Relevant bibliographies by topics / Alkene Hydroamination

Contents

  1. Journal articles
  2. Dissertations / Theses
  3. Book chapters
  4. Conference papers

Academic literature on the topic 'Alkene Hydroamination'

Author: Grafiati
Published: 4 June 2021
Last updated: 1 February 2022

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Journal articles on the topic "Alkene Hydroamination"

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Engle, Keary, and John Gurak. "Regioselective Hydroamination Using a Directed Nucleopalladation/Protodepalladation Strategy." Synlett 28, no. 16 (2017): 2057–65. http://dx.doi.org/10.1055/s-0036-1589077.

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Alkene hydroamination is an attractive approach for converting alkenes into structurally complex amine products. Several different strategies have been pursued over the past few decades to achieve this historically challenging reaction. One of the key issues associated with this transformation is control of regioselectivity, which is particularly difficult for internal non-conjugated alkenes. Our group has recently found success using a removable bidentate auxiliary to control regioselectivity and stabilize the key nucleopalladated intermediate in a palladium(II)-catalyzed alkene hydroaminatio
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Lardy, Samuel W., and Valerie A. Schmidt. "Regioselective Radical Alkene Amination Strategies by Using Phosphite-Mediated Deoxygenation." Synlett 30, no. 18 (2019): 2022–26. http://dx.doi.org/10.1055/s-0037-1611911.

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Nitrogen-containing compounds are an essential motif in all disciplines of chemistry and the efficient synthesis of these frameworks is a highly sought-after goal. Presented here is a summary of recent efforts conducted by our group to develop radical-mediated amination strategies for the formal synthesis of primary amines from alkenes with exclusive anti-Markovnikov regioselectivity. We have found that N-hydroxyphthalimide is an effective reagent capable of supplying both the N and H atoms for alkene hydroamination in a group transfer radical addition-type mechanism. Furthermore, allyl-oxypht
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Chen, Jun, Hong-Mei Guo, Quan-Qing Zhao, Jia-Rong Chen, and Wen-Jing Xiao. "Visible light-driven photocatalytic generation of sulfonamidyl radicals for alkene hydroamination of unsaturated sulfonamides." Chemical Communications 54, no. 50 (2018): 6780–83. http://dx.doi.org/10.1039/c7cc09871e.

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Zhang, Dexing, Ruiting Liu, and Xigeng Zhou. "Intramolecular alkene hydroamination and degradation of amidines: divergent behavior of rare earth metal amidinate intermediates." Catalysis Science & Technology 8, no. 21 (2018): 5573–81. http://dx.doi.org/10.1039/c8cy01481g.

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Clark, Wesley D., Katherine N. Leigh, Charles Edwin Webster та T. Keith Hollis. "Experimental and Computational Studies of the Mechanisms of Hydroamination/Cyclisation of Unactivated α,ω-Amino-alkenes with CCC-NHC Pincer Zr Complexes". Australian Journal of Chemistry 69, № 5 (2016): 573. http://dx.doi.org/10.1071/ch15779.

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Four new CCC-NHC pincer Zr complexes have been synthesised, characterised, and used in mechanistic studies in the hydroamination/cyclisation of unactivated amino-alkenes. These Zr pre-catalysts will cyclise a primary amino-alkene, but no reaction was observed for a secondary amino-alkene even in the presence of a primary amine. The empirical rate law, experimentally determined activation parameters, and kinetic isotope effects (KIEs) are reported. Several possible mechanisms, including amido- versus imido-insertion and concerted-insertion versus [2 + 2] cycloaddition mechanisms, were modelled
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Li, Yanwu, and Tobin J. Marks. "Diverse Mechanistic Pathways and Selectivities in Organo-f-Element-Catalyzed Hydroamination. Intermolecular Organolanthanide-Catalyzed Alkyne and Alkene Hydroamination." Organometallics 15, no. 18 (1996): 3770–72. http://dx.doi.org/10.1021/om960293y.

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Hamann, Thorben, Esther Böhler, and Petra Swiderek. "Low-Energy-Electron-Induced Hydroamination of an Alkene." Angewandte Chemie International Edition 48, no. 25 (2009): 4643–45. http://dx.doi.org/10.1002/anie.200901338.

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LI, Y., and T. J. MARKS. "ChemInform Abstract: Diverse Mechanistic Pathways and Selectivities in Organo-f-Element- Catalyzed Hydroamination. Intermolecular Organolanthanoid-Catalyzed Alkyne and Alkene Hydroamination." ChemInform 28, no. 1 (2010): no. http://dx.doi.org/10.1002/chin.199701080.

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Watson, Donald A., Melanie Chiu, and Robert G. Bergman. "Zirconium Bis(Amido) Catalysts for Asymmetric Intramolecular Alkene Hydroamination." Organometallics 25, no. 20 (2006): 4731–33. http://dx.doi.org/10.1021/om0606791.

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Roveda, Jean-Grégoire, Christian Clavette, Ashley D. Hunt, Serge I. Gorelsky, Christopher J. Whipp, and André M. Beauchemin. "Hydrazides as Tunable Reagents for Alkene Hydroamination and Aminocarbonylation." Journal of the American Chemical Society 131, no. 25 (2009): 8740–41. http://dx.doi.org/10.1021/ja902558j.

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Dissertations / Theses on the topic "Alkene Hydroamination"

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Hunt, Ashley D. "Intramolecular Cope-type Hydroamination of Alkenes and Alkynes Using Hydrazides." Thèse, Université d'Ottawa / University of Ottawa, 2011. http://hdl.handle.net/10393/19881.

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Nitrogen-containing molecules are ubiquitous in both natural products and pharmaceutical drugs, thus an efficient method for the formation of these motifs is of great importance. Hydroamination, that is the addition of an N-H bond across an unsaturated carbon-carbon bond of an alkene or alkyne, stands out as a potential approach to obtain such molecules. To date, most research in this area relies on transition-metal catalysis to enable such reactivity. In efforts directed towards metal-free alternatives, we have developed a simple, metal-free hydroamination of alkenes using hydrazides. Fur
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Roveda, Jean-Gregoire. "Hydrazides as tunable reagents for alkene hydroamination and aminocarbonylation." Thesis, University of Ottawa (Canada), 2009. http://hdl.handle.net/10393/28355.

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Intramolecular hydroamination and aminocarbonylation of alkenes are highly desirable synthetic transformations providing access to structures frequently used in medicinal chemistry. Most research efforts currently focus on achieving this reactivity through transition metal catalysis. Our approach involves using hydrazides under thermal (metal-free) conditions to achieve hydroamination or aminocarbonylation upon selection of the appropriate hydrazide substituent (R). Upon substitution when R=Ph, various different compounds were synthesized and isolated in moderate to excellent yields (39 to 98%
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Knight, Paul David. "Chiral-at-metal catalyst designs for alkene polymerisation and hydroamination." Thesis, University of Warwick, 2003. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.403123.

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Wood, Mark Christopher. "Synthesis of chiral bis(amidate)bis(amido) titanium and zirconium complexes for catalyzed asymmetric alkene hydroamination." Thesis, University of British Columbia, 2006. http://hdl.handle.net/2429/31695.

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Recent advances in transition metal and lanthanide catalyzed hydroamination have changed the way people think about the formation of C-N bonds. As a major contribution to this area of research, we have synthesized the first neutral group 4 precatalysts capable of enantioselective alkene hydroamination. We took advantage of a modular amidate ligand set to alter both the electronic and steric properties of the precatalysts. The amidate ligands employed in these catalysts were synthesized by reacting an axially chiral 2,2'diamino-6,6'-dimethylbiphenyl diamine with a corresponding acyl chloride or
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Pfeiffer, Jennifer Y. "The synthesis of 2-epi-pumiliotoxin C via intramolecular alkene Cope-type hydroamination, and, New routes toward ketonitrones." Thesis, University of Ottawa (Canada), 2010. http://hdl.handle.net/10393/28495.

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Despite recent advances in the field, the hydroamination methodology has not yet reached its full potential. This thesis focuses on new investigations in Cope-type hydroamination by first examining six-membered ring formation in order to explore and expand the scope of intramolecular Cope-type hydroamination of disubstituted olefins. This objective was achieved by synthesizing pumiliotoxin C (+/-)-3 and its epimer (+/-)-2 through the cyclization of a hydroxylamine precursor (+/-)-1 under transition metal-free reaction conditions.* In the second chapter we discuss the scarcity of methods to mak
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Guimond, Nicolas. "Part A: Rhodium-catalyzed Synthesis of Heterocycles / Part B: Mechanistic Studies on Tethering Organocatalysis Applied to Cope-type Alkene Hydroamination." Thèse, Université d'Ottawa / University of Ottawa, 2012. http://hdl.handle.net/10393/23222.

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The last decade has been marked by a large increase of demand for green chemistry processes. Consequently, chemists have focused their efforts on the development of more direct routes toward different classes of targets. In that regard catalysis has played a crucial role at enabling key bond formations that were otherwise inaccessible or very energy and resources consuming. The central theme of this body of work concerns the formation of C–N bonds, either through transition metal catalysis or organocatalysis. These structural units being highly recurrent in biologically active molecules, the e
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Ng, Peter J. "Directed Organocatalytic Intermolecular Cope-type Hydroamination of Alkenes." Thèse, Université d'Ottawa / University of Ottawa, 2011. http://hdl.handle.net/10393/19895.

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Intermolecular reactions are inherently more difficult than intramolecular reactions, and several transformations can only occur as cyclizations, often to form 5-membered rings. The use of directing or tethering groups allowing preassociation with a reagent or catalyst is a common strategy to overcome such low reactivity, which can lead to increases in the rate, regioselectivity and stereoselectivity of intermolecular reactions. Typically, such preassociation involves hydrogen bonds, coordination to a metal ion/catalyst or stepwise installation of a temporary tether. As part of ongoing inve
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Liu, Xinyuan. "Gold (I) and platinum (II)-catalyzed hydroamination of alkenes and alkynes and related tandem reactions for synthesis of nitrogen-containing multi-cyclic ring compounds and chiral amines." Click to view the E-thesis via HKUTO, 2010. http://sunzi.lib.hku.hk/hkuto/record/B43911237.

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Lovelock, Sarah Lousie. "The development of novel biocatalysts for the asymmetric hydroamination of alkenes." Thesis, University of Manchester, 2014. https://www.research.manchester.ac.uk/portal/en/theses/the-development-of-novel-biocatalysts-for-the-asymmetric-hydroamination-of-alkenes(0ee38091-0f14-436f-bd83-d0cead9b3831).html.

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The research presented in this thesis describes the application of phenylalanine ammonia lyase from the bacteria Anabaena variabilis (AvPAL), as a biocatalyst for the asymmetric hydroamination of cinnamic acid derivatives. PALs from eukaryotic sources such as the plant Petroselinum crispum (PcPAL) and yeast Rhodotorula glutinis (RgPAL) have been widely used as biocatalysts for the synthesis of non-natural amino acids. For example the PAL catalyzed hydroamination of 2’-chlorocinnamic acid has been implemented by DSM Pharma Chemicals on a tonne scale. However, there are very few examples of prok
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Liu, Xinyuan, and 刘心元. "Gold (I) and platinum (II)-catalyzed hydroamination of alkenes and alkynes and related tandem reactions for synthesis of nitrogen-containing multi-cyclic ring compounds and chiral amines." Thesis, The University of Hong Kong (Pokfulam, Hong Kong), 2010. http://hub.hku.hk/bib/B43911237.

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Book chapters on the topic "Alkene Hydroamination"

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Julian, Lisa D. "Synthesis of Saturated Heterocycles via Metal-Catalyzed Alkene Hydroamination or Hydroalkoxylation Reactions." In Topics in Heterocyclic Chemistry. Springer Berlin Heidelberg, 2013. http://dx.doi.org/10.1007/7081_2013_105.

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Sitha, Sanyasi, and Linda L. Jewell. "Neutral-Neutral Direct Hydroamination Reactions of Substituted Alkenes: A Computational Study on the Markovnikov Selection Rule." In Chemistry for Sustainable Development. Springer Netherlands, 2011. http://dx.doi.org/10.1007/978-90-481-8650-1_23.

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Shi, Feng, and Xinjiang Cui. "N -Alkyl Amine Synthesis by Hydroamination of Alkene and Diene." In Catalytic Amination for N-Alkyl Amine Synthesis. Elsevier, 2018. http://dx.doi.org/10.1016/b978-0-12-812284-6.00003-2.

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"C-N Ring-forming Reactions by Transition Metal-catalyzed Intramolecular Alkene Hydroamination." In Organic Synthesis. John Wiley & Sons, Inc., 2006. http://dx.doi.org/10.1002/0470056312.ch16.

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Terada, M., and N. Momiyama. "Hydroamination of Alkenes." In Brønsted Base and Acid Catalysts, and Additional Topics. Georg Thieme Verlag KG, 2012. http://dx.doi.org/10.1055/sos-sd-205-00183.

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Horino, Yoshikazu, Young Kwan Kim, and Tom Livinghouse. "New Classes of Highly Active Non-Metallocene Group 3 Catalysts for Intramolecular Alkene Hydroamination, Pinacolborane Hydroboration and Hydrosilylation." In 19th International Congress on Heterocyclic Chemistry. Elsevier, 2003. http://dx.doi.org/10.1016/b978-0-08-044304-1.50057-5.

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Reznichenko, A. L., and K. C. Hultzsch. "Hydroamination of Simple Alkenes." In Stereoselective Synthesis 1 Stereoselective Reactions of Carbon—Carbon Double Bonds. Georg Thieme Verlag KG, 2011. http://dx.doi.org/10.1055/sos-sd-201-00362.

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Reznichenko, A. L., and K. C. Hultzsch. "Hydroamination of Strained Alkenes." In Stereoselective Synthesis 1 Stereoselective Reactions of Carbon—Carbon Double Bonds. Georg Thieme Verlag KG, 2011. http://dx.doi.org/10.1055/sos-sd-201-00376.

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Beweries, T., and U. Rosenthal. "Catalytic Hydroamination of Alkynes." In Compounds of Groups 7-3 (Mn..., Cr..., V..., Ti..., Sc..., La..., Ac...). Georg Thieme Verlag KG, 2011. http://dx.doi.org/10.1055/sos-sd-102-00056.

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Taber, Douglass F. "Alkaloid Synthesis: (–)-α-Kainic Acid (Cohen), Hyacinthacine A2 (Fox), (–)-Agelastatin A (Hamada), (+)-Luciduline (Barbe), (+)-Lunarine (Fan), (–)-Runanine (Herzon)." In Organic Synthesis. Oxford University Press, 2015. http://dx.doi.org/10.1093/oso/9780190200794.003.0058.

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The intramolecular ene cyclization is still little used in organic synthesis. Theodore Cohen of the University of Pittsburgh trapped (J. Org. Chem. 2011, 76, 7912) the cyclization product from 1 with iodine to give 2, setting the stage for an enantiospecific total synthesis of (–)-α-kainic acid 3. Intramolecular alkene hydroamination has been effected with transition metal catalysts. Joseph M. Fox of the University of Delaware isomerized (Chem. Sci. 2011, 2, 2162) 4 to the trans cyclooctene 5 with high diastereocontrol. Deprotection of the amine led to spontaneous cyclization, again with high diastereocontrol to hyacinthacine A2 6. Yasumasa Hamada of Chiba University devised (Org. Lett. 2011, 13, 5744) a catalyst system for the enantioselective aziridination of cyclopentenone 7. The product 8 was carried on to the tricyclic alkaloid (–)-agelastatin A 9. Guillaume Barbe, now at Novartis in Cambridge, MA, effected (J. Org. Chem. 2011, 76, 5354) the enantioselective Diels-Alder cycloaddition of acrolein 11 to the dihydropyridine 10. Ring-opening ring-closing metathesis later formed one of the carbocyclic rings of (+)-luciduline 13, and set the stage for an intramolecular aldol condensation to form the other. Chun-An Fan of Lanzhou University employed (Angew. Chem. Int. Ed. 2011, 50, 8161) a Cinchona-derived catalyst for the enantioselective Michael addition to prepare 14. Although 14 and 15 were only prepared in 77% ee, crystallization to remove the racemic component of a later intermediate led to (+)-lunarine 16 in high ee. Seth B. Herzon of Yale University used (Angew. Chem. Int. Ed. 2011, 50, 8863) the enantioselective Diels-Alder addition with 18 to block one face of the quinone 17. Reduction of 19 followed by methylation delivered an iminium salt, only one face of which was open for the addition of an aryl acetylide. Thermolysis to remove the cyclopentadiene gave an intermediate that was carried on to (+)-runanine 20.
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Conference papers on the topic "Alkene Hydroamination"

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Lavilla, Rodolfo, Federica Catti, Davide Bello, and Edgar Báguena. "Hydroamination of alkynes as a new source of Imines for Ugi MCRs - Scope and Limitations." In The 12th International Electronic Conference on Synthetic Organic Chemistry. MDPI, 2008. http://dx.doi.org/10.3390/ecsoc-12-01231.

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Merican, Zulkifli, Bao Khanh Vu, Vera A. Solovyeva, et al. "Fluorocarbon compatibilized gold-silica nanocomposites for recyclable regioselective hydroamination of alkynes in a fluorous biphasic system." In 4TH INTERNATIONAL CONFERENCE ON FUNDAMENTAL AND APPLIED SCIENCES (ICFAS2016). Author(s), 2016. http://dx.doi.org/10.1063/1.4968079.

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