発表論文
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"Regioselective Synthesis of 2,4-Differentially Arylated Pyrroles and Its Application to the Synthesis of Lamellarins"
T. Fukuda, M. Anzai, M. Iwao, Heterocycles, 93 (2), 593-612 (2016).
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"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, 91 (4), 782-794 (2015).
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"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, Chemistry - A European Journal, 21 (12), 4529-4533 (2015).
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"Modular Synthesis of Lamellarins via Regioselective Assembly of 3,4,5-Differentially Arylated Pyrrole-2-carboxylates"
M. Komatsubara, T. Umeki, T. Fukuda, M. Iwao, The Journal of Organic Chemistry, 79 (2), 529-537 (2014).
(View at Publisher) - "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, 88 (2), 1121-1133 (2014).
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"Synthesis, Resolution, and Biological Evaluation of Atropisomeric (aR)- and (aS)-16-Methyllamellarins N: Unique Effects of the Axial Chirality on the Selectivity of Protein Kinases Inhibition"
K. Yoshida, R. Itoyama, M. Yamahira, J. Tanaka, N. Loaëc, O. Lozach, E. Durieu, T. Fukuda, F. Ishibashi, L. Meijer, M. Iwao, Journal of Medicinal Chemistry, 56 (18), 7289-7301 (2013).
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- "ラメラリンの軸不斉を利用したプロテインキナーゼ阻害選択性の制御"
吉田賢佑, 福田 勉, 石橋郁人, 岩尾正倫, Laurent Meijer, MEDCHEM NEWS, 23 (2), 36-41 (2013).
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"Total synthesis of the marine natural products lukianols A and B"
K. Takamura, H. Matsuo, A. Tanaka, J. Tanaka, T. Fukuda, F. Ishibashi, M. Iwao, Tetrahedron, 69 (13), 2782-2788 (2013).
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"Optional Synthesis of 2- or 5-Substituted 3-Bromopyrroles via Bromine-Lithium Exchange of N-Benzenesulfonyl-2,4-dibromopyrrole"
T. Fukuda and M. Iwao, Heterocycles, 86 (2), 1261-1273 (2012).
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"Synthesis of Non-Steroidal Estrogen Receptor Antagonists R1128 A, B, C, and D via an Oxazoline-Promoted Iterative ortho-Lithiation Strategy"
T. Fukuda, K. Fukushima, S. Sanai, and M. Iwao, Bulletin of the Chemical Society of Japan, 85 (1), 133-135 (2012).
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"Synthesis, structure-activity relationships, and mechanism of action of anti-HIV-1 lamellarin α 20-sulfate analogues"
H. Kamiyama, Y. Kubo, H. Sato, N. Yamamoto, T. Fukuda, F. Ishibashi, M. Iwao, Bioorganic & Medicinal Chemistry, 19 (24), 7541-7550 (2011).
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"Infection of XC cells by MLVs and ebola virus is endosome-dependent but acidification-independent"
H. Kamiyama, K. Kakoki, H. Yoshii, M. Iwao, T. Igawa, H. Sakai, H. Hayashi, T. Matsuyama, N. Yamamoto, and Y. Kubo, PLoS one, 6 (10), e26180 (2011).
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"Synthesis and biological activity of lamellarin alkaloids: an overview" (Review)
T. Fukuda, F. Ishibashi, and M. Iwao, Heterocycles, 83 (3), 491-529 (2011).
(View at Publisher) (View at NAOSITE) - "Directed Lithiation of N-Benzenesulfonyl-3-bromopyrrole. Electrophile-Controlled Regioselective Functionalization via Dynamic Equilibrium between C-2 and C-5 Lithio Species"
T. Fukuda, T. Ohta, E. Sudo, and M. Iwao, Organic Letters, 12 (12), 2734-2737 (2010).
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"Divergent synthesis of lamellarin α 13-sulfate, 20-sulfate, and 13,20-disulfate"
T. Fukuda, T. Ohta, S. Saeki, and M. Iwao, Heterocycles, 80 (2), 841-846 (2010).
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"A formal total synthesis of the telomerase inhibitor dictyodendrin B"
S. Hirao, Y. Yoshinaga, M. Iwao, and F. Ishibashi, Tetrahedron Letters, 51 (3), 533-536 (2010).
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"Design and synthesis of lamellarin D analogues targeting topoisomerase I"
T. Ohta, T. Fukuda, F. Ishibashi, and M. Iwao, The Journal of Organic Chemistry, 74 (21), 8143-8153 (2009).
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"Synthetic approach to telomerase inhibitor dictyodendrin B: synthesis of the pyrrolo[2,3-c]carbazole core"
S. Hirao, Y. Sugiyama, M. Iwao and F. Ishibashi, Biosci. Biotechnol. Biochem., 73 (8), 1764-1772 (2009).
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"A general method for the synthesis of N-unsubstituted 3,4-diarylpyrrole-2,5-dicarboxylates"
T. Fukuda, Y. Hayashida, and M. Iwao, Heterocycles, 77 (2), 1105-1122 (2009).
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"Anticancer alkaloid lamellarins inhibit protein kinases"
D. Baunbaek, N. Trinkler, Y. Ferandin, O. Lozach, P. Ploypradith, S. Rucirawat, F. Ishibashi, M. Iwao and L. Meijer, Marine Drugs, 6 (4), 514-527 (2008).
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"Synthesis of 1',2',3',4',5'-pentamethyl-3,4-diphenylazaferrocene and its enantioselective C-2 functionalization via (–)-sparteine-mediated lithiation"
T. Fukuda, Y. Koga, and M. Iwao, Heterocycles, 76 (2), 1237-1248 (2008).
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"Palladium-catalyzed cross-coupling of N-benzenesulfonyl-3,4-dibromopyrrole and its application to the total syntheses of lamellarins O, P, Q, and R"
T. Fukuda, E. Sudo, K. Shimokawa, and M. Iwao, Tetrahedron, 64 (2), 328-338 (2008).
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"Synthesis of both enantiomers of protoberberines via laterally lithiated (S)-4-isopropyl-2-(o-tolyl)oxazolines"
T. Fukuda and M. Iwao, Heterocycles, 74 (1), 701-720 (2007).
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"Asymmetric synthesis of 3-substituted 8-hydroxy-3,4-dihydroisocoumarins from (S)-4-isopropyl-2-(2-methoxy-6-methylphenyl)oxazoline"
K. Uchida, T. Fukuda, and M. Iwao, Tetrahedron, 63 (30), 7178-7186 (2007).
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"The first total synthesis of lamellarin α 20-sulfate, a selective inhibitor of HIV-1 integrase"
T. Yamaguchi, T. Fukuda, F. Ishibashi, and M. Iwao, Tetrahedron Letters, 47 (22), 3755-3757 (2006).
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"Total syntheses of lamellarins D, L, and N"
N. Fujikawa, T. Ohta, T. Yamaguchi, T. Fukuda, F. Ishibashi, and M. Iwao, Tetrahedron, 62 (4), 594-604 (2006). (View at Publisher) (View at NAOSITE) -
"Synthesis of 3,4,5-trisubstituted indoles via iterative directed lithiation of 1-(triisopropylsilyl)gramines"
T. Fukuda, H. Akashima, and M. Iwao, Tetrahedron, 61 (28), 6886-6891 (2005). (View at Publisher) (View at NAOSITE) -
"Molecular Determinants of Topoisomerase I Poisoning by Lamellarins: Comparison with Camptothecin and Structure-Activity Relationships"
E. Marco, W. Laine, C. Tardy, A. Lansiaux, M. Iwao, F. Ishibashi, C. Bailly, and F. Gago, Journal of Medicinal Chemistry, 48 (11), 3796-3807 (2005). (View at Publisher) -
"Asymmetric synthesis of 3-substituted 3,4-dihydroisocoumarins via stereoselective addition of laterally lithiated chiral 2-(o-tolyl)oxazolines to aldehydes followed by diastereomer-selective lactonization"
Y. Kurosaki, T. Fukuda, and M. Iwao, Tetrahedron, 61 (13), 3289-3303 (2005).
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"Synthesis of 3-substituted 8-hydroxy-3,4-dihydroisocoumarins via successive lateral and ortho-lithiations of 4,4-dimethyl-2-(o-tolyl)oxazoline"
N. Tahara, T. Fukuda, and M. Iwao, Tetrahedron Letters, 45 (26) , 5117-5120 (2004).
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"Enantioselective synthesis of planar chiral azaferrocenes via chiral ligand-mediated ring- and lateral lithiations"
T. Fukuda, K. Imazato and M. Iwao, Tetrahedron Letters, 44 (40), 7503-7506 (2003).
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"Short and flexible route to 3,4-diarylpyrrole marine alkaloids: syntheses of permethyl storniamide A, ningalin B, and lamellarin G trimethyl ether"
M. Iwao, T. Takeuchi, N. Fujikawa, T. Fukuda and F. Ishibashi, Tetrahedron Letters, 44 (24), 4443-4446 (2003). (View at Publisher) -
"Optional ortho and lateral lithiations of 4,4-dimethyl-2-(o-tolyl)oxazolines"
N. Tahara, T. Fukuda and M. Iwao, Tetrahedron Letters, 43 (50), 9069-9072 (2002).
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"Efficient Functionalization of Indole Ring via Regioselective Lithiations"
M. Iwao and T. Fukuda, Journal of Synthetic Organic Chemistry, Japan, 60 (7), 691-700 (2002).
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"Synthesis and Structure-Activity Relationship Study of Lamellarin Derivatives"
F. Ishibashi, S. Tanabe, T. Oda, and M. Iwao, Journal of Natural Products, 65 (4), 500-504 (2002).
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"Palladium-catalyzed asymmetric allylic alkylation using iminophosphine ligands derived from chiral primary 1-ferrocenylalkylamines"
T. Fukuda, A. Takehara, and M. Iwao, Tetrahedron: Asymmetry,12 (20), 2793-2799 (2001).
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"Direct C-3 lithiation of 1-(triisopropylsilyl)indole"
M. Matsuzono, T. Fukuda, and M. Iwao, Tetrahedron Letters, 42 (43), 7621-7623 (2001).
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"Selective C-3 and C-2 lithiation of 1-(2,2-diethylbutanoyl)indole"
T. Fukuda, Y. Mine, and M. Iwao, Tetrahedron, 57 (6), 975-979 (2001).
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"Synthesis of chiral primary 1-ferrocenylalkylamines via highly diastereoselective addition of organolithium compounds to ferrocenecarboxaldehyde imine derived from (S)-2-methoxy-1-phenylethylamine"
T. Fukuda, A. Takehara, N. Haniu and M. Iwao, Tetrahedron: Asymmetry, 11 (20), 4083-4091 (2000).
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"Remarkable effect of water in a regioselective lithiation of 5-(tert-butoxycarbonyl)-7-methoxy-1-methyl-1,3,4,5-tetrahydropyrrolo[4,3,2-de]quinoline"
Y. Moro-oka, S. Iwakiri, T. Fukuda, and M. Iwao, Tetrahedron Letters, 41 (27), 5225-5228 (2000).
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"A Formal Synthesis of Optically Active Clavicipitic Acids, Unusual Azepinoindole-type Ergot Alkaloids"
H. Shinohara, T. Fukuda, and M. Iwao, Tetrahedron, 55, 10989-11000 (1999).
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"Directed C-7 Lithiation of 1-(2,2-Diethylbutanoyl)indoles"
T. Fukuda, R. Maeda, and M. Iwao, Tetrahedron, 55, 9151-9162 (1999).
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"The First Total Synthesis of Veiutamine, New Type of Pyrroloiminoquinone Marine Alkaloid"
Y. Moro-oka, T. Fukuda, and M. Iwao, Tetrahedron Letters, 40, 1713-1716 (1999).
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"Catalytic and Asymmetric [2,3]Sigmatropic Rearrangement: Co(III)-Salen Catalyzed S-Ylide Formation from Allyl Aryl Sulfides and Their Rearrangement"
T. Fukuda, R. Irie, and T. Katsuki, Tetrahedron, 55, 649-664 (1999).
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"New Synthetic Approach to Pyrroloiminoquinone Marine Alkaloids. Total Synthesis of Makaluvamines A, D, I, and K"
M. Iwao, O. Motoi, T. Fukuda, and F. Ishibashi, Tetrahedron, 54, 8999-9010 (1998).
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"Total Synthesis of Lamellarin D and H. The First Synthesis of Lamellarin-Class Marine Alkaloids"
F. Ishibashi and M. Iwao, Tetrahedron, 53, 5951-5962 (1997).
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"A Concise Total Synthesis of (±)-cis- and (±)-trans-Clavicipitic Acids by Combinational Use of Directed Lithiation and Fluoride Ion-Induced Elimination-Addition Reaction of 1-(Triisopropylsilyl)gramine Derivatives"
M. Iwao and F. Ishibashi, Tetrahedron, 53, 51-58 (1997).
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"Synthesis of 7-Substituted Indolines via Directed Lithiation of 1-(tert-Butoxycarbonyl)indoline: Preparation of 7-Indolinecarboxaldehyde"
M. Iwao and T. Kuraishi, Organic Syntheses, 73, 85 (1996); Organic Syntheses Collective Volume, 9, 124 (2002).
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"Methodology for the Efficient Synthesis of 3,4-Differentially Substituted Indoles. Fluoride Ion-Induced Elimination-Addition Reaction of 1-Triisopropylsilylgramine Methiodides"
M. Iwao and O. Motoi, Tetrahedron Letters, 36, 5929-5932 (1995).
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"A Synthesis of Pyrrolophenanthridone Alkaloids via Consecutive Directed Lithiation and Palladium-Catalyzed Cross-Coupling Reactions"
M. Iwao, H. Takehara, S. Obata, and M. Watanabe, Heterocycles, 38, 1717-1720 (1994).
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"A New Method for the Construction of Indole Nucleus"
M. Iwao, Heterocycles, 38, 45-50 (1994).
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"A Regiospecific Synthesis of Carbazoles via Consecutive Palladium-Catalyzed Cross-Coupling and Aryne-Mediated Cyclization"
M. Iwao, H. Takehara, S. Furukawa and M. Watanabe, Heterocycles, 36, 1483-1488 (1993).
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"Directed Lithiation of 1-Triisopropylsilylgramine. A Short Access to 3,4-Disubstituted Indoles"
M. Iwao, Heterocycles, 36, 29-32 (1993).
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