Academic literature on the topic 'Allylic fluorides'

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Journal articles on the topic "Allylic fluorides"

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Ernet, Thomas, and Günter Haufe. "Allylic Hydroxylation of Vinyl Fluorides." Synthesis 1997, no. 08 (1997): 953–56. http://dx.doi.org/10.1055/s-1997-1279.

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Vilotijevic, Ivan, Markus Lange, and You Zi. "Latent (Pro)Nucleophiles in Enantioselective Lewis Base Catalyzed Allylic Substitutions." Synlett 31, no. 13 (2020): 1237–43. http://dx.doi.org/10.1055/s-0040-1707130.

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The use of latent nucleophiles, which are molecules that are not nucleophilic but can be activated to act as a nucleophile at an opportune time during the reaction, expands the scope of Lewis base catalyzed reactions. Here, we provide an overview of the concept and show examples of applications to N- and C-centered nucleophiles in allylic substitutions. N- and C-silyl compounds are superior latent (pro)nucleophiles in Lewis base catalyzed reactions with allylic fluorides in which the formation of the strong Si–F bond serves as the driving force for the reactions. The latent (pro)nucleophiles e
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Thibaudeau, S�bastien, Robert Fuller, and V�ronique Gouverneur. "Stereoselective synthesis of internal allylic fluorides." Organic & Biomolecular Chemistry 2, no. 8 (2004): 1110. http://dx.doi.org/10.1039/b402097a.

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Benedetto, Elena, Massaba Keita, Matthew Tredwell, Charlotte Hollingworth, John M. Brown, and Véronique Gouverneur. "Platinum-Catalyzed Substitution of Allylic Fluorides." Organometallics 31, no. 4 (2012): 1408–16. http://dx.doi.org/10.1021/om201029m.

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Hazari, Amaruka, Véronique Gouverneur, and John M Brown. "Palladium-Catalyzed Substitution of Allylic Fluorides." Angewandte Chemie International Edition 48, no. 7 (2009): 1296–99. http://dx.doi.org/10.1002/anie.200804310.

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Hazari, Amaruka, Véronique Gouverneur, and John M Brown. "Palladium-Catalyzed Substitution of Allylic Fluorides." Angewandte Chemie 121, no. 7 (2009): 1322–25. http://dx.doi.org/10.1002/ange.200804310.

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Hamel, Jean-Denys, та Jean-François Paquin. "Activation of C–F bonds α to C–C multiple bonds". Chemical Communications 54, № 73 (2018): 10224–39. http://dx.doi.org/10.1039/c8cc05108a.

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Zi, You, Markus Lange, and Ivan Vilotijevic. "Enantioselective Lewis base catalyzed phosphonyldifluoromethylation of allylic fluorides using a C-silyl latent pronucleophile." Chemical Communications 56, no. 42 (2020): 5689–92. http://dx.doi.org/10.1039/d0cc01815e.

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Chen, Xin, Shuai Zhao, Zhi-Li Chen, Xue Rui, and Ming-Mei Gao. "Asymmetric Allylic Amination of Morita–Baylis–Hillman Adducts with Simple Aromatic Amines by Nucleophilic Amine Catalysis." Synlett 30, no. 06 (2019): 703–8. http://dx.doi.org/10.1055/s-0037-1611740.

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Asymmetric allylic amination of Morita–Baylis–Hillman (MBH) adducts with simple aromatic amines is successfully realized by nucleophilic amine catalysis. A range of substituted α-methylene-β-arylamino esters is accessed in moderate to high yields (up to 88%) and with excellent enantioselectivities (up to 97% ee). Inorganic fluorides are found to be able to improve the enantioselectivity of the allylic amination reaction. A pyrrole-2-carboxylate and a cyclic imide are also compatible with this catalytic system. A chiral 2,3-dihydroquinolin-4-one derivative is easily obtained from the allylic am
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Butcher, Trevor W., and John F. Hartwig. "Enantioselective Synthesis of Tertiary Allylic Fluorides by Iridium‐Catalyzed Allylic Fluoroalkylation." Angewandte Chemie 130, no. 40 (2018): 13309–13. http://dx.doi.org/10.1002/ange.201807474.

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Dissertations / Theses on the topic "Allylic fluorides"

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Benedetto, Elena. "Synthesis and reactivity of allylic fluorides under transition metal catalysis." Thesis, University of Oxford, 2013. http://ora.ox.ac.uk/objects/uuid:8c9965ef-2694-4792-a0ef-932e4eff6c7b.

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In this thesis, C-F bond activation and C-F bond construction under platinum and iridium catalysis is described. Chapter 1 provides a general introduction on the use of transition metal catalysis for the formation and activation of Csp³-F bonds in organofluorine compounds. In Chapter 2, an investigation on the reactivity of allylic fluorides, under platinum and palladium catalysed alkylation conditions, is presented. The relative reactivity of fluoride versus other commonly used leaving groups was compared via internal competition experiments. Fluoride showed a different reactivity profile, wh
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Bedier, Matthieu. "Synthèse et Réactivité des Fluorures Allyliques Fonctionnalisés (alpha-Fluoroénamides) et Applications Synthétiques." Thesis, Normandie, 2018. http://www.theses.fr/2018NORMR033/document.

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Le fluor a gagné un intérêt croissant dans de nombreux domaines de la chimie organique. De nombreuses méthodes de fluoration ont vu le jour afin de répondre à une demande croissante en molécules fluorées les plus diverses. Cependant certains synthons restent difficiles à obtenir par des moyens efficaces. Une réaction de fluoration électrophile d’allylsilanes a été développé afin d’accéder à des motifs α-fluroénamides hautement fonctionnalisés. Ces α-fluroénamides peuvent être de types variés : benzylamines, anilines, ou alkyles… Un accent particulier a été mis sur des dérivés d’acides aminés p
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Larribeau, Thomas. "Synthèse de cyclοprοpanes fluοrés par cyclοprοpanatiοn directe de fluοrures allyliques et οuverture de ces cyclοprοpanes par activatiοn de la liaisοn C-F avec des acides de Lewis". Electronic Thesis or Diss., Normandie, 2025. http://www.theses.fr/2025NORMR006.

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La formation de nouveaux motifs moléculaires a toujours été un grand enjeu de la chimie de synthèse afin d’accéder à l’obtention de nouveaux composés d’intérêt. Les cyclopropanes et le fluor sont des motifs étant de plus en plus présents dans les molécules bioactives, c’est pourquoi de nouvelles méthodes d’obtention de ces composés sont nécessaires. L’objectif de cette thèse fut de développer pour la première fois une méthode de cyclopropanation directe de fluorures allyliques, composés particulièrement désactivés et donc peu réactifs. Cette réaction, d’abord réalisée sur des fluorures allyliq
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Hollingworth, Charlotte. "Palladium mediated allylic fluorination." Thesis, University of Oxford, 2013. http://ora.ox.ac.uk/objects/uuid:8c61b9e9-b143-4c5e-b151-7e62bf4ecc03.

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In this thesis, the construction of the allylic fluorides under palladium catalysis was investigated. Chapter 1 provides a general introduction to organofluorine compounds and the use of palladium for the formation of both Csp<sup>2</sup>- and Csp<sup>3</sup>-F bonds. The aims of the thesis are presented. In Chapter 2 the identification that a p-nitrobenzoate is the optimum leaving group under Pd-catalysis to give allyl fluorides is described. A range of allylic fluorides was synthesized in 35->95% yield using the nucleophilic fluorinating reagent, TBAF(tBuOH)<sub>4</sub>. To further develop t
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Laurenson, James. "Allyl fluorides : new syntheses and enantioselective manipulations." Thesis, University of Strathclyde, 2011. http://oleg.lib.strath.ac.uk:80/R/?func=dbin-jump-full&object_id=16872.

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Rakkar, Kirandeep. "Synthesis and comparison of the reactivity of allyl fluorides and allyl chlorides." Thesis, University of Leicester, 2011. http://hdl.handle.net/2381/9201.

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A small library of novel allylic fluorides were synthesised via a two-step process, involving the cross-metathesis of allyltrimethylsilane with varying olefinic partners, followed by fluorodesilylation of the corresponding allylsilane with Selectfluor. Their structures were determined by NMR spectroscopy and mass spectrometry. The analogous novel allylic chlorides were also formed and successfully separated from their rearranged products by column chromatography and characterised fully by NMR spectrometry and mass spectroscopy. A series of novel Pd(II) chloride-bridged dimers were synthesised
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Larsson, Johanna M. "Transition metal-catalyzed allylic and vinylic functionalization : Method development and mechanistic investigations." Doctoral thesis, Stockholms universitet, Institutionen för organisk kemi, 2013. http://urn.kb.se/resolve?urn=urn:nbn:se:su:diva-89524.

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The use of small molecule building blocks in, for example, pharmaceutical research and new material development, creates a need for new and improved organic synthesis methods. The use of transition metals as mediators and catalysts opens up new reaction pathways that have made the synthesis of completely new compounds possible as well as greatly improved the synthetic routes to known compounds. Herein, the development of new metal-mediated and catalyzed reactions for construction of vinylic and allylic carbon-carbon and carbon-heteroatom bonds is described.  The use of iodonium salts as coupli
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Dai, Xiaoyang. "Hydride transfer reactions of trifluoromethylated allylic alcohols and ketimines & nucleophilic trifluoromethylthiolation of Morita-Baylis-Hillman Carbonates." Thesis, Rouen, INSA, 2014. http://www.theses.fr/2014ISAM0018/document.

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Nous avons développé de nouveaux accès pour la construction de molécules comportant les motifs Csp3-CF3 et Csp3-SCF3. Deux réactions de transfert d'hydrure sur des composés trifluorométhylés par catalyse avec des métaux de transition ont été réalisées : 1) l'isomérisation catalytique d'alcools allyliques trifluorométhylés par des complexes de fer (II); 2) le transfert d'hydrogéne énantiosélectif de céto-imines trifluorométhylées par des complexes chiraux de ruthénium en utilisant l'isopropanol comme source d'hydrure pour obtenir des amines trifluorométhylées optiquement actives avec de hauts r
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Bresciani, Stefano. "Stereospecific dehydroxyfluorination and the synthesis of trifluoro D-hexose sugar analogues." Thesis, University of St Andrews, 2011. http://hdl.handle.net/10023/1878.

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This thesis describes stereospecific fluorination reactions, and addresses the synthesis of fluorosugars. In Chapter 1, the influence of fluorine on the physical properties of organic molecules, as well as its stereoelectronic effects, are introduced. Furthermore, an overview of nucleophilic and electrophilic fluorination reactions is given. Chapter 2 describes the dehydroxyfluorination of allylic alcohol diastereoisomers 155a and 155b, which can proceed either by direct or allylic fluorination. The regio- and stereo- selectivities were also assessed. Chapter 3 outlines the synthesis of the no
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Book chapters on the topic "Allylic fluorides"

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Gouverneur, V., and O. Lozano. "Preparation of Allylic Fluorides." In Efficient Preparations of Fluorine Compounds. John Wiley & Sons, Inc., 2012. http://dx.doi.org/10.1002/9781118409466.ch62.

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Cumpstey, Ian, Antony J. Fairbanks, and Alison J. Redgrave. "Allyl Protecting Group Mediated Intramolecular Aglycon Delivery (IAD) of Glycosyl Fluorides." In Timely Research Perspectives in Carbohydrate Chemistry. Springer Vienna, 2002. http://dx.doi.org/10.1007/978-3-7091-6130-2_6.

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Gouverneur, V., and O. Lozano. "Preparation of Allylic Fluorides." In Stereoselective Pericyclic Reactions, Cross Coupling, and C—H and C—X Activation. Georg Thieme Verlag KG, 2011. http://dx.doi.org/10.1055/sos-sd-203-00551.

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"Product Class 7: Allylic Fluorides." In Category 5, Compounds with One Carbon Heteroatom Bond, edited by Percy. Georg Thieme Verlag, 2006. http://dx.doi.org/10.1055/sos-sd-034-00218.

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"34.7.4 Allylic Fluorides (Update 2017)." In Knowledge Updates: 2017/2, edited by Christmann, Paquin, Weinreb, Carreira, and Schaumann. Georg Thieme Verlag, 2017. http://dx.doi.org/10.1055/sos-sd-134-00185.

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Yamazaki, T. "Hydrogenation of Allylic and Propargylic Fluorides." In Fluorine. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-034-00150.

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Taber, Douglass. "Stereocontrolled C-O Ring Construction: The Fuwa/Sasaki Synthesis of Attenol A." In Organic Synthesis. Oxford University Press, 2011. http://dx.doi.org/10.1093/oso/9780199764549.003.0046.

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Since five-membered ring ethers often do not show good selectivity on equilibration, single diastereomers are best formed under kinetic control. Aaron Aponick of the University of Florida demonstrated (Organic Lett. 2008, 10, 669) that under gold catalysis, the allylic alcohol 1 cyclized to 2 with remarkable diastereocontrol. Six-membered rings also formed with high cis stereocontrol. Ian Cumpstey of Stockholm University showed (Chem. Commun. 2008, 1246) that with protic acid, allylic acetates such as 3 cyclized with clean inversion at the allylic center, and concomitant debenzylation. J. Stephen Clark of the University of Glasgow found (J. Org. Chem. 2008, 73, 1040) that Rh catalyzed cyclization of 5 proceeded with high selectivity for insertion into Ha, leading to the alcohol 6. Saumen Hajra of the Indian Institute of Technology, Kharagpur took advantage (J. Org. Chem. 2008, 73, 3935) of the reactivity of the aldehyde of 7, effecting selective addition of 7 to 8, to deliver, after reduction, the lactone 9. Tomislav Rovis of Colorado State University observed (J. Org. Chem. 2008, 73, 612) that 10 could be cyclized selectively to either 11 or 12. Nadège Lubin-Germain, Jacques Uziel and Jacques Augé of the University of Cergy- Pontoise devised (Organic Lett. 2008, 10, 725) conditions for the indium-mediated coupling of glycosyl fluorides such as 13 with iodoalkynes such as 14 to give the axial C-glycoside 15. Katsukiyo Miura and Akira Hosomi of the University of Tsukuba employed (Chemistry Lett. 2008, 37, 270) Pt catalysis to effect in situ equilibration of the alkene 16 to the more stable regioisomer. Subsequent condensation with the aldehyde 17 led via Prins cyclization to the ether 18. Paul E. Floreancig of the University of Pittsburgh showed (Angew. Chem. Int. Ed. 2008, 47, 4184) that Prins cyclization could be also be initiated by oxidation of the benzyl ether 19 to the corresponding carbocation. Chan-Mo Yu of Sungkyunkwan University developed (Organic Lett. 2008, 10, 265) a stereocontrolled route to seven-membered ring ethers, by Pd-mediated stannylation of allenes such as 21, followed by condensation with an aldehyde.
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Roig, R., and J. M. Percy. "Nucleophilic Substitution of Allylic Halides." In Fluorine. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-034-00228.

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Roig, R., and J. M. Percy. "Allyl Fluorides." In Fluorine. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-034-00219.

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Roig, R., and J. M. Percy. "Deoxofluorination of Allylic Alcohols with ,-Diethylaminosulfur ­Trifluoride." In Fluorine. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-034-00221.

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