Relevant bibliographies by topics / Allenic ketones

Academic literature on the topic 'Allenic ketones'

Author: Grafiati
Published: 10 December 2022
Last updated: 28 January 2023

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Journal articles on the topic "Allenic ketones"

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Bernard, Didier, and Alain Doutheau. "New preparation of α-allenic ketones." Tetrahedron Letters 26, no. 40 (January 1985): 4923–24. http://dx.doi.org/10.1016/s0040-4039(00)94986-4.

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Fan, Xuesen, Yan He, and Xinying Zhang. "Recent Advances in the Reactions of 1,2-Allenic Ketones and α-Allenic Alcohols." Chemical Record 16, no. 3 (May 27, 2016): 1635–46. http://dx.doi.org/10.1002/tcr.201500301.

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Tang, Xiaodong, Huanzhen Ni, and Yixin Lu. "Phosphine-catalyzed enantioselective [4 + 1] annulation of oxindoles with allenic ketones for the construction of spirocyclopentene oxindoles." Organic Chemistry Frontiers 8, no. 16 (2021): 4485–89. http://dx.doi.org/10.1039/d1qo00669j.

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Li, Shengxiao, Xin-Xing Wu, and Shufeng Chen. "Base-promoted direct synthesis of functionalized N-arylindoles via the cascade reactions of allenic ketones with indoles." Organic & Biomolecular Chemistry 17, no. 4 (2019): 789–93. http://dx.doi.org/10.1039/c8ob02921k.

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Wang, Qiang, Tao Zhang, Yunchang Fan, and Xuesen Fan. "Synthesis of functionalized cyclopentenes through allenic ketone-based multicomponent reactions." Organic & Biomolecular Chemistry 16, no. 45 (2018): 8854–58. http://dx.doi.org/10.1039/c8ob02259c.

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Crandall, Jack K., and Maher Mualla. "Reductive cyclizations of allenic ketones by dissolving metals." Tetrahedron Letters 27, no. 20 (1986): 2243–46. http://dx.doi.org/10.1016/s0040-4039(00)84497-4.

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Kanai, M., M. Shibasaki, D. Zhao, and K. Oisaki. "Reductive Aldol Reaction of Allenic Esters to Ketones." Synfacts 2007, no. 2 (February 2007): 0171. http://dx.doi.org/10.1055/s-2006-955837.

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Trifonov, Latchezar S., Alexander S. Orahovats, Anthony Linden, and Heinz Heimgartner. "Carbonyliron Complexation and Carbonyl Insertion of Allenic Ketones." Helvetica Chimica Acta 75, no. 6 (October 2, 1992): 1872–79. http://dx.doi.org/10.1002/hlca.19920750613.

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Wang, Qiang, Xiaonan Shi, Xinying Zhang, and Xuesen Fan. "A convenient synthesis of 1-aryl-1H-1,2,3-triazoles from aliphatic substrates." Org. Biomol. Chem. 15, no. 40 (2017): 8529–34. http://dx.doi.org/10.1039/c7ob02035j.

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Elsner, Petteri, Luca Bernardi, Giorgio Dela Salla, Jacob Overgaard, and Karl Anker Jørgensen. "Organocatalytic Asymmetric Conjugate Addition to Allenic Esters and Ketones." Journal of the American Chemical Society 130, no. 14 (April 2008): 4897–905. http://dx.doi.org/10.1021/ja710689c.

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Dissertations / Theses on the topic "Allenic ketones"

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Liu, Renmao. "Asymmetric Dihydroxylation and Aziridination of Allenes and Related Chemistry." BYU ScholarsArchive, 2007. https://scholarsarchive.byu.edu/etd/899.

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A novel method for asymmetric synthesis of α-hydroxy ketone with excellent regio- and stereoselectivity has been established by the systematic investigation of asymmetric dihydroxylation of allenes. The efficiency of kinetic resolution of racemic allenes was also investigated by using the AD reaction on both 1,3-disubstituted and trisubstituted allenes. Steric effects, electronic effects and allene substitution are also discussed. Aziridines were formed by copper-catalyzed intramolecular nitrene addition to alkenes. The carbamate group was used as the tether between the alkene and the nitrene. Subsequent nucleophilic attack of the aziridine was accomplished using RSH, R2NH, N3-,or ROH as the nucleophile. This addition was found to be regio- and stereoselective. This methodology has provided a new strategy for the stereoselective construction of three adjacent functional groups, in particular the 1,2 diamino-3-hydroxy unit. The rhodium-catalyzed intramolecular aziridination of allenic N-sulfonyloxy carbamates has been established. Efficient ring opening of these bicyclic compounds may provide synthetic utility in organic chemistry. The intramolecular aziridination of allenic sulfamate esters was tested on a single example to afford in situ a ring opened product.
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Tellier, Frédérique. "Synthese et reactivite de dienes, enynes et styrenes fluores." Paris 6, 1986. http://www.theses.fr/1986PA066521.

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Lloyd, Natoiya Dee Rayette. "Synthesis of allenic ketones and the role of yeast in their conversion to damascenone." Thesis, 2013. http://hdl.handle.net/2440/86744.

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The thesis describes the formation of damascenone during fermentation conditions from potential ketone precursors. An introduction to the thesis and aims of the study are described in Chapter 1, the synthesis of the precursors is detailed in Chapter 2, identification of the precursors as natural products and hydrolysis studies are included in Chapter 3, fermentation studies are detailed in Chapters 4 and the damascenone stability studies are in Chapter 5. Chapter 2 describes the synthesis of megastigma-4,6,7-triene-3,9-dione (26) and 3-hydroxymegastigma-4,6,7-trien-9-one (27) from the common starting material, 4-oxoisophorone as well as the synthesis of 9-hydroxymegastigma-4,6,7-trien-3-one (28) from diketone 26. The allene 3-tert-butyldimethylsilyloxy-9-hydroxymegastigma-4,6,7-triene (29) was synthesised first and this was then used to produce ketones 26 and 27. The synthesis of 26 occurred in two steps from the silylated allene diol 29 which involved deprotection, followed by a Dess-Martin oxidation. The synthesis of ketone 27 was achieved by a Dess-Martin oxidation of the silylated allene diol 29 followed by deprotection using TBAF. The ketone 28 was synthesised by a selective reduction of 26. Chapter 3 covers the identification of the ketones 26 and 28 as natural products. It describes the hydrolysis studies performed with ketone 27 in model wine and includes a discussion as to why 27 was not seen in grape juice or honey extracts, in contrast to the analogues 26 and 28. The fermentation study involving the synthesised ketones 26, 27 and 28 is discussed in Chapter 4. The fermentation studies demonstrate that damascenone can be formed by the action of yeast during fermentation, from precursors 26, 27 and 28. The results emphasise that the presence of yeast is essential for the conversion. The concentration of damascenone at the end of fermentation was also shown to be dependent on the yeast strain. Yeast strain AWRI 796 showed to be more efficient in the formation of damascenone compared to yeast strain AWRI 1537. The final section of the thesis (Chapter 5) details the stability of damascenone during fermentation. A substantial loss of damascenone was observed during fermentation and the factors involved were further explored. The possible contributing factors included the loss of damascenone through the action of yeast metabolism, loss from reaction with components in the model or real juice and loss via evaporation of damascenone via the ferment flask during fermentation.
Thesis (Ph.D.) -- University of Adelaide, School of Agriculture, Food and Wine, 2013
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Wang, Shu-Huei, and 王淑惠. "Synthesis of Pyrazoles and Isoxazoles from Allenyl Ketones and A New Additional Reaction for Synthesis of b-Halo Ketones." Thesis, 2005. http://ndltd.ncl.edu.tw/handle/85930026189372885183.

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博士
淡江大學
化學學系博士班
93
Part I: Pyrazole and Isoxazole are well-known as useful synthetic intermediates and important structural units which are widely observed in natural products and biological active molecules. Several methods for synthesis of isoxazoles have been developed and reported and the cyclocondensation reaction of b-diketone with hydroxylamine is one of the most common used method. The limitation of this method is the unsymmetrical b-dicarbonyl compounds can not be prepared regioselectively. The condensation reactions of oxime dianions with esters provide a regioselective accesses to generate b-keto oximes, which then undergo cyclodehydrations to afford isoxazoles. We wish to report a new synthetic method which improves and permits a variety of substituted pyrazoles and isoxazoles are easily prepared. Pyrazoles were synthesized from a reaction mixture of hydrazine dihydrochloride, sodium methylate and allenyl ketone in anhydrous N, N-dimethylformamide at room temperature. Isoxazoles were synthesized from a reaction mixture of hydroxylamine hydrochloride, cesium carbonate and allenyl ketone in anhydrous dimethyl sulfoxide at room temperature. Part II: b-Halo carbonyl compounds are potentially biologically active molecules and important synthetic intermediates in organic synthesis. Recently, our laboratory reported a simple and an effective method for synthesis of a,b-unsaturated ketone which is an useful synthetic precursor for preparation of a,b-unsaturated ketone. A reaction mixture of a,b-unsaturated ketone, boron trichloride and ethylene glycol in dichloromethane was stirred at 0oC and b-chloro ketone was produced in high yield. The b-bromo ketone was obtained as the major product when a reaction mixture of a,b-unsaturated ketone , boron tribromide and ethylene glycol in dichloromethane was stirred at 0oC after 0.5h.
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Marx, Vanessa. "Development of the Interrupted Nazarov Cyclization of Allenyl Vinyl Ketones, with Application to the Total Synthesis of the Cyclooctane Natural Product Roseadione." 2011. http://hdl.handle.net/10222/13885.

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The development of the interrupted Nazarov cyclization of allenyl vinyl ketones is presented. The intermediate oxyallyl cation, derived from an allenyl vinyl ketone, may be trapped efficiently by a divergent array of nucleophilic species generating functionalized cyclopent-2-enone products. Allenyl vinyl ketones are also a versatile source of cyclic molecules via a tandem reaction sequence terminated via reaction with acyclic dienes, cyclic dienes, aza-heterocycles, electron-rich alkenes, or styrenes by the formation of an additional ring by a [4 + 3] and/or [3 + 2] cyclization or by the formation of one additional carbon-carbon bond. The bicyclic compounds generated by these processes are densely substituted, and would be difficult to access as succinctly in other ways. The products of these interrupted Nazarov reactions generally reflect excellent regio- and stereoselectivity in the trapping reaction. In some instances, equilibrating conditions were shown to enhance the proportion of one product at the expense of another or to provide a different carbon skeleton. This process appears fairly general, and can be conducted with unsubstituted or alkyl, aromatic, or heteroaromatic allenyl vinyl ketones. The exceptional affinity of allenyl vinyl ketones to undergo interrupted Nazarov reactions is likely a result of the increased longevity of the intermediate oxyallyl cation, due in part to the increased resonance stabilization provided by the allene unit. The high regioselectivity noted in the trapping process was computationally and experimentally confirmed to be a result of a localization of the positive charge in the intermediate oxyallyl cation. The application of this recently developed methodology towards the synthesis of the natural product (+)-roseadione is also described. The tandem Nazarov/[4 + 3] cascade of allenyl vinyl ketones provides a unique manner in which to access the tricyclic core of this cyclooctanoid natural product, a molecule which, to date, has never been synthesized.
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Moulins, Jonathan. "Synthesis of Heterocycles via Chemoselective Geminal Acylation of 2-Methoxyoxazolidines, E/Z Isomerization in the Metathesis of Allyl Alcohol Derivatives with a First-Generation Ruthenium Catalyst, and Interception of Nazarov Reaction Intermediates of Allenyl Vinyl Ketones with Arenes." 2013. http://hdl.handle.net/10222/37454.

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Heterocycles were prepared through the geminal acylation of 2-methoxyoxazolidines with 1,2-bis(trimethylsilyloxy)cyclobutene. It was found that when water was excluded from the standard reaction conditions, regioselectivity of the ring expansion step was reversed, resulting in preferential rupturing of the endocyclic C-O bond instead of the C-N bond. Further cyclization resulted in the generation of 6,5-fused ring systems. The aqueous procedure was found to be applicable to 1,2-bis(trimethylsilyloxy)cyclopentene, resulting in the analogous 6,6-fused ring systems, while the anhydrous procedure failed to promote ring expansion. Tricyclic 6,5,6-fused ring systems were obtained with meso-7,8-bis(trimethylsilyloxy)bicyclo[4.2.0]oct-7-ene using the anhydrous procedure, while the intermediate generated under aqueous conditions failed to undergo ring closing. Allylic alcohol derivatives were subjected to homodimerization in the presence of a first-generation ruthenium catalyst. Previous work suggested that thermodynamic equilibration to the E-isomer was not a significant process for first-generation catalysts. However, product E/Z ratios were, in general, observed to increase significantly over time. In addition, an atmosphere of ethylene promoted reversion to the terminal olefins, leading to rapid E/Z equilibration, albeit at the expense of yield. Brief exposure to ethylene over the course of reaction resulted in a high E/Z ratio in a moderate yield. A 6,6,5-fused ring system was synthesized via the tandem Nazarov cyclization-intramolecular Friedel-Crafts alkylation of the corresponding allenyl vinyl ketone. The presence of electron donating substituents on the arene, as well as a two-carbon tether linking the arene to the allenyl vinyl ketone, were crucial to the success of the reaction. The intermolecular trapping of an allenyl vinyl ketone with substituted arenes was also investigated. Trapping occurred primarily at the electronically preferred position a, while sterically encumbered substrates tended to trap preferentially at the less hindered position c. Surprisingly, 1,3,5-trisubstituted arenes trapped almost exclusively at position a, having overcome significant steric crowding, demonstrated by hindered rotation about the newly formed carbon-carbon bond.
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Books on the topic "Allenic ketones"

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Klepper, Joerg, and Baerbel Leiendecker. Glut1 Deficiency. Oxford University Press, 2016. http://dx.doi.org/10.1093/med/9780199972135.003.0005.

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Glut1 Deficiency (Glut1D, OMIM #606777) is caused by impaired glucose transport into the brain. The resulting cerebral “energy crisis” causes intractable seizures, developmental delay, and a complex movement disorder. The diagnosis is based on clinical features, low CSF glucose and/or mutations in the SLC2A1 gene. Paroxysmal exertion-induced dystonia (PED) and hereditary cryohydrocytosis have been described as allelic variants. Adults are increasingly being recognized through family pedigrees. The condition is effectively treatable by mimicking the metabolic state of fasting. High-fat carbohydrate-restricted ketogenic diets generate ketones that serve as an alternative fuel for the brain. In adults with Glut1D, novel modified ketogenic diets can be used, allowing more carbohydrates and greater palatability and compliance.
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Book chapters on the topic "Allenic ketones"

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Figadre, B., and X. Franck. "Synthesis from Allenes." In Ketones, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-026-00321.

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Tius, M. A. "With Ketones." In Cumulenes and Allenes, 1. Georg Thieme Verlag KG, 2008. http://dx.doi.org/10.1055/sos-sd-044-00308.

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Salan, J. "Isomerization of Allene Oxides." In Ketones, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-026-00463.

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Salan, J. "Rearrangement of Allene Oxides." In Ketones, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-026-00530.

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Gandon, V., and M. Malacria. "Dehydration of Ketones." In Cumulenes and Allenes, 1. Georg Thieme Verlag KG, 2008. http://dx.doi.org/10.1055/sos-sd-044-00209.

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Tius, M. A. "With Allenyl Ethers and Ketones." In Cumulenes and Allenes, 1. Georg Thieme Verlag KG, 2008. http://dx.doi.org/10.1055/sos-sd-044-00292.

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Marsden, S. P. "Transition-Metal-Catalyzed Addition of Aryl Halides and Carbon Monoxide to Allenes." In Ketones, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-026-01037.

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Ogasawara, M. "Wittig Reaction of Aldehydes or Ketones with Allenylidenephosphoranes." In Cumulenes and Allenes, 1. Georg Thieme Verlag KG, 2008. http://dx.doi.org/10.1055/sos-sd-044-00071.

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Ogasawara, M. "Horner–Emmons-Type Reactions of Aldehydes or Ketones." In Cumulenes and Allenes, 1. Georg Thieme Verlag KG, 2008. http://dx.doi.org/10.1055/sos-sd-044-00073.

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Brandsma, Lambert. "Reactions with Aldehydes and Ketones." In Synthesis of Acetylenes, Allenes and Cumulenes, 119–34. Elsevier, 2004. http://dx.doi.org/10.1016/b978-012125751-4/50006-0.

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Conference papers on the topic "Allenic ketones"

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Poynter, M. E., J. L. Ather, L. F. Reed, M. L. T. Barup, and M. M. Mank. "Ketone Body Augmentation Decreases Methacholine Hyperresponsiveness in a Mouse Model of House Dust Mite-Induced Allergic Asthma." In American Thoracic Society 2020 International Conference, May 15-20, 2020 - Philadelphia, PA. American Thoracic Society, 2020. http://dx.doi.org/10.1164/ajrccm-conference.2020.201.1_meetingabstracts.a1297.

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