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有機生命化学研究室

研究成果

論文・出版物 (2021.4.26現在)

2021年

  • "Ni-Catalyzed Direct Carboxylation of Propargylic Alcohols with Carbon Dioxide",
    Y. Luo, B. Chan, T. Fukuda, G. Onodera, M. Kimura, Synlett, Vol. 2021, in press (2021). IF 2.006
    [DOI:10.1055/a-1336-8034]
  • "Lamellarin 14, a Derivative of Marine Alkaloids, Inhibits the T790M/C797S Mutant Epidermal Growth Factor Receptor",
    N. Nishiya, Y. Oku, C. Ishikawa, T. Fukuda, S. Dan, T. Mashima, M. Ushijima, Y. Furukawa, Y. Sasaki, K. Otsu, T. Sakyo, M. Abe, H. Yonezawa, F. Ishibashi, M. Matsuura, A. Tomida, H. Seimiya, T. Yamori, M. Iwao, Y. Uehara, Cancer Science, Vol. 99, in press (2021). IF 4.966
    [DOI:10.1111/cas.14839]
  • "Divergent Total Synthesis of Azalamellarins D and N",
    T. Fukuda, S. Okutani, M. Sumi, K. Miyagi, G. Onodera, M. Kimura, Heterocycles, Vol. 103, No. 2, pp. 860-875 (2021). IF 0.668
    [DOI:10.3987/COM-20-S(K)53]
  • "Ni-Catalyzed Direct Carboxylation of Propargylic Alcohols with Carbon Dioxide",
    T. Yamahira, G. Onodera, T. Fukuda, M. Kimura, Chemistry Letters, Vol. 50, No. 5, pp. 853-855 (2021-5). IF 1.361
    [DOI:10.1246/cl.210008]
  • "Synthesis and evaluation of azalamellarin N and its A-ring-modified analogues as non-covalent inhibitors of the EGFR T790M/L858R mutant",
    T. Fukuda, M. Anzai, A. Nakahara, K. Yamashita, K. Matsukura, F. Ishibashi, Y. Oku, N. Nishiya, Y. Uehara, M. Iwao, Bioorganic and Medicinal Chemistry, Vol. 34, p. 116039 (2021-3). IF 3.073
    [DOI:10.1016/j.bmc.2021.116039]
  • "Concise synthesis and in vitro anticancer activity of benzo[g][1]benzopyrano[4,3-b]indol-6(13H)-ones (BBPIs), topoisomerase I inhibitors based on the marine alkaloid lamellarin",
    F. Ishibashi, T. Fukuda, S. Zha, A. Hashirano, S. Hirao, M. Iwao, Bioscience, Biotechnology, and Biochemistry, Vol. 85, No. 1, pp. 181-191 (2021-1). IF 1.516
    [DOI:10.1093/bbb/zbaa028]
  • "Hydride Affinities for Main-Group Hydride Reductants: Assessment of Density Functionals and Trends in Reactivities",
    B. Chan, Y. Luo, M. Kimura, The Journal of Physical Chemistry A, Vol. 125, No. 3, pp. 835-842 (2021-1). IF 2.600
    [DOI:10.1021/acs.jpca.0c10543]

2020年

  • "Direct benzylation of amines with benzylic alcohols catalyzed by palladium/phosphine-borane catalyst system",
    G. Onodera, H. Kumagae, D. Nakamura, T. Hayasaki, T. Fukuda, M. Kimura, Tetrahedron Letters, Vol. 61, No. 47, p. 152537 (2020-11). IF 2.275
    [DOI:10.1016/j.tetlet.2020.152537]
  • "Oxidative Hydroxylation of Aryl Boronic Acid Catalyzed by Co-porphyrin Complexes via Blue-Light Irradiation"
    A. A. Atia, M. Kimura, Catalysts, Vol. 10, No. 11, p. 1262 (2020-10). IF 3.520
    [DOI:10.3390/catal10111262][NAOSITE (http://hdl.handle.net/10069/40396)]
  • "Enantioselective Ring-Closing C–H Amination of Urea Derivatives",
    Z. Zhou, Y. Tan, T. Yamahira, S. Ivlev, X. Xie, R. Riedel, M. Hemming, M. Kimura, E. Meggers, Chem, Vol. 6, No. 8, pp. 2024-2034 (2020-8). IF 19.735
    [DOI:10.1016/j.chempr.2020.05.017]

2019年

  • "Pd-Catalyzed Dehydrogenative Oxidation of Alcohols to Functionalized Molecules",
    T. Mori, C. Ishii M. Kimura, Org. Process Res. Dev., Vol. 23, No. 8, pp. 1709-1717 (2019-8). IF:3.327
    [DOI:10.1021/acs.oprd.9b00207]
  • "Synthesis and evaluation of topoisomerase I inhibitors possessing the 5,13-dihydro-6H-benzo[6,7]indolo[3,2-c]quinolin-6-one scaffold ",
    T. Fukuda, Y. Matsuo, F. Matsuoka, N. Yoshioka, G. Onodera, M. Kimura, F. Ishibashi, M. Iwao, Heterocycles, Vol. 99, No. 2, pp. 1032-1052 (2019-6). IF 0.878
    [DOI:10.3987/COM-18-S(F)70] [NAOSITE (http://hdl.handle.net/10069/39514)]
  • "Assessment of DFT Methods for Transition Metals with the TMC151 Compilation of Data Sets and Comparison with Accuracies for Main-Group Chemistry",
    B. Chan, P. M. W. Gill, M. Kimura, J. Chem. Theory Comput., Vol. 15, No. 6, pp. 3610-3622 (2019-5). IF 5.313
    [DOI:10.1021/acs.jctc.9b00239]
  • "Lamellarin-inspired potent topoisomerase I inhibitors with the unprecedented benzo[g][1]benzopyrano[4,3-b]indol-6(13H)-one scaffold ",
    T. Fukuda, Y. Nanjo, M. Fujimoto, K. Yoshida, Y. Natsui, F. Ishibashi, F. Okazaki, H. To, M. Iwao, Bioorg. Med. Chem., Vol. 27, No. 2, pp. 265-277 (2019-1). IF 2.881
    [DOI:10.1016/j.bmc.2018.11.037]

2018年

  • "Direct Allylation of Active Methylene Compounds with Allylic Alcohols by Use of Palladium/Phosphine‐Borane Catalyst System",
    A. Shimizu, G. Hirata, G. Onodera, M. Kimura, Adv. Synth. Catal., Vol 360, No. 10, pp. 1954-1960 (2018-5). IF 5.123
    [DOI:10.1002/adsc.201800187]
  • "Recent topics in the syntheses of β-keto carboxylic acids and the derivatives",
    M. Kimura, Tetrahedron Lett., Vol 59, No. 4, pp. 1295-1300 (2018-4). IF 2.125
    [DOI:10.1016/j.tetlet.2018.02.049]
  • "Synthesis of 4,5-disubstituted pyrano[3,4-b]pyrrol-7(1H)-ones via Sonogashira–Hagihara cross-coupling of N-benzenesulfonyl-3-bromo-1H-pyrrole-2-carboxylate and subsequent iodine-mediated cyclization",
    T. Fukuda, M. Komure, G. Onodera, M. Kimura, M. Iwao, Heterocycles, Vol. 97, No. 2, 916-930 (2018-4). IF 1.036
    [DOI:10.3987/COM-18-S(T)68] [NAOSITE (http://hdl.handle.net/10069/38946)]
  • "Mechanism for Three-Component Ni-Catalyzed Carbonyl–Ene Reaction for CO2 Transformation: What Practical Lessons Do We Learn from DFT Modelling? ",
    B. Chan, Y. Luo, M. Kimura, Aust. J. Chem., Vol 71, No. 4, pp. 272-278 (2018-4). IF 1.059
    [DOI:10.1071/CH17573]
  • "Ni-Catalyzed Formal Carbonyl-Ene Reaction of Terminal Alkenes via Carbon Dioxide Insertion ",
    Y. Mori, C. Shigeno, Y. Luo, B. Chan, G. Onodera, M. Kimura, Synlett, Vol 29, No. 6, pp. 742-746 (2018-4). IF 2.369
    [DOI:10.1055/s-0036-1591845]

2017年

  • ukuda, T. Umeki, K. Tokushima, X. Gao, Y. Yoshida, F. Ishibashi, Y. Oku, N. Nishiya, Y. Uehara, M. Iwao, Bioorg. Med. Chem., Vol 25, No. 24, pp. 6563-6580 (2017-12). IF 2.881
    [DOI:10.1016/j.bmc.2017.10.030]
  • "Direct Allylic Amination of Allylic Alcohol Catalyzed by Palladium Complex Bearing Phosphine–Borane Ligand",
    G. Hirata, H. Satomura, H. Kumagae, A. Shimizu, G. Onodera, M. Kimura, Org. Lett., Vol 19, No. 22, pp. 6148-6151 (2017-11). IF 6.492
    [DOI:10.1021/acs.orglett.7b03023]
  • "Synthesis of Lamellarins via Regioselective Assembly of 1,2-Diarylated [1]Benzopyrano[3,4-b]pyrrol-4(3H)-one Core",
    T. Fukuda, T. Katae, I. Harada, M. Iwao, Heterocycles, Vol. 95, No. 2, pp. 722-729 (2017-4). IF 1.036
    [DOI:10.3987/COM-16-S(S)63] [NAOSITE (http://hdl.handle.net/10069/37532)]
  • "Copper-Catalyzed Stereodefined Construction of Acrylic Acid Derivatives from Terminal Alkynes via CO2 Insertion ",
    K. Kuge, Y. Luo, Y. Fujita, Y. Mori, G. Onodera, M. Kimura, Org. Lett., Vol 19, No. 4, pp. 854-857 (2017-2). IF 6.492
    [DOI:10.1021/acs.orglett.6b03860]
  • "Nickel-Catalyzed CO2 Rearrangement of Enol Metal Carbonates for the Efficient Synthesis of β-Ketocarboxylic Acids",
    R. Ninokata, T. Yamahira, G. Onodera, M. Kimura, Angew. Chem. Int. Ed., Vol. 56, No. 1, pp. 208-211 (2017-1). IF 12.102
    [DOI:10.1002/anie.201609338]

2016年

  • "Ni-catalyzed three-component coupling of 4-methylene-2-oxazolidinones, alkynes, and trimethylaluminum",
    T. Yamahira, R. Ninokata, G. Onodera, M. Kimura, Heterocycles, Vol. 95, No. 2, pp. 722-729 (2016-12). IF 1.036
    [DOI:10.3987/COM-16-S(S)59]
  • "Remarkably Selective Formation of Allenyl and Dienyl Alcohols via Ni-Catalyzed Coupling Reaction of Conjugated Enyne, Aldehyde, and Organozinc Reagents",
    Y. Mori, T. Kawabata, G. Onodera, M. Kimura, Synthesis, Vol. 48, No. 15, pp. 2385-2395 (2016-8). IF 2.722
    [DOI:10.1055/s-0035-1560448]
  • "Synthesis and X-ray Crystal Structure of Novel Cobalt(II) Complexes Having Oligopyridine Ligands",
    G. Onodera, G. Hirata, T. Seike, R. Takeuchi, M. Kimura, Polyhedron, Vol. 112, pp. 43-50 (2016-7). IF 2.067
    [DOI:10.1016/j.poly.2016.03.029]

2015年

  • "Molecular-Shape Selectivity by Naphthalimido-Modified Silica Stationary Phases: Insight into the Substituents Effect of Naphthalene on Shape Recognition and π-π Interactions via Electrostatic Potential",
    Y. Yamada, K. Ohyama, G. Onodera, M. Kuriyama, N. Kishikawa, N. Kuroda, J. Chromatogr. A, Vol. 1425, pp. 173-179 (2015-12). IF 3.716
    [DOI:10.1016/j.chroma.2015.11.030]
  • "Efficient synthesis of pyrrolizidine by Pd-catalyzed consecutive double amphiphilic allylation of nitrile ",
    N. Yamada, G. Hirata, G. Onodera, M. Kimura, Tetrahedron, Vol. 71, No. 37, pp. 6541-6546, (2015-8). IF 2.651
    [DOI:10.1016/j.tet.2015.04.110]
  • "Palladium-Catalyzed [4+2] Cycloaddition of Aldimines and 1,4-Dipolar Equivalents via Amphiphilic Allylation ",
    G. Hirata, N. Yamada, S. Sanada, G. Onodera, M. Kimura, Org. Lett., Vol. 17, No. 3, pp. 600-603 (2015-2). IF 6.579
    [DOI:10.1021/ol503614d]
  • "Ni-Catalyzed Multi-component Coupling Reaction of Alkyne, 1,3-Butadiene, and Me2Zn under Carbon Dioxide",
    Y. Ohira, T. Mori, M. Hayashi,G. Onodera, M. Kimura, Heterocycles, Vol. 86, No. 1, pp. 171-180 (2015-1).1.107
    [DOI:10.3987/COM-14-S(K)65]
  • "Regioselective Synthesis of 2,4-Differentially Arylated Pyrroles and Its Application to the Synthesis of Lamellarins",
    T. Fukuda, M. Anzai, M. Iwao, Heterocycles, Vol. 93, No. 2, pp. 593-612 (2015-10). IF 1.107
    [DOI:10.3987/COM-15-S(T)49] [NAOSITE (http://hdl.handle.net/10069/37531)]
  • "A Synthesis of Lamellarins via Regioselective Assembly of 1,2,3-Differentially Substituted 5,6-Dihydropyrrolo[2,1-a]isoquinoline Core",
    T. Fukuda, D. Sato, M. Iwao, Heterocycles, Vol. 91, No. 4, pp. 782-794 (2015-3). IF 1.107
    [DOI:10.3987/COM-15-13188] [NAOSITE (http://hdl.handle.net/10069/35307)]
  • "Total Synthesis of an Exceptional Brominated 4-Pyrone Derivative of Algal Origin: An Exercise in Gold Catalysis and Alkyne Metathesis",
    L. Hoffmeister, T. Fukuda, G. Pototschnig, A. Fürstner, Chem. Eur. J., Vol. 21, No. 12, pp. 4529-4533 (2015-2). IF 5.317
    [DOI:10.1002/chem.201500437]

2014年

  • “Synthesis of Lactones and Lactams from Vinylcyclopropane by Pd-Catalyzed Nucleophilic Allylation”,
    G. Hirata, G. Onodera, M. Kimura, Synlett, Vol. 25, No. 16, pp. 2306-2310 (2014-9). IF 2.151[DOI:10.1055/s-0034-1378566]
  • "Nickel-catalyzed multicomponent coupling of alkyne, buta-1,3-diene, and dimethylzinc under carbon dioxide",
    Y. Mori, T. Mori, G. Onodera, M. Kimura, Synthesis, Vol. 46, No. 17, pp. 2287-2292 (2014-9). IF 2.650
    [DOI:10.1055/s-0033-1339024]
  • "Three-Component Coupling Reaction of Enynes, Carbonyls, and Organozinc Reagents",
    Y. Ohira, T. Mori, M. Hayashi, G. Onodera, M. Kimura, Heterocycles, Vol. 90, No. 2, pp. 832-841 (2014-9). IF 1.036
    [DOI: 10.3987/COM-14-S(K)65]
  • “Efficient and selective formation of unsaturated carboxylic and phenylacetic acids from diketene”,
    T. Mori, Y. Akioka, H. Kawahara, R. Ninokata, G. Onodera, M. Kimura, Angew. Chem. Int. Ed. Vol. 53, No. 39, pp. 10434-10438 (2014-8). IF 11.994
    [DOI:10.1002/anie.201404816]
  • “Ni-Catalyzed Homoallylation of Polyhydroxy N,O-Acetals with Conjugated Dienes Promoted by Triethylborane”,
    T. Mori, Y. Akioka, G. Onodera, M. Kimura, Molecules, Vol. 19, No. 7, pp. 9288-9306 (2014-7). IF 2.861
    [DOI:10.3390/molecules19079288]
  • “C-C bond formation via 1,2-addition of a tert-butylzinc reagent and carbonyls across conjugated dienes”,
    Y. Ohira, M. Hayashi, T. Mori, G. Onodera, M. Kimura, New Journal of Chem. Vol. 38. No. 1, pp. 330-337 (2014-1). IF 3.269
    [DOI:10.1039/c3nj00992k]
  • “Ni-catalyzed three-component coupling reaction of conjugated enyne, carbonyls, and dimethylzinc to construct allenyl alcohols”,
    Y. Mori, G. Onodera, M. Kimura, Chem Lett. Vol. 43, No. 1, pp. 97-99 (2014-1). IF 1.801
    [DOI:10.1246/cl.130865]

2013年

  • "Alteration of the Carbohydrate-Binding Specificity of a C-type Lectin CEL-I Mutant with an EPN Carbohydrate-Binding Motif",
    T. Hatakeyama, T. Ishimine, T. Baba, M. Kimura, H. Unno, S. Goda, Protein & Petide Letters, Vol. 20, No. 7, pp. 796-801 (2013-7). IF 1.74
  • "Modular Synthesis of Lamellarins via Regioselective Assembly of 3,4,5-Differentially Arylated Pyrrole-2-carboxylates",
    M. Komatsubara, T. Umeki, T. Fukuda, M. Iwao, J. Org. Chem., Vol. 79, No. 2, pp. 529-537 (2013-11). IF 4.849
    [DOI:10.1021/jo402181w]
  • "Rotational Energy Barrier Around the C1–C11 Single Bond in Lamellarins: a Study by Variable-Temperature NMR",
    T. Fukuda, R. Itoyama, T. Minagawa, M. Iwao, Heterocycles, Vol. 88, No. 2, pp. 1121-1133 (2013-8). IF 1.107
    [DOI:10.3987/COM-13-S(S)69] [NAOSITE (http://hdl.handle.net/10069/34068)]

2012年

  • "Palladium-catalyzed Tandem Coupling Reaction of Alkyne, Conjugated Diene, and Triethylborane",
    D. Takushima, M. Fukushima, H. Satomura, G. Onodera, M. Kimura, Heterocycles, Vol. 86, No. 1, pp. 171-180 (2012).
  • "Stereodefined Construction of Trisubstituted Alkene via Direct Coupling Reaction of Allylating Agents, Alkyne, and Organoborane",
    M. Fukushima, D. Takushima, H. Satomura, G. Ododera, M. Kimura, Chemistry - A European Journal, Vol. 18, No. 23, pp. 8019-8023 (2012).
  • "Regio- and Stereoselective Multi-Component Coupling Reaction of Alkyne and Dimethylzinc Involving Allylnickelacycles",
    T. Mori, T. Nakamura, G. Onodera, M. Kimura, Synthesis, No. 15, pp. 2333-2339 (2012).
  • "Ni-Catalyzed Multi-component Coupling Reaction of Norbornene, Dimethylzinc, Butadiene, and Aldimine",
    T. Nakamura, T. Mori, M. Togawa, M. Kimura, Heterocycles, Vol. 84, No. 1, pp. 339-347 (2012).
  • "Iridium-Catalyzed [2+2+2] Cycloaddition of α,ω-Diynes with Nitriles",
    G. Onodera, Y. Shimizu, J.-n. Kimura, J. Kobayashi, Y. Ebihara, K. Kondo, K. Sakata, R. Takeuchi:J. Am. Chem. Soc., Vol. 134, No. 25, pp.10515-10531 (2012).
  • "Iridium-Catalyzed [2+2+2] Cycloaddition of α,ω-Diynes with Isocyanates",
    G. Onodera, M. Suto, R. Takeuchi, J. Org. Chem., Vol. 77, No. 2, pp.908-920 (2012).

2011年

  • "Stereoselective Coupling Reaction of Dimethylzinc and Alkyne toward Nickelacycles",
    T. Mori, T. Nakamura, M. Kimura, Org. Lett., Vol. 13, No. 9, pp. 2266-2269 (2011).
  • "Nucleophilic Allylation of N,O-Acetals with Allylic Alcohols Promoted by Pd/Et3B and Pd/Et2Zn Systems",
    Y. Yamaguchi, M. Hashimoto, K. Tohyama, M. Kimura, Tetrahedron Lett., Vol. 52, No. 8, pp. 913-915 (2011).
  • "Rhodium-Catalyzed Allylation of Benzyl Acetates with Allylsilanes",
    G. Onodera, E. Yamamoto, S. Tonegawa, M. Iezumi, R. Takeuchi, Adv. Synth. Catal., Vol. 353, No. 11-12, pp. 2013-2021 (2011).

2010年

  • "Dienyl Homoallyl Alcohols via Palladium Catalyzed Ene-Type Reaction of Aldehydes with 1,3-Dienes",
    M. Fukushima, D. Takushima, M. Kimura, J. Am. Chem. Soc., Vol. 132, No. 46, pp. 16346-16348 (2010).
  • "Decarboxylative C-C Bond Cleavage Reactions via Oxapalladacycles",
    M. Kimura, T. Kohno, K. Toyoda, T. Mori, Heterocycles, Vol. 82, No. 1, pp. 281-287 (2010).
  • "Allylic Alkylation of Indoles with Butadiene Promoted by Palladium Catalyst and Triethylborane",
    M. Kimura, K. Tohyama, Y. Yamaguchi, T. Kohno, Heterocycles, Vol. 80, No. 2, pp. 787-797 (2010).

2009年

  • "Rh-Catalyzed Reductive Coupling Reaction of Aldehydes with Conjugated Dienes Promoted by Triethylborane",
    M. Kimura, D. Nojiri, M. Fukushima, S. Oi, Y. Sonoda, Y. Inoue, Org. Lett., Vol. 11, No. 17, pp. 3794 - 3797 (2009).
  • "Nickel-Catalyzed Multi-Component Coupling Reaction of Aldimine, Alkyne, and Dimethylzinc via Dimerization of Butadiene", M. Kimura, M. Togawa, Y. Tatsuyama, K. Matsufuji, Tetrahedron Lett., Vol. 50, No. 27, pp. 3982 - 3984 (2009).

2008年

  • "Convenient Synthesis of Pyrrolidines by Amphiphilic Allylation of Imines with 2-Methylenepropane-1,3-diols", M. Kimura, T. Tamaki, M. Nakata, K. Tohyama, Y. Tamaru, Angew. Chem. Int. Ed. Engl., Vol. 47, No. 31, 5803–5805 (2008).
  • "Gold-Catalyzed Intermolecular Addition of Alcohols toward the Allenic Bond of 4-Vinylidene-2-oxazolidinones", Y. Horino, Y. Tanaka, K. Hashimoto, S. Kuroda, M. Kimura, Y. Tamaru, Organic and Biomolecular Chemistry, Vol. 6, No. 22, pp. 4105-4107 (2008).

総説,解説及び著書

  • "Carbonyl-Ene Reactions of Alkenes with Carbon Dioxide", Y. Mori, M. Kimura, In CO2 as a Building Block in Organic Synthesis, Edited by S. Das, WILEY-VCH, Chapter 6, pp. 199-224 (2020).
  • "Lamellarin alkaloids: Isolation, synthesis, and biological activity", T. Fukuda, F. Ishibashi M. Iwao, The Alkaloids, Vol. 83, Chapter 1, pp.1-112 (2020)
  • 相樂隆正・海野雅司 共編著「理工系の大学基礎化学」第7章、pp.101-121、培風館、2019年9月
  • 錯体化学会 編集「錯体化合物事典」p.401、p.407、朝倉書店、2019年9月
  • "Metal Homoenolate", M. Kimura, Comprehensive Organic Synthesis: Second Edition, Vol. 2, pp. 606-628 (2014).
  • "Nickel-Catalyzed Homoallylation of Aldehyde with 1,3-Dienes", M. Kimura, Org. Synth. Vol. 90, pp. 105-111 (2013).
  • 「トリエチルホウ素と後周期遷移金属の相乗効果を利用した炭素-炭素結合形成および切断反応」総合論文,有機合成化学協会誌, Vol. 70, No. 3, pp. 216-226 (2012). 木村正成
  • "Amphiphilic Allylic Alkylation with Allyl Alcohols Promoted by Pd-Catalyst and Triethylborane", M. Kimura, Y. Tamaru, Mini-Reviews in Organic Chemistry, Vol. 6, No. 4, pp. 392-397 (2009).
  • 旧 田丸良直研究室 業績(1990, 4~2008. 3)はこちら
  • 旧 天然分子化学研究室業績はこちら