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Journal articles on the topic 'Β-aminoketones'

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1

Fraser, David S., Sheldon B. Park та J. Michael Chong. "Diastereoselective reduction of α-aminoketones: Synthesis of anti- and syn-β-aminoalcohols". Canadian Journal of Chemistry 82, № 2 (2004): 87–101. http://dx.doi.org/10.1139/v03-165.

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Reduction of N-t-BOC-protected-N-alkyl α-aminoketones with LiEt3BH or Li(s-Bu)3BH furnishes protected syn-β-aminoalcohols with high selectivities. In contrast, removal of the BOC group followed by reduction of the aminoketone gives anti-β-aminoalcohols with variable selectivities. With aromatic ketones, selectivities are typically high while aliphatic ketones show mediocre to high selectivities depending on steric considerations.Key words: β-aminoalcohol, diastereoselective reduction.
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2

Deng, Guisheng, Honghua Mo, Jing Luo, and Jingyuan Zou. "Highly diastereoselective Mannich-type reaction of titanium enolate derived from 2′-hydroxypropiophenone." Canadian Journal of Chemistry 90, no. 6 (2012): 542–50. http://dx.doi.org/10.1139/v2012-027.

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Mannich-type addition of the titanium enolate derived from 2′-hydroxypropiophenone to N-tosylimines provided the corresponding β-aminoketones in good to excellent yields (60%–90%) and with >99 : <1 anti diastereoselectivity. A model for synthesis of anti β-aminoketone as a predominant isomer based on the titanium enolate has been developed. High anti selectivity is not independent of the electron-donating and electron-withdrawing groups on the phenyl ring of the N-tosylimines. Noteworthy is the observation that the influence of a second Lewis acid on the Mannich-type reaction based on th
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3

Gevorgyan, G. A., A. G. Agababyan та O. L. Mndzhoyan. "Chemical Reactions of β-Aminoketones". Russian Chemical Reviews 54, № 5 (1985): 495–514. http://dx.doi.org/10.1070/rc1985v054n05abeh003079.

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4

Chandrashaker, Vanampally, Marcin Ptaszek, Masahiko Taniguchi, and Jonathan S. Lindsey. "Synthesis of diverse acyclic precursors to pyrroles for studies of prebiotic routes to tetrapyrrole macrocycles." New Journal of Chemistry 40, no. 10 (2016): 8786–808. http://dx.doi.org/10.1039/c6nj02048h.

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Some 50 ketones, β-diketones, β-ketoesters and α-aminoketones have been prepared for studies of the formation of trisubstituted pyrroles equipped for self-condensation leading to tetrapyrrole macrocycles.
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5

Hammouda, Mohamed M., та Khaled M. Elattar. "Recent progress in the chemistry of β-aminoketones". RSC Advances 12, № 38 (2022): 24681–712. http://dx.doi.org/10.1039/d2ra03864a.

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6

SanMartín, Raúl, Eduardo Martínez de Marigorta та Esther Domínguez. "A convenient alternative route to β-aminoketones". Tetrahedron 50, № 7 (1994): 2255–64. http://dx.doi.org/10.1016/s0040-4020(01)85083-3.

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7

Fu, Rui, Yu Liu, Tao Wu та ін. "Metal-free synthesis of β-aminoketones by the reductive hydroamination of ynones". Chemical Communications 58, № 21 (2022): 3525–28. http://dx.doi.org/10.1039/d2cc00169a.

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This paper describes a cascade method for the synthesis of β-aminoketones through the reductive hydroamination of alkynes under metal-free conditions. This process can be applied to synthesis of drug molecules including Proroxan and Propipocaine.
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8

Seebacher, Werner, Michael Hoffelner, Ferdinand Belaj, et al. "Formation of 5-Aminomethyl-2,3-dihydropyridine-4(1H)-ones from 4-Amino-tetrahydropyridinylidene Salts." Molecules 28, no. 19 (2023): 6869. http://dx.doi.org/10.3390/molecules28196869.

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Various 4-aminotetrahydropyridinylidene salts were treated with aldehydes in an alkaline medium. Their conversion to 5-substituted β-hydroxyketones in a one-step reaction succeeded only with an aliphatic aldehyde. Instead, aromatic aldehydes gave 5-substituted β-aminoketones or a single δ-diketone. The new compounds were characterized using spectroscopic methods and a single crystal structure analysis. Some of them showed anticancer and antibacterial properties.
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9

Muralev, A. E., S. S. Mochalov, U. A. Barbalat та N. P. Kuz’mina. "Synthesis and photoluminescent properties of benzodioxan β-aminoketones". Moscow University Chemistry Bulletin 64, № 4 (2009): 214–18. http://dx.doi.org/10.3103/s0027131409040087.

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10

Simplício, Ana Luísa, John M. Clancy та John F. Gilmer. "β-Aminoketones as prodrugs with pH-controlled activation". International Journal of Pharmaceutics 336, № 2 (2007): 208–14. http://dx.doi.org/10.1016/j.ijpharm.2006.11.055.

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11

Li, Yang, and Wentao Gao. "Synthesis of 3-(quinolin-2-yl)- and 3,6-bis(quinolin-2-yl)-9H-carbazoles." Beilstein Journal of Organic Chemistry 6 (October 8, 2010): 966–72. http://dx.doi.org/10.3762/bjoc.6.108.

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A simple and efficient synthesis of novel 3-(quinolin-2-yl)- and 3,6-bis(quinolin-2-yl)-9H-carbazoles, utilizing sodium ethoxide as a catalyst via a Friedländer condensation reaction between 3-acetyl-9-ethyl-9H-carbazole or 3,6-diacetyl-9-ethyl-9H-carbazole and β-aminoaldehydes or β-aminoketones is described. All of the title compounds were obtained in good yields of 52–72% and their structures were confirmed by IR, 1H NMR, MS, and elemental analysis.
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12

R. Waghmare, Smita, Manisha D. Deokate та Pradeep D. Lokhande. "Ammonium Chloride Promoted Synthesis of β-Aminoketones". Organic Preparations and Procedures International 54, № 1 (2021): 65–78. http://dx.doi.org/10.1080/00304948.2021.1994288.

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13

SANMARTIN, R., E. MARTINEZ DE MARIGORTA та E. DOMINGUEZ. "ChemInform Abstract: A Convenient Alternative Route to β-Aminoketones." ChemInform 25, № 29 (2010): no. http://dx.doi.org/10.1002/chin.199429136.

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14

Mancuso, Vincent, та Claude Hootelé. "A new efficient synthesis of β-aminoketones via Δ4-isoxazolines." Tetrahedron Letters 29, № 46 (1988): 5917–18. http://dx.doi.org/10.1016/s0040-4039(00)82225-x.

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15

Lampkins, Andrew J, Yan Li, Alexandre Al Abbas, Khalil A Abboud, Ion Ghiviriga та Ronald K Castellano. "Assessable Consequences of Through-Bond Donor–Acceptor Interactions in β-Aminoketones". Chemistry - A European Journal 14, № 5 (2008): 1452–63. http://dx.doi.org/10.1002/chem.200701220.

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16

Chai, David I., Laura Hoffmeister та Mark Lautens. "Synthesis of 2-Oxazolones and α-Aminoketones via Palladium-Catalyzed Reaction of β,β-Dibromoenamides". Organic Letters 13, № 1 (2011): 106–9. http://dx.doi.org/10.1021/ol102634c.

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17

Schekina, M. P., A. A. Anis’kov та I. N. Klochkova. "Synthesis of Polyheteroatomic Compounds Hydroazole and Hydroazine Series Based on β-aminoketones". Izvestiya of Saratov University. New Series. Series: Chemistry. Biology. Ecology 12, № 3 (2012): 7–13. http://dx.doi.org/10.18500/1816-9775-2012-12-3-7-13.

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18

Miao, Changqing, Liya Jiang, Lanhui Ren та ін. "Iodine-catalyzed coupling of β-hydroxyketones with aromatic amines to form β-aminoketones and Benzo[h]quinolones". Tetrahedron 75, № 14 (2019): 2215–28. http://dx.doi.org/10.1016/j.tet.2019.02.041.

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19

Chai, David I., Laura Hoffmeister та Mark Lautens. "ChemInform Abstract: Synthesis of 2-Oxazolones and α-Aminoketones via Palladium-Catalyzed Reaction of β,β-Dibromoenamides." ChemInform 42, № 16 (2011): no. http://dx.doi.org/10.1002/chin.201116120.

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20

Aoyama, Toyohiko, Yoshiyuki Hari та Takuya Yokoyama. "Synthesis of 3-Substituted 3-(Trimethylsiloxy)pyrrolidines from β-Aminoketones and Lithium Trimethylsilyldiazomethane". HETEROCYCLES 80, № 1 (2010): 679. http://dx.doi.org/10.3987/com-09-s(s)70.

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21

Stainforth, Nikki E., Gary A. Cutting, Matthew P. John та Michael C. Willis. "Direct catalytic diastereoselective Mannich reactions: the synthesis of protected α-hydroxy-β-aminoketones". Tetrahedron: Asymmetry 20, № 6-8 (2009): 741–43. http://dx.doi.org/10.1016/j.tetasy.2009.03.026.

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22

Gadhwal, S., M. Baruah, D. Prajapati та J. S. Sandhu. "ChemInform Abstract: Microwave-Assisted Regioselective Synthesis of β-Aminoketones via the Mannich Reaction." ChemInform 31, № 25 (2010): no. http://dx.doi.org/10.1002/chin.200025093.

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23

Gomtsyan, Arthur. "Direct Synthesis of β-Aminoketones from Amides via Novel Sequential Nucleophilic Substitution/Michael Reaction†". Organic Letters 2, № 1 (2000): 11–13. http://dx.doi.org/10.1021/ol9911122.

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24

Gomtsyan, Arthur, Robert J. Koenig та Chih-Hung Lee. "Novel Sequential Process fromN-Methoxyamides and Vinyl Grignard Reagents: New Synthesis of β-Aminoketones." Journal of Organic Chemistry 66, № 21 (2001): 7235. http://dx.doi.org/10.1021/jo0129475.

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25

Gomtsyan, Arthur, Robert J. Koenig та Chih-Hung Lee. "Novel Sequential Process fromN-Methoxyamides and Vinyl Grignard Reagents: New Synthesis of β-Aminoketones". Journal of Organic Chemistry 66, № 10 (2001): 3613–16. http://dx.doi.org/10.1021/jo0057497.

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26

Makarova, N. V., E. I. Boreko, I. K. Moiseev та ін. "ChemInform Abstract: Antiviral Activity of Adamantyl-Containing β-Aminoketones and Enaminoketones and Their Derivatives." ChemInform 33, № 2 (2010): no. http://dx.doi.org/10.1002/chin.200202099.

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27

Sukach, Volodymyr A., Nataliya M. Golovach, Volodymyr V. Pirozhenko, Eduard B. Rusanov та Mykhaylo V. Vovk. "Convenient enantioselective synthesis of β-trifluoromethyl-β-aminoketones by organocatalytic asymmetric Mannich reaction of aryl trifluoromethyl ketimines with acetone". Tetrahedron: Asymmetry 19, № 6 (2008): 761–64. http://dx.doi.org/10.1016/j.tetasy.2008.02.023.

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28

Tarannum, Saima, та Zeba N. Siddiqui. "Lanthanum immobilized on chitosan: a highly efficient heterogeneous catalyst for facile synthesis of novel (α,β-unsaturated) β-aminoketones". Applied Organometallic Chemistry 30, № 6 (2016): 473–80. http://dx.doi.org/10.1002/aoc.3457.

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29

Zhang, Min, Biao Xiong, Wei Yang та ін. "Highly Efficient One-Pot, Three-Component Synthesis of β-Aminoketones Catalyzed by Fe(O2CCF3)3". Synthetic Communications 42, № 19 (2012): 2831–43. http://dx.doi.org/10.1080/00397911.2011.569866.

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30

Ozturkcan, S. Arda, Kadir Turhan, Zuhal Turgut, Mehmet Karadayi та Medine Gulluce. "Ultrasonic synthesis, characterization of β-aminoketones by bismuth(III) triflate and determination of antigenotoxic properties". Toxicology and Industrial Health 31, № 10 (2013): 911–19. http://dx.doi.org/10.1177/0748233713484649.

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31

Devocelle, Marc, Francine Agbossou та André Mortreux. "Asymmetric Hydrogenation of α, β, and γ-Aminoketones Catalyzed by Cationic Rhodium(I){AMPP} Complexes". Synlett 1997, № 11 (1997): 1306–8. http://dx.doi.org/10.1055/s-1997-1004.

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32

Gevorgyan, G. A., N. Z. Hakobyan, S. S. Hovakimyan, A. G. Melkonyan та G. A. Panosyan. "Synthesis and Biological Activity of β-Aminoketones, Secondary Aminopropanols and Oximes of 2-Aminothiophene Series". Russian Journal of General Chemistry 89, № 11 (2019): 2328–32. http://dx.doi.org/10.1134/s1070363219110264.

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33

Mousavi, Mir Rasul, Nourallah Hazeri, Malek Taher Maghsoodlou, Sajjad Salahi та Sayyed Mostafa Habibi-Khorassani. "Entirely green protocol for the synthesis of β-aminoketones using saccharose as a homogenous catalyst". Chinese Chemical Letters 24, № 5 (2013): 411–14. http://dx.doi.org/10.1016/j.cclet.2013.03.022.

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34

Hari, Yoshiyuki, Takuya Yokoyama та Toyohiko Aoyama. "ChemInform Abstract: Synthesis of 3-Substituted 3-(Trimethylsiloxy)pyrrolidines from β-Aminoketones and Lithium Trimethylsilyldiazomethane." ChemInform 41, № 21 (2010): no. http://dx.doi.org/10.1002/chin.201021108.

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35

Millet, Renaud, Annika M. Träff, Michiel L. Petrus та Jan-E. Bäckvall. "Enantioselective Synthesis ofsyn- andanti-1,3-Aminoalcohols via β-Aminoketones and Subsequent Reduction/Dynamic Kinetic Asymmetric Transformation". Journal of the American Chemical Society 132, № 43 (2010): 15182–84. http://dx.doi.org/10.1021/ja107857v.

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36

Weigel, Wilfried, Sabine Schiller та Hans-Georg Henning. "Stereoselective photocyclization to 2-aminocyclopropanols by photolysis of β-aminoketones and oxidative ring opening to enaminones". Tetrahedron 53, № 23 (1997): 7855–66. http://dx.doi.org/10.1016/s0040-4020(97)00459-6.

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37

Ye, Zhishi, та Mingji Dai. "An Umpolung Strategy for the Synthesis of β-Aminoketones via Copper-Catalyzed Electrophilic Amination of Cyclopropanols". Organic Letters 17, № 9 (2015): 2190–93. http://dx.doi.org/10.1021/acs.orglett.5b00828.

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38

Song, Gonghua, Yanqing Peng, Ruiling Dou та Jun Jiang. "Dramatically Accelerated Synthesis of β-Aminoketones via Aqueous Mannich Reaction under Combined Microwave and Ultrasound Irradiation". Synlett, № 14 (2005): 2245–47. http://dx.doi.org/10.1055/s-2005-872246.

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39

Gomtsyan, Arthur. "ChemInform Abstract: Direct Synthesis of β-Aminoketones from Amides via Novel Sequential Nucleophilic Substitution/Michael Reaction." ChemInform 31, № 15 (2010): no. http://dx.doi.org/10.1002/chin.200015093.

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40

Barluenga, José, Noelia Quiñones, María-Paz Cabal, Fernando Aznar та Carlos Valdés. "Tosylhydrazide-Promoted Palladium-Catalyzed Reaction of β-Aminoketones witho-Dihaloarenes: Combining Organocatalysis and Transition-Metal Catalysis". Angewandte Chemie International Edition 50, № 10 (2011): 2350–53. http://dx.doi.org/10.1002/anie.201006996.

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41

Barluenga, José, Noelia Quiñones, María-Paz Cabal, Fernando Aznar та Carlos Valdés. "Tosylhydrazide-Promoted Palladium-Catalyzed Reaction of β-Aminoketones witho-Dihaloarenes: Combining Organocatalysis and Transition-Metal Catalysis". Angewandte Chemie 123, № 10 (2011): 2398–401. http://dx.doi.org/10.1002/ange.201006996.

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42

Dorababu, Atukuri, Ravindra R. Kamble, Pramod P. Kattimani, Mahadevappa Y. Kariduraganavar та Atulkumar A. Kamble. "ChemInform Abstract: Ceric Ammonium Nitrate Catalyzed Stereoselective Synthesis of β-Aminoketones Using 3-Aryl-4-formylsydnones." ChemInform 45, № 44 (2014): no. http://dx.doi.org/10.1002/chin.201444138.

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43

Jian-Fen, Fan, Wang Qiu-Xia та Lu Yun-Xiang. "Theoretical study on the optical activities of the final products in the enantioselective reductions of β-aminoketones". Journal of Molecular Structure: THEOCHEM 674, № 1-3 (2004): 49–53. http://dx.doi.org/10.1016/j.theochem.2003.12.050.

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44

Peng, Jin-Bao, Fu-Peng Wu, Da Li та ін. "Palladium-Catalyzed Regioselective Carbonylative Coupling/Amination of Aryl Iodides with Unactivated Alkenes: Efficient Synthesis of β-Aminoketones". ACS Catalysis 9, № 4 (2019): 2977–83. http://dx.doi.org/10.1021/acscatal.9b00774.

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45

SIVOVA, N. V., та A. D. SHUTALEV. "ChemInform Abstract: Synthesis of N-Ethoxycarbonyl-β-aminoketones - Key Products for Preparation of N-Containing Heterocyclic Compounds." ChemInform 26, № 38 (2010): no. http://dx.doi.org/10.1002/chin.199538124.

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46

Gomtsyan, Arthur, Robert J. Koenig та Chih-Hung Lee. "ChemInform Abstract: Novel Sequential Process from N-Methoxyamides and Vinyl Grignard Reagents: New Synthesis of β-Aminoketones." ChemInform 32, № 38 (2010): no. http://dx.doi.org/10.1002/chin.200138086.

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47

Mousavi, Mir Rasul, Nourallah Hazeri, Malek Taher Maghsoodlou, Sajjad Salahi та Sayyed Mostafa Habibi-Khorassani. "ChemInform Abstract: Entirely Green Protocol for the Synthesis of β-Aminoketones Using Saccharose as a Homogenous Catalyst." ChemInform 44, № 46 (2013): no. http://dx.doi.org/10.1002/chin.201346076.

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48

DEVOCELLE, M., F. AGBOSSOU та A. MORTREUX. "ChemInform Abstract: Asymmetric Hydrogenation of α, β, and γ-Aminoketones Catalyzed by Cationic Rhodium(I){AMPP} Complexes." ChemInform 29, № 9 (2010): no. http://dx.doi.org/10.1002/chin.199809030.

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49

Addadi, Khadidja, Khaled Sekkoum, Nasser Belboukhari, Abdelkrim Cheriti та Hassan Y. Aboul-Enein. "Screening Approach for Chiral Separation of β-Aminoketones by HPLC on Various Polysaccharide-Based Chiral Stationary Phases". Chirality 27, № 5 (2015): 332–38. http://dx.doi.org/10.1002/chir.22434.

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50

Zhang, Min, Biao Xiong, Wei Yang та ін. "ChemInform Abstract: Highly Efficient One-Pot, Three-Component Synthesis of β-Aminoketones Catalyzed by Fe(O2CCF3)3." ChemInform 43, № 52 (2012): no. http://dx.doi.org/10.1002/chin.201252068.

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