylides

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Academic literature on the topic 'Nitrogen Ylides'

Author: Grafiati
Published: 4 June 2021
Last updated: 3 February 2022

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Journal articles on the topic "Nitrogen Ylides"

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Jiang, Kun, and Ying-Chun Chen. "Organocatalytic reactions involving nitrogen-ylides." Tetrahedron Letters 55, no. 13 (March 2014): 2049–55. http://dx.doi.org/10.1016/j.tetlet.2014.02.036.

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Voltrova, Svatava, and Jiri Srogl. "Reaction of Thiolesters with Nitrogen Ylides." European Journal of Organic Chemistry 2008, no. 10 (April 2008): 1677–79. http://dx.doi.org/10.1002/ejoc.200701191.

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Jiang, Kun, and Ying-Chun Chen. "ChemInform Abstract: Organocatalytic Reactions Involving Nitrogen-Ylides." ChemInform 45, no. 22 (May 15, 2014): no. http://dx.doi.org/10.1002/chin.201422269.

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Berger, Reinhard, Manfred Wagner, Xinliang Feng, and Klaus Müllen. "Polycyclic aromatic azomethine ylides: a unique entry to extended polycyclic heteroaromatics." Chemical Science 6, no. 1 (2015): 436–41. http://dx.doi.org/10.1039/c4sc02793k.

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Gawley, Robert E., and Kwangyul Moon. "Stereoselective [2,3]-Sigmatropic Rearrangements of Unstabilized Nitrogen Ylides†." Organic Letters 9, no. 16 (August 2007): 3093–96. http://dx.doi.org/10.1021/ol071188v.

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Aitken, R. Alan, and Nazira Karodia. "Reaction of Stabilised Phosphorus Ylides with Nitrogen Dioxide." European Journal of Organic Chemistry 1999, no. 1 (January 1999): 251–54. http://dx.doi.org/10.1002/(sici)1099-0690(199901)1999:1<251::aid-ejoc251>3.0.co;2-m.

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Abdallah, Tayseer A., and Kamal M. Dawood. "Synthesis of annulated dihydroisoquinoline heterocycles via their nitrogen ylides." Tetrahedron 64, no. 34 (August 2008): 7890–95. http://dx.doi.org/10.1016/j.tet.2008.06.043.

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Maslivetc, Vladimir, Colby Barrett, Nicolai A. Aksenov, Marina Rubina, and Michael Rubin. "Intramolecular nucleophilic addition of carbanions generated from N-benzylamides to cyclopropenes." Organic & Biomolecular Chemistry 16, no. 2 (2018): 285–94. http://dx.doi.org/10.1039/c7ob02068f.

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An unusual reaction is described, involving a formal intramolecular nucleophilic substitution of bromocyclopropanes with nitrogen ylides generated in situ from N-benzyl carboxamides. This reaction involves cyclopropene intermediates and allows for the facile preparation of 3-azabicyclo[3.1.0]hexan-2-ones.
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Popa, Marcel Mirel, Emilian Georgescu, Mino R. Caira, Florentina Georgescu, Constantin Draghici, Raluca Stan, Calin Deleanu, and Florea Dumitrascu. "Indolizines and pyrrolo[1,2-c]pyrimidines decorated with a pyrimidine and a pyridine unit respectively." Beilstein Journal of Organic Chemistry 11 (June 26, 2015): 1079–88. http://dx.doi.org/10.3762/bjoc.11.121.

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The three possible structural isomers of 4-(pyridyl)pyrimidine were employed for the synthesis of new pyrrolo[1,2-c]pyrimidines and new indolizines, by 1,3-dipolar cycloaddition reaction of their corresponding N-ylides generated in situ from their corresponding cycloimmonium bromides. In the case of 4-(3-pyridyl)pyrimidine and 4-(4-pyridyl)pyrimidine the quaternization reactions occur as expected at the pyridine nitrogen atom leading to pyridinium bromides and consequently to new indolizines via the corresponding pyridinium N-ylides. However, in the case of 4-(2-pyridyl)pyrimidine the steric hindrance directs the reaction to the pyrimidinium N-ylides and, subsequently, to the formation of the pyrrolo[1,2-c]pyrimidines. The new pyrrolo[1,2-c]pyrimidines and the new indolizines were structurally characterized through NMR spectroscopy. The X-ray structures of two of the starting materials, 4-(2-pyridyl)pyrimidine and 4-(4-pyridyl)pyrimidine, are also reported.
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Heard, GL, and BF Yates. "Steric and Electronic Effects on the Mechanism of the Stevens Rearrangement—Large Organic Ylides of Unusually High Symmetry." Australian Journal of Chemistry 47, no. 9 (1994): 1685. http://dx.doi.org/10.1071/ch9941685.

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Ab initio molecular orbital theory has been used to study the Stevens rearrangement of trimethylammonium methylide, dimethylammonium formylmethylide and trimethylammonium formylmethylide . For each system, the rearrangement is predicted to proceed via dissociation to two radical species followed by recombination to the appropriate alkylamine . In no case is the concerted pathway competitive. Steric effects are less important than electronic effects in stabilizing the ylides, and the introduction of a carbonyl group lowers the energy barrier towards the ylides is predicted to have rigorous C8 symmetry; this unusual situation is brought about by the nature of the substituents around the positive nitrogen and the planarity of the remaining negative portion of the molecule.
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Dissertations / Theses on the topic "Nitrogen Ylides"

1

Douelle, Frederic. "Preparation of pyridinium and diaminocarbonium barbituric acid ylides." ScholarWorks@UNO, 2003. http://louisdl.louislibraries.org/u?/NOD,48.

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Thesis (M.S.)--University of New Orleans, 2003.
Title from electronic submission form. "A thesis ... in partial fulfillment of the requirements for the degree of Master of Science in the Department of Chemistry"--Thesis t.p. Vita. Includes bibliographical references.
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Neeson, Stephen James. "Application of transition metal catalysts and nitrogen ylides to synthesis." Thesis, Queen's University Belfast, 1988. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.356891.

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3

Allgäuer, Dominik. "Kinetics and mechanisms of the reactions of nitrogen ylides with acceptor-substituted olefins." Diss., Ludwig-Maximilians-Universität München, 2014. http://nbn-resolving.de/urn:nbn:de:bvb:19-181637.

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Allgäuer, Dominik [Verfasser], and Herbert [Akademischer Betreuer] Mayr. "Kinetics and mechanisms of the reactions of nitrogen ylides with acceptor-substituted olefins / Dominik Allgäuer. Betreuer: Herbert Mayr." München : Universitätsbibliothek der Ludwig-Maximilians-Universität, 2014. http://d-nb.info/1069743747/34.

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5

Milner, Harry. "The use of O-(diphenylphosphinyl)hydroxylamines and nitrogen-selenium ylides in transition-metal-free aminations of sp2 carbon centres." Thesis, Imperial College London, 2015. http://hdl.handle.net/10044/1/25510.

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Due to their abundance in both natural products and synthetic pharmaceuticals, and their diverse and interesting biological properties, nitrogen containing compounds are of great importance to organic chemists. As such, synthetic methodology for the incorporation of nitrogen into organic compounds via the construction of C-N bonds is highly sought after. The research described in this thesis concerns the development of three methodologies for the synthesis of small nitrogen containing compounds via the amination of carbon sp2 centres: 1) Synthesis of N-Boc-aziridines Building upon recent reported methodology utilising O-(diphenylphosphinyl) hydroxylamine (DppONH2) as a nitrogen source for NH-aziridinations, studies were undertaken into the use of N-Boc-O-(diphenylphosphinyl) hydroxylamine (DppONHBoc) in the synthesis of N- Boc-aziridines. Described herein are studies into the use of DppONHBoc as a nucleophilic nitrogen transfer agent (NNTA) for the aziridination of enones and vinyl sulfones under mildly basic conditions. 2) Amination of aromatic C-H centres The use of a N-methyl morpholine (NMM)-derived aminimine as an aminating agent in the vicarious nucleophilic amination (VNA) of electron-deficient (hetero)arenes is also reported. Initial studies which used iodide hydrazinium salts as aminimines precursors in the amination of a range of electron-deficient substrates are described. An alternative reaction system utilising the in situ formation of NMM/DppONH2 hydrazinium salts, in-place of preformed hydrazinium salts, in the vicarious nucleophilic amination reaction was then developed. 3) Synthesis of enantioenriched allylic amines Finally, the NCS-meditated amination/[2,3]-sigmatropic rearrangement of enantioenriched allylic selenides, utilising a range of amino acid derived and aryl amine nucleophiles, is used to access a wide range of novel vinyl glycine derived unnatural peptides and peptidomimetic products.
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Karlsson, Staffan. "Asymmetric 1,3-Dipolar Cycloaddition Reactions of Azomethine Ylides, Thiocarbonyl Ylides, and Nitrones." Doctoral thesis, KTH, Chemistry, 2003. http://urn.kb.se/resolve?urn=urn:nbn:se:kth:diva-3524.

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This thesis describes the development of methods for thepreparation of chiral non-racemic substituted pyrrolidines,tetrahydrothiophenes, and isoxazolidines. This has beenaccomplished by using asymmetric intermolecular 1,3-dipolarcycloaddition reactions of azomethine ylides, thiocarbonylylides and nitrones, respectively, with variousdipolarophiles.

The asymmetry in these reactions was introduced using twodifferent approaches: a diastereoselective approach (i.e. usingdipolarophiles linked to chiral auxiliaries and/or usingenantiomerically pure ylides) and an enantioselective approach(i.e. the reacting partners are achiral and the reaction iscatalysed by an enantiomerically pure catalyst). Thus, usingthe former approach, 3,4-disubstituted pyrrolidines andtetrahydrothiophenes were obtained in high diastereofacialselectivities (up to 90:10 dr). Using the latter approach,bicyclic fused isoxazolidines were obtained in up to 93%ee.

Some of the cycloadducts obtained from these reactions weretransformed into enantiopure known precursors of somebiologically active compounds{[(3R,4R)-4-(hydroxymethyl)pyrrolidin-3-ol andoctahydrocyclopenta[c]pyrrol- 3a-ylmethylamine dihydrobromide}and an active stereoisomer of a sex pheromone component of apine sawfly [the acetate of (2S,3R,7R,9S)-3,7,9-trimethyl-2-tridecanol]. The synthetic utility of these1,3-dipolar cycloaddition reactions was also demonstrated bythe syntheses of some new enantiopure organocatalysts whichwere found to be useful in some 1,3-dipolar cycloadditionreactions of nitrones with a,b-unsaturated aldehydes.

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Hodgson, Paul B. "A tandem ylide formation and rearrangement approach to the synthesis of nitrogen heterocycles." Thesis, University of Nottingham, 1995. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.261172.

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8

Mboyi, Clève Dionel. "Ligands imidazolo et cyclopropenio phosphines : chimie de coordination, réactivité et applications en catalyse de vinylation vs allylation." Thesis, Toulouse 3, 2015. http://www.theses.fr/2015TOU30086/document.

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La première partie des travaux présentés dans ce mémoire concerne la synthèse d'hétérocycles à motifs azo (N2) fondée sur une étape clef pallado-catalysée. Il a ainsi été démontré que deux familles d'hétérocycles diazotés étaient sélectivement accessibles à partir de précurseurs communs : des hydrazones C-homo-allyliques. Des cycles mono-insaturés à cinq chaînons de type pyrazoline ou à six chaînons de type tétrahydropyridazine ont été ainsi préparés par réaction de N-vinylation ou N-allylation CH-oxydante intramoléculaire catalysée par des complexes de palladium(II) à ligands phosphines. Il a été montré que l'issue du processus est fonction de la basicité des ligands ioniques (de type X) du sel de palladium(II) précurseur de l'espèce catalytique. L'utilisation de Pd(OAc)2 favorise ainsi la formation de 6-methylidène-1,4,5,6-tétrahydropyridazines via un processus 6-endo/exo trig, alors qu'un complexe plus électrophile [Pd(MeCN)2]X2; X = OTs, OTf conduit aux 5-vinylpyrazolines suivant un processus 5-exo trig. L'efficacité particulière des ligands faiblement donneurs tels que l'imidazolophosphine " BIPHIMIP " a été ici mis en évidence. Les 5-vinylpyrazolines et les 1,4,5,6-tétrahydropyridazines obtenues ont ensuite été sélectivement transformées en leurs dérivés aromatiques respectifs, à savoir des 5-vinylpyrazoles et 6-méthylpyridazines, selon un processus d'isomérisation-élimination séquentiel. L'application de cette méthode de synthèse à des substrats di- et tri-hydrazones C-homo-allyliques a permis d'accéder à des systèmes tri- ou tétra-aromatiques, en particulier à des pyridazylbenzènes analogues des terphényles ou triphénylbenzènes dont les propriétés électroniques d'absorption et de fluorescence ont été systématiquement étudiées. La deuxième partie de ce mémoire est consacrée à l'étude de nouveaux ligands phosphorés à caractère donneur " extrême " tels que des ligands imidazolo- et cyclopropénio-phosphines à caractère donneur particulièrement faible. En série neutre, des ligands mono-, di- et tri-imidazolophosphines ont ainsi été caractérisés et utilisés en catalyse de fonctionnalisation de liaisons CH allyliques pour la préparation d'azo-hétérocycles décrite dans la 1ère partie. En série cationique, des cyclopropéniophosphines de deux types ont été préparées : des bis-diisopropylamino-cyclopropénio(hydroxy)phosphines et des bis-diisopropylamino(dicyclopropénio)phosphines, obtenues par réactions d'une dichloro-phosphine avec un carbène libre de type cyclopropénylidène. La réactivité et la chimie de coordination avec des métaux de transition (Pd, Rh, Au, Cu, Pt) de ces ligands cationiques a été ensuite étudiée. En série bis-diisopropylamino(dicyclopropénio)-P-ter-butyle, un complexe tétranucléaire de palladium dicationique comportant deux ligands phosphido a été isolé. L'élimination du P-substituant ter-butyle a été attribuée à une forte contrainte électrostatique présente au sein du complexe. Enfin, lors de la tentative d'accès à de nouveaux ylures de phosphonium C-substitués par un motif cyclopropényle, un réarrangement original a été observé. Des vinylphosphoniums C-substitués par un hétérocycle à quatre chaînons de type azétidine ont été ainsi obtenus et entièrement caractérisés
The first part of the work thesis concerns the synthesis of heterocycles with an azo (N2) pattern based on a pallado-catalyzed key step. It has been shown that two families of dinitrogen heterocycles were selectively accessible from the same precursors, namely C-homo-allylic hydrazones. Mono-unsaturated five-membered rings pyrazolines or six-membered tetrahydropyridazines were thus prepared by N-vinylation or N-allylation through CH-oxidative intramolecular reaction catalyzed by palladium(II) complexes with phosphine ligands. It was shown that the outcome of the process depends on the basicity of the ionic ligands (of type X) of the palladium(II) salt precursor of the catalytic species. The use of Pd(OAc)2 was thus found to promote the formation of 6-methylidene-1,4,5,6-tetrahydropyridazines via a 6-endo/exo-trig process, while a more electrophilic complex [Pd(MeCN)2X2]; X = OTs, OTf, lead to 5-vinylpyrazolines via a 5-exo trig process. The particular efficiency of weakly donating ligands such as the imidazolophosphine "BIPHIMIP" has been highlighted here. The obtained 5-vinylpyrazolines and 1,4,5,6-tetrahydropyridazines were then selectively derivatized to their respective aromatic analogues, namely 5-vinylpyrazoles and 6-methylpyridazines, through a sequential isomerization-elimination process. Application of this synthesis method to di- and tri- C-homo-allylic hydrazone substrated allowed access to tri- or tetra-aromatic systems, in particular to poly-pyridazine analogues of terphenyls or triphenylbenzenes whose absorption and fluorescence properties have been systematically studied. The second part of the thesis is focused on the study of novel phosphorus ligands with "extreme" donor character. In particular, imidazolo- and cyclopropenio-phosphine ligands with a particularly weak donor character have been synthetized. In the neutral series, mono-, di- and tri-imidazolophosphines have been characterized and used in catalysis of allylic C-H bond functionalisation for the preparation of azo-heterocycles described in the first part. In the cationic series, two types of cyclopropeniophosphines were prepared: the bis-diisopropylamino-cyclopropenio(hydroxymethyl) phosphines and the bis-diisopropylamino-(dicyclopropenio)phosphines, obtained by reaction of a dichlorophosphine with a free carbene of the cyclopropenylidene type. The reactivity and coordination chemistry of the latter cationic ligands with transition metals (Pd, Rh, Au, Cu) were then studied. In the bis-diisopropylamino(dicyclopropenio)-P-tert-butyl series, a dicationic tetranuclear complex of palladium with two phosphido ligands was isolated. The elimination of the P-tert-butyl substituent was attributed to a strong electrostatic constraint within the complex. Finally, when trying to access novel electron-rich phosphonium ylides C-substituted by a cyclopropenyl moiety, an original rearrangement was observed. Vinylphosphoniums C-substituted by a four-membered heterocycle of the azetidine type have thus been obtained and fully characterized
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Deuerlein, Stephan. "Syntheses and Electron Density Determination of Novel Polyimido Sulfur Ylides." Doctoral thesis, 2007. http://hdl.handle.net/11858/00-1735-0000-0006-ACA5-F.

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Talbot, Clément. "Étude mécanistique de réarrangement de Stevens à partir de substrats de type azocine ou isopavine." Thèse, 2004. http://hdl.handle.net/1866/7843.

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Books on the topic "Nitrogen Ylides"

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Stephen, Clark J., ed. Nitrogen, oxygen, and sulfur ylide chemistry: A practical approach in chemistry. New York: Oxford University Press, 2002.

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Clark, J. Stephen. Nitrogen, Oxygen and Sulfur Ylide Chemistry (The Practical Approach in Chemistry Series). Oxford University Press, USA, 2002.

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Book chapters on the topic "Nitrogen Ylides"

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Aggarwal, V. K., J. Richardson, and C. L. Winn. "Nitrogen-Substituted Sulfur Ylides." In Three Carbon-Heteroatom Bonds: Amides and Derivatives; Peptides; Lactams, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-022-00081.

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Cordero, F. M., and S. Cicchi. "Synthesis of -Nitrogen-Substituted Azomethine Ylides." In Three Carbon-Heteroatom Bonds: Amides and Derivatives; Peptides; Lactams, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-022-00416.

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Vaquero, Juan J., and Julio Alvarez-Builla. "Cycloimmonium salts and their ylides and related compounds." In Advances in Nitrogen Heterocycles, 159–250. Elsevier, 2000. http://dx.doi.org/10.1016/s1521-4478(00)80006-2.

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Schmidpeter, A., and K. Karaghiosoff. "[1,5] Electrocyclization of Pyridinium Ylides." In Five-Membered Hetarenes with Two Nitrogen or Phosphorus Atoms, 1. Georg Thieme Verlag KG, 2002. http://dx.doi.org/10.1055/sos-sd-012-00893.

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Grimmett, M. R. "Photochemical Cyclization of Nitrile Ylides." In Five-Membered Hetarenes with Two Nitrogen or Phosphorus Atoms, 1. Georg Thieme Verlag KG, 2002. http://dx.doi.org/10.1055/sos-sd-012-00501.

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Spitzner, D. "From Nitrile Ylides and Methylenecyclopropenes." In Six-Membered Hetarenes with One Nitrogen or Phosphorus Atom, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-015-00127.

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Dölling, W. "From α-Aminated Carbanions or Nitrogen Ylides." In Three Carbon-Heteroatom Bonds: Ketenes and Derivatives, 1. Georg Thieme Verlag KG, 2006. http://dx.doi.org/10.1055/sos-sd-024-00506.

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"Product Subclass 7: Ammonium Compounds and Nitrogen Ylides." In Category 5, Compounds with One Saturated Carbon Heteroatom Bond, edited by Enders and Schaumann. Stuttgart: Georg Thieme Verlag, 2009. http://dx.doi.org/10.1055/sos-sd-040-00546.

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Schmidpeter, A., and K. Karaghiosoff. "[3+2] Cycloaddition of Pyridinium and Related Ylides with Phosphaalkynes." In Five-Membered Hetarenes with Two Nitrogen or Phosphorus Atoms, 1. Georg Thieme Verlag KG, 2002. http://dx.doi.org/10.1055/sos-sd-012-00892.

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Spitzner, D. "From Sulfonium Salts or Sulfur Ylides, α,β-Unsaturated Carbonyl Compounds, and Ammonium Salts." In Six-Membered Hetarenes with One Nitrogen or Phosphorus Atom, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-015-00022.

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