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薬化学教室 Laboratory of Organic and Medicinal Chemistry |
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論文紹介 List of Publications 代表的論文紹介 (Selected Publications) 2011 2010 2009 2008 2007 2006 2005 2004 2003 2002 2001 2000 1999-1990 1989-1986 主な著書・訳書 2012 108. Molecular mechanism of pharmacological activation of BK channels Guido Gessner, Yong-Mei Cui, Yuko Otani, Tomohiko Ohwada, Malle Soom, Toshinori Hoshi, and Stefan H. Heinemann Proceedings of the National Academy of Sciences of the U. S. A. (PNAS) 2012 ; published ahead of print February 13, 2012, doi:10.1073/pnas.1114321109 107. Secondary Structure of Homo-thiopeptides Based on a Bridged β-Proline Analogue: Preferred Formation of Extended Strand Structures with Trans-Thioamide Bonds Yuko Otani, Tetsuharu Hori, Masatoshi Kawahata, Kentaro Yamaguchi and Tomohiko Ohwada Tetrahedron、2012,in press. Special Issue (Symposium in print) on Chemistry of Foldamers 106. Visible-light-triggered Release of Nitric Oxide from N-Pyramidal Nitrosamines Fumika Karaki, Yoji Kabasawa, Takahiro Yanagimoto, Nobuhiro Umeda, Firman, Yasuteru Urano, Tetsuo Nagano, Yuko Otani, and Tomohiko Ohwada Chemistry - A European Journal Volume 18, Issue 4, pages 1127-1141, January 23, 2012 105. Discovery of a Tamoxifen-related compound that suppresses glial L-glutamate transport activity without interaction with estrogen receptors" Kaoru Sato , Jun-ichi Kuriwaki, Kanako Takahashi, Yoshihiko Saito, Jun-ichiro Oka, Yuko Otani, Yu Sha, Ken Nakazawa, Yuko Sekino, Tomohiko Ohwada ACS Chemical Neuroscience, 2012, 3, 105-113. 2011 104. 7-Azabicyclo[2.2.1]heptane as a Structural Motif to Block Mutagenicity of Nitrosamines Tomohiko Ohwada, Satoko Ishikawa, Yusuke Mine, Keiko Inami, Takahiro Yanagimoto, Fumika Karaki, Yoji Kabasawa, Yuko Otani, Masataka Mochizuki Bioorganic & Medicinal Chemistry, 2011, 19, 2726-2741. DOI: 10.1016/j.bmc.2011.02.049 2010 103. Dynamic NMR: スペクトルの線形解析によるチオアミド結合の回転障壁の算出 尾谷優子,大和田智彦 分光研究(分光便利帳)2010年,第59巻,第3号,140-142. 102. Design, Synthesis and Characterization of BK Channel Openers Based on Oximation of Abietane Diterpene Derivatives Yong-Mei Cui, Eriko Yasutomi, Yuko Otani, Katsutoshi Ido, Takashi Yoshinaga, Kohei Sawada, and Tomohiko Ohwada Bioorganic & Medicinal Chemistry, 2010 18, 8642-8659. doi:10.1016/j.bmc.2010.09.072. 101. Water-stable Helical Structure of Tertiary Amides of Bicyclic β-Amino Acid Bearing 7-Azabicyclo[2.2.1]heptane. Full Control of Amide Cis-Trans Equilibrium by Bridgehead Substitution Masahiro Hosoya; Yuko Otani; Masatoshi Kawahata; Kentaro Yamaguchi; Tomohiko Ohwada Journal of the American Chemical Society, 2010, 132, 42, 14780-14789. DOI: 10.1021/ja1017877 100. Cyclization of Arylacetoacetates to Indene and Dihydronaphthalene Derivatives in Strong Acid. Evidenece for Involvement of Further Protonation of O,O-Diprotonated beta-Ketoester, Leading to Enhancement of Cyclization Hiroaki Kurouchi, Hiromichi Sugimoto, Yuko Otani, Tomohiko Ohwada J. Am. Chem. Soc., 2010, 132, 807-815. 2009 99. Phenylation Reaction of alpha-Acylnitromethanes To Give 1,2-Diketone Monooximes: Involvement of Carbon Electrophile at the Position alpha to the Nitro Group. Mikihiro Takamoto, Hiroaki Kurouchi, Yuko Otani, Tomohiko Ohwada Synthesis, 2009, 24, 4129-4136. 98. Synthesis and Evaluation of Lysophosphatidylserine Analogs as Inducers of Mast Cell Degranulation. Potent Activities of Lysophosphatidyl- threonine and Its 2-Deoxy Derivative Masazumi Iwashita, Kumiko Makide, Taro Nonomura, Yoshimasa Misumi, Yuko Otani, Mayuko Ishida, Ryo Taguchi, Masafumi Tsujimoto, Junken Aoki, Hiroyuki Arai, Tomohiko Ohwada J. Med. Chem., October 8, 2009, Volume 52, Issue 19, pp 5837-5863. 97. Theoretical study on the excited states of heteroarene chromophores: Comparison of calculated and experimental values Toshiyuki Tsuji, Maki Onoda, Yuko Otani, Tomohiko Ohwada, Takahito Nakajima, Kimihiko Hirao Chemical Physics Letters, 2009, 473 (1-3), 29 April 2009, 196-200 2008 96. Novel Oxime and Oxime Ether Derivatives of 12,14-Dichlorodehydroabietic Acid: Design, Synthesis and BK Channel-Opening Activity Yong-Mei Cui, Eriko Yasutomi, Yuko Otani, Takashi Yoshinaga, Katsutoshi Ido, Kohei Sawada, Masatoshi Kawahata; Kentaro Yamaguchi Tomohiko Ohwada, Bioorganic & Medicinal Chemistry Letters, 2008, 18 (24) 6386-6389. 95. Nonplanar Structures of Thioamides Derived from 7-Azabicyclo[2.2.1]heptane. Electronically Tunable Planarity of Thioamides Hori, Tetsuharu; Otani, Yuko; Kawahata, Masatoshi; Yamaguchi, Kentaro; Ohwada, Tomohiko J. Org. Chem, 2008,73, 22, 9102-9108. 94. Novel BK channel openers containing dehydroabietic acid skeleton: Structure?activity relationship for peripheral substituents on ring C Yong-Mei Cui, Eriko Yasutomi, Yuko Otani, Takashi Yoshinaga, Katsutoshi Ido, Kohei Sawada, Tomohiko Ohwada, Bioorganic & Medicinal Chemistry Letters, 2008, 18, 5201-5205. 93. Design, synthesis and characterization of podocarpate derivatives as openers of BK channels. Yong-Mei Cui, Eriko Yasutomi, Yuko Otani, Takashi Yoshinaga, Katsutoshi Ido,Kohei Sawada, Tomohiko Ohwada, Bioorganic & Medicinal Chemistry Letters, 2008, 18, 5197-5200. 92. Effects of Tamoxifen on L-Glutamate Transporters of Astrocytes Sato, Kaoru; Saito, Yoshihiko; Oka, Jun-ichiro, Ohwada, Tomohio; Nakazawa, Kenichi, J. of Pharmacolo. Sci., 2008, 107, 226-230.. 91. Superacid-catalyzed Intramolecular Cyclization Reaction of Arylcyanopropionate:Geminal Substitution Effect on Superelectrophilicity Nakamura, Satoshi; Sugimoto, Hiromichi; Ohwada, Tomohiko Journal of Organic Chemistry, 2008,73(11), 4219-4224 90. Temperature-Dependent Fluorescence Lifetime of a Fluorescent Polymeric Thermometer, Poly(N-isopropylacrylamide), Labeled by Polarity and Hydrogen Bonding Sensitive 4-Sulfamoyl-7-aminobenzofurazan Gota, C.; Uchiyama, S.; Yoshihara, T.; Tobita, S.; Ohwada, T. J. Phys. Chem. B.; (Article); 2008; 112(10); 2829-2836 . 2007 89. Retro-Diels-Alder Reaction of 4H-1,2-Benzoxazines to Generate o-Quinone Methides: Involvement of Highly Polarized Transition States Hiromichi Sugimoto, Satoshi Nakamura, and Tomohiko Ohwada Journal of Organic Chemistry, 2007, 72(26); 10088-10095. 88. Fluorogenic Ion Sensing System Working in Water, Based on Stimulus-Responsive Copolymers Incorporating a Polarity-Sensitive Fluorophore Maki Onoda, Seiichi Uchiyama, Tomohiko Ohwada Macromolecules, 2007, 40(26); 9651-9657. 87. Anchoring Cationic Amphiphiles for Nucleotide Delivery Significance of DNA Release from Cationic Liposomes for Transfection Naohide Hirashima, Kazuhiro Minatani, Yoshifumi Hattori, Tomohiko Ohwada, and Mamoru Nakanishia, Biol. Pharm. Bull., 2007,30,1117-1122. 86. Transnitrosation of Thiols from Aliphatic N-Nitrosamines: S-Nitrosation and Indirect Generation of Nitric Oxide Takahiro Yanagimoto, Takeshi Toyota, Norio Matsuki, Yumi Makino, Seiichi Uchiyama, Tomohiko Ohwada Journal of the American Chemical Society 2007, 129,736-737. 85. Formation of 4H-1,2-Benzoxazines by Intramolecular Cyclization of Nitroalkanes. Scope of Aromatic Oxygen-functionalization Reaction Involving a Nitro Oxygen Atom, and Mechanistic Insights Satoshi Nakamura, Hiromichi Sugimoto, Tomohiko Ohwada Journal of the American Chemical Society 2007, 129, 1724-1732. 84. Generation and Application of o-Benzoquinone Methides Bearing Various Substituents on the Benzene Ring. Hiromichi Sugimoto, Satoshi Nakamura, Tomohiko Ohwada Advanced Synthesis & Catalysis 2007, 349, 669-679. 83. Accurate fluorescent polymeric thermometers containing an ionic component Chie Gota, Seiichi Uchiyama, Tomohiko Ohwada The Analyst, 2007, (2),121-126. 2006 82. Environment-sensitive Fluorophore Emitting in Protic Environments Seiichi Uchiyama, Kazuyuki Takehira, Toshitada Yoshihara, Seiji Tobita, and Tomohiko Ohwada Organic Letters, 2006, 8, 5869-5872.. 81. Mechanisms of BK channel activation by a novel BK channel opener, 12, 14-dichlorodehydroabietic acid Kazuho Sakamoto, Taro Nonomura, Susumu Ohya, Katsuhiko Muraki, Tomohiko Ohwada and Yuji Imaizumi J. Pharmacol. Exper. Ther. 2006, 316, 144-153, 80. Oligomers of beta-Amino Acid Bearing Nonplanar Amides form Ordered Structures Yuko Otani, Shiroh Futaki, Tatsuto Kiwada, Yukio Sugiura, Atsuya Muranaka, Nagao Kobayashi, Masanobu Uchiyama, Kentrao Yamaguchi and Tomohiko Ohwada Tetrahedron, 2006, 62. 11635-11644. 79. Design, Synthesis and BK Channel-Opening Activity of Hexahydrodibenzazepinones Derivatives Toshihiko Tashima, Yoshimi Toriumi, Yumi Mochizuki, Taro Nonomura, Satoru Nagaoka, Katsuo Furukawa, Hiromichi Tsuru, Satomi Adachi-Akahane, and Tomohiko Ohwada Bioorg. Med. Chem. 2006, 14, 8014-8031. 2005 78. Theoretical Revisit of Regioselectivities of Diels-Alder Reactions. Quantitative Evaluation of Multicentered Reactivity Based on Reactive Hybrid Orbitals Hajime Hirao , and Tomohiko Ohwada J. Phys. Chem., A, 2005, 109, 816-824. 77. Generation of Orbitals that Control Molecular Reactivity: Projected Reactive Orbital Approach Haijime Hirao, Tomohiko Ohwada J. Phys. Chem., A, 2005, 109, 7642-7647. 76. Cp2TiCl2-Catalyzed Regio- and Chemoselective One-Step Synthesis of gamma-Substituted Allylsilanes from Terminal Alkenes Using Dianion-Type Zincate (SiSiNOL-Zn-ate) Nakamura, S.; Uchiyama, M.; Ohwada, T.; J. Am. Chem. Soc, 2005; 127, 13116-13117. 75. Compounds Structurally Related to Tamoxifen as Openers of Large-Conductance Calcium-Activated K+ Channel Sha Yu, Toshihiko Tashima, Yumi, Mochizuki, Yoshimi Toriumi, Satomi Adachi-Akahane, Taro Nonomura, Maosheng Cheng, Tomohiko Ohwada Chem. Pharm. Bull., 2005, 53, 1372-1373. 74. 理論計算への取り組み T. Ohwada, Farumashia. 2005, 41, 737-739. 73. Large-conductance Ca2+-activated K+ channel beta1 subunit in cardiac mitochondria and cardioprotective effects of BK channel openers Ohya, S Sakamoto, K Kuwata, Y Muraki, K Ohwada, T Imaizumi, Y Yakugaku Zasshi (Journal of the Pharmaceutical Society of Japan), 2005, 125 (2), 149-150. 72. 12,14-Dichrolodehydroabietic acid, a novel opener of mitochondrial large conductance Ca2+-activated K+ channels Sakamoto, K Ohya, S Muraki, K Ohwada, T Imaizumi, Y Biophysical Journal, 2005, 88(1), 441A-442A. 2004 71. alpha,alpha-Disubstituted Amino Acids Bearing a Large Hydrocarbon Ring. Peptide Self-Assembly through Novel Hydrophobic Recognition Tomohiko Ohwada, Daisuke Kojima, Tatsuto Kiwada, Shiroh Futaki, Yukio Sugiura, Kentaro Yamaguchi, Yoshinori Nishi, Yuji Kobayashi. Chemistry-A European Journal 2004, 10, 617-626. 70. A New Chemoselective Anionic Polymerization Method in Aqueous Media: Design and Application of Bulky Zincate Possessing Little Basicity Minoru Kobayashi, Yotaro Matsumoto, Masanobu Uchiyama, and Tomohiko Ohwada Macromolecules, 2004, 37,4339-4341.. 69. Development of A New Catalytic Electron Transfer System Mediated by Transition Metal Ate Complexes: Applicability and Tunability of Electron-releasing Potential for Organic Transformations Masanobu Uchiyama, Yotaro Matsumoto, Shinji Nakamura, Tomohiko Ohwada, Natsuno Yamashita, Atsushi Matsumiya, Takao Sakamoto J. Am. Chem. Soc., 2004,126, 8755-8759. 68. Rationale for the Acidity of Meldrum's Acid. Consistent Relation of C-H Acidities to the Properties of Localized Reactive Orbital Satoshi Nakamura, Hajime Hirao, Tomohiko Ohwada J. Org. Chem., 2004, 69, 4309-4316. 67. Regio- and Chemoselective Direct Generation of Functionalized Aromatic Aluminium Compounds Using Aluminium Ate Base Uchiyama, M.; Naka, H.; Matsumoto, Y.; Ohwada, T. Journal American Chemical Society, 2004, 126,10526-10527. 66. Theoretical Analysis of Lewis Basicity Based on Local Electron-Donating Ability. Origin of Basic Strength of Cyclic Amines Tomohiko Ohwada, Hajime Hirao, Atsushi Ogawa J. Org. Chem., 2004, 69, 7486-7494. 65. Mechanism and Ligand-Transfer Selectivity of 1,2-Addition of Organozincate Complexes to Aldehyde Uchiyama, M.; Nakamura, S.; Ohwada, T.; Nakamura, M.; Nakamura, E. J. Am. Chem. Soc. 2004, 126, 10897-10903. 64.Chemoselective Silylzincation of Functionalized Terminal Alkynes Using Dianion-Type Zincate (SiBNOL-Zn-ate): Regiocontrolled Synthesis of Vinylsilanes Nakamura, S.; Uchiyama, M.; Ohwada, T. J. Am. Chem. Soc. 2004, 126, 11146-11147. 63. Optimization of the internal calibrant for exact mass measurements by FAB-MS Hara, R Sakabe, C Ohwada, T Yamaguchi, K Bunseki Kagaku, 2004, 53(6), 623-627. 2003 62. Structural Design and Synthesis of Nitric Oxide Donors Amied to Controlled Release Ohwada, T.; Uchiyama, M. Journal of Synthetic Organic Chemistry, Japan, 2003, 61, 45-57. 61. Theoretical Study of Reactivities in Electrophilic Aromatic Substitution Reactions :Reactive Hybrid Orbital Analysis Hirao, H. ; Ohwada, T. J. Phys. Chem., A, 2003, 107, 2875-2881. 60. 4H-1,2-Benzoxazines with Electron-withdrawing Substituents on the Benzene Ring. Synthesis and Application as Potent Intermediates for Oxygen-Functionalized Aromatic Compounds Nakamura, S., Uchiyama, M.; Ohwada, T. J. Am. Chem. Soc., 2003, 125, 5282-5283. 59. Stereoselectivity of Superacid-Catalyzed Pictet-Spengler Cyclization Reactions Nakamura, S., Tanaka, M. Taniguchi, T.,Uchiyama, M.; Ohwada, T. Organic Letters., 2003, 5, 2087-2090. 58. An Evaluation of Amide Group Planarity in 7-Azabicyclo[2.2.1]heptane Amides. Low Amide Bond Rotation Barrier in Solution. Yuko Otani, Osamu Nagae, Yuji Naruse, Satoshi Inagaki,Masashi Ohno, Kentaro Yamaguchi, Gaku Yamamoto, Masanobu Uchiyama, and Tomohiko Ohwada J. Am. Chem. Soc., 2003, 125, 15191-15199. 57. Dehydroabietic Acid Derivatives as a Novel Scaffold for Large-Conductance Calcium-Activated K+ Channel Openers. Tomohiko Ohwada, Taro Nonomura, Keisuke Maki, Kazuho Sakamoto, Susumu Ohya, Katsuhiko Muraki, Yuji Imaizum Bioorganic Medicinal Chemistry Letters, 2003, 13, 3971-3974. 2002 56. Mutagenicity of aristolochic acid in the lambda/lacZ transgenic mouse (MutaMouse). Kohara, Arihiro; Suzuki, Takayoshi; Honma, Masamitsu; Ohwada, Tomohiko; Hayashi, Makoto. Mutation Research, 2002, 515(1-2), 63-72. 55. Dinitropyrenes induce gene mutations in multiple organs of the lambda/lacZ transgenic mouse (Muta Mouse). Kohara, Arihiro; Suzuki, Takayoshi; Honma, Masamitsu; Oomori, Takashi; Ohwada, Tomohiko; Hayashi, Makoto. Mutation Research, 2002, 515(1-2), 73-83. 54. Generation of Functionalized Asymmetric Benzynes Using TMP-Zincates. Effects of Ligands on Selectivity and Reactivity of Zincates. Uchiyama, M.; Miyoshi, T.; Kajihara, Y.; Sakamoto, T.; Otani, Y.; Ohwada, T.; Kondo, Y. J. Am. Chem. Soc., 2002, 124, 8514-8515. 53. Molecular basis of pimaran compounds as novel activators of large conductance Ca2+ activated K+ channel alpha-subunit Imaizumi, Y.; Sakamoto, K.; Yamada, A.; Hotta, A.; Ohya, S.; Muraki, K.; Uchiyama, M. ; Ohwada, T. Molecular Pharmacology, 2002, 62, 836-846. 2001 52. Mutation spectrum of o-aminoazotoluene in the cII gene of lambda/lacZ transgenic mice (Muta(TM)Mouse). Kohara, A., Suzuki, T., Honma, M., Hirano, N. , Ohsawa, K. , Ohwada,T. Hayashi, M. Mutation Research/Genetic Toxicology and Environmental Mutagenesis, 2001, 491, 211-220 51. Space-filling Effects in Membrane Disruption by Cationic Amphiphiles Fujiwara, T.;Hirashima, H. ;Hasegawa, S. ; Nakanishi, M.; Ohwada, T., Biooranic Medicinal Chemistry , 2001, 9, 1013-1024. 50. 窒素ピラミッドアミドおよび関連化合物の構造特性 大和田智彦 薬学雑誌, 2001, 121, 65-77 49. Regioselective Superacid-Catalyzed Electrocyclization of Diphenylmethyl Cations. Fluorenes, Phenanthrol and Benzofuran Cyclizations. Yoshida N.; Ohwada, T. Synthesis, 2001, 1487-1494. 48. Stereoselction of Sterically Unbiased Diels-Alder Dienes with Spiro Conjugation. Igarashi, H.; Sakamoto, S,; Yamaguchi, K.; Ohwada, T. Tetrahedron Letters, 2001, 42, 5257-5260. 47. Usefulness and Limitation of DiBAC4(3), a Voltage-sensitive Fluoresent Dye, for the measurement of membrane Potentials regulated by recombinant large conductance Ca2+-Activated K+ Channels in HEK293 Cells. Yamada, Aki; Gaja, Norikazu, Ohya Sususmu, Muraki Katsuhiko; Narita Hiroshi, Tomohiko Ohwada, Imaizumi Yuji Jpn. J. Pharmacol., 2001, 86, 342-350. 46. Anchoring and Bola Cationic Amphiphiles for Nucleotide Delivery. Effects of Orientation and Extension of Hydrophobic Regions Tomonobu Yoshimura, Seiji Hasegawa, Naohide Hirashima, Mamoru Nakanishi, ; Tomohiko Ohwada Bioorganic & Medicinal Chemisty Letters, 2001, 11, 2897-2901. 45. Structural Features of Aliphatic N-Nitrosamines of 7-Azabicyclo[2.2.1]heptanes That Facilitate N-NO Bond Cleavage Tomohiko Ohwada,Motoko Miura, Haruko Tanaka, Shigeru Sakamoto, Kentaro Yamaguchi, Hirotaka Ikeda, and Satoshi Inagaki J. Am. Chem. Soc., 2001, 123, 10164-10172. 2000 44. Influenec of Structure on N-NO bond cleavage of aliphatic N-nitrosamines. Miura, M.; Sakamoto, S.; Yamaguchi, K.; Ohwada, T., Tetrahedron Letters, 2000, 41, 3637-3641. 43. Gene Transfection activities of amphiphilic Steroid-polyamine Conjugates Fujiwara, T.; Hasegawa, S.; Hirashima, H.; Nakanishi, M.; Ohwada, T., Biochim. Biophys. Acta, 2000, 1468, 396-402. 1999-1990 42. The Prototype Pictet-Spengler Reactions Catalyzed by Superacids. Involvement of Dicationic Superelectrophiles Yokoyama,A.; Ohwada, T.; Shudo, K. J. Org. Chem., 1999, 64, 611-617. 41. Orbital-Controlled Stereoselections in Sterically Unbiased Cyclic Systems Ohwada, T. Chemical Reviews , 1999, 99, 1337-1375. 40. Electrons-in-a-Box model for conjugation in linear carbanions Tomohiko Ohwada, Hirotaka Kagawa,and Hiroshi Ichikawa Int. J. Quan. Chem., 1998, 68, 65-72. 39. Protonation Enthalpies in Fluorosulfonic Acid Using Ab Initio Self-Consistent Reaction Field Theory Harris,N.: Ohwada, T.; Lammertsma, K. Journal of Computational Chemistry, 1998, 19, 250-257. 38. Superacid-catalyzed Electrocyclization of Diphenylmethyl Cations to Fluorenes. Kinetic and Theoretical Revisit Supporting the Involvement of Ethylene Dications Ohwada, T;Suzuki, T.; Shudo, K. Journal of the American Chemical Society, 1998, 120, 4629-4637. 37. Facial Selectivities of Benzofluorenes Bearing a Carbonyl, an Olefin, or a Diene Group in Spiro Geometry. ? Spiro Substituent Effects Tsuji, M.; Ohwada, T.; Shudo, K. Tetrahedron Letters, 1998, 39, 403-406 36. On the Planarity of Amide Nitrogen. Intrinsic Pyramidal Nitrogen of N-Acyl-7-Azabicyclo[2.2.1]heptanes Ohwada, T.; Achiwa, T.; Okamoto, I.; Shudo, K.; Yamaguchi, K. Tetrahedron Letters, 1998, 39, 865-868. 35. Intrinsic Pyramidal Nitrogen of N-Sufonylamides Ohwada, T.; Okamoto, I.; Shudo, K.; Yamaguchi, K. Tetrahedron Letters, 1998, 39, 7877-7880. 34. Nitration of Quinoline 1-Oxide: Mechanism of Regioselectivity Yokoyama, A.; Ohwada, T.; Saito, S.; Shudo, K. Chemical and Pharmaceutical Bulletin., 1997, 45, 279-283. 33. pi-Conjugation in Y-Shaped Configuration. Does a Special Stability Exist? Ohwada, T.; Kagawa, H.; Ichikawa, H. Bulletin of the Chemical Society of Japan, 1997, 70, 2411-2415. 32. Superacid-catalyzed Electrocyclization of 1-Phenyl-2-propene-1-ones to 1-Indanones. Kinetic and Theoretical Studies of Electrocyclization of Oxonium Carbenium Dications Suzuki, T.: Ohwada, T.; Shudo, K. Journal of the American Chemical Society, 1997, 119, 6774-6780. 31. Non-Steric Facial Selectivity in Nucleophilic 1,4-Conjugate Addition Okamoto, I.; Ohwada, T.; Shudo, K. Tetrahedron Letters, 1997, 38, 425-428. 30. A Cyclopropyl Group Shows Reverse Facial Selectivity Depending on the Bicyclic Ring System Tsuji, M.; Ohwada, T.; Shudo, K. Tetrahedron Letters, 1997, 38, 6693-6698. 29. Superacid-Catalyzed Reaction of Substituted Benzaldehydes with Benzene Saito, S.; Ohwada, T.; Shudo, K. Journal of Organic Chemistry, 1996, 61, 8089-8093. 28. Structures and Reactivities of Ethylene Dication Electrophiles Ohwada, T,; Yamazaki, T.; Suzuki, T.; Saito, S.; Shudo, K. Journal of the American Chemical Society, 1996, 118, 6220-6224. 27. Three-Center, Two-Electron Systems. Origin of the Tilting of Their Substituents. Lammertsma, K.; Ohwada, T. Journal of the American Chemical Society, 1996, 118, 7247-7254. 26. Unsymmetrization of the Olefin Group of Bicyclo[2.2.2]octenes. ??? Coupling. Ohwada. T.; Uchiyama, M.; Tuji, M.; Okamoto, I.; Shudo, K. Chemical and Pharmaceutical Bulletin, 1996, 44, 296-306. 25. A Remote Substituent Can Determine Magnitude of Facial Selectivity in Benzobicyclo[2.2.2]octatrienesOhwada, T.; Tsuji, M.; Okamoto, I.; Shudo, K. Tetrahedron Letters, 1996, 37, 2609-2612. 24. Orbital Unsymmetrization Affects Facial Selectivities of Diels-Alder Dienophiles Okamoto, I.; Ohwada, T.; Shudo, K. Journal of Organic Chemistry ,1996, 61, 3155-3166. 23. Friedel-Crafts-Type Reaction of Benzaldehyde with Benzene. Diprotonated Benzaldehyde as the Reactive Intermediate Saito, S.; Ohwada, T.; Shudo, K. Journal of the American Chemical Society, 1995, 117, 11081-11084. 22. Acid-catalyzed Reactions of 1,2-Dicarbonylethanes with Benzene. Ethylene Dication Electrophiles. Yamazaki, T.; Saito, S.; Ohwada, T, Shudo, K. Tetrahedron Letters, 1995, 36, 5749-5752. 21. Involvement of Dicationic Species as the Reactive Intermediates in Gattermann, Houben-Hoesch, and Friedel-Crafts Reactions of Nonactivated Benzenes Sato, Y.; Yato, M.: Ohwada, T.; Saito, S.; Shudo,K. Journal of the American Chemical Society, 1995, 117, 3037-3043. 20. Friedel-Crafts-Type Cyclodehydration of 1,3-Diphenyl-1-propanones. Kinetic Evidence for the Involvement of Dication Satio, S.; Sato, Y.; Ohwada, T.; Shudo, K. Journal of the American Chemical Society, 1994, 116, 2312-2317. 19. Distortion of Olefin and Carbonyl pi-orbitals in Dibenzobicyclo[2.2.2]octatrienes and Dibenzobicyclo[2.2.2]octadienones. Unsymmetrization of pi Lobes Arising from sigma-pi Orbital Interactions. Ohwada, T.; Okamoto, I.; Haga, N.; Shudo, K. Journal of Organic Chemistry ,1994, 59, 3975-3984. 18. Dihedral angle-dependent Orbital Distortions Arising from Vicinal Bonds in Norbornane and 2-Norbornanone.Ohwada, T. Tetrahedron, 1993, 49, 7649-7656. 17. Orbital Distortion Arising from Remote Substituents. Nitration,Reduction, and Epoxidation of Fluorenes Bearing a Carbonyl or an Olefin Group in Spiro Geometry Ohwada, T. Journal of the American Chemical Society, 1992, 114, 8818-8827. 16. Orbital Distortion Arising in Dibenzobicyclo[2.2.2]octatrienes. Biased Epoxidation and Dihydroxylation of the Olefin Moiety. Haga, N.; Ohwada, T.; Okamoto, I.; Shudo, K. Chemical and Pharmaceutical Bulletin, 1992, 40, 3349-3351. 15. The Hammett Acidity Function H0 of Trifluoromethanesulfonic Acid-Trifluoroacetic Acid and Related Acid Systems. A Versatile Nonaqueous Acid System Saito, S. Saito, S.;Ohwada, T.;Shudo, K. Chemical and Pharmaceutical Bulletin, 1991, 39, 2718-2720. 14. Friedel-Crafts-Type Reactions Involving Di- and Tricationic Species. Onium-Allyl Dications and O,O-Diprotonated aci-Nitro Species Bearing a Protonated Carbonyl Group Ohwada, T.; Yamagata, N.; Shudo, K. Journal of the American Chemical Society, 1991, 113, 1364-1373. 13. Orbital Distortion Arising from Remote Substituents. Nitration and Reduction of Spiro[cyclopenta-1,9'-fluorene]-2-ones Ohwada,T. and Shudo, K. Chemical and Pharmaceutical Bulletin, 1991, 39, 2176-2178. 12. Requirements for Houben-Hoesch and Gattermann Reactions. Involvement of Diprotonated Cyanides in the Reactions with Benzene Yato, M.; Ohwada, T.; Shudo, K. Journal of the American Chemical Society, 1991, 113, 691-692. 11. Direct Observation of an Intermediate in the Oxygen Atom Rearrangement of 2-Cyclopropylnitrobenzene in a Strong Acid Ohwada, T.; Kasuga, M.: Shudo, K. Journal of Organic Chemistry, 1990, 55, 2717-2719. 10. 4H-1,2-Benzoxazines as Novel Precursors of o-Benzoquinone Methide Yato, M.; Ohwada, T.; Shudo, K. Journal of the American Chemical Society, 1990, 112, 5341-5342. 9. Reactions of O,O-Diprotonated Nitro Olefins with Benzenes. Formations of Phenylacetones, 4H-1,2-Benzoxazines and Biarylacetone Oximes Ohwada, T.; Okabe, K.; Ohta, T.; Shudo, K. Tetrahedron, 1990, 46, 7539-7555. 1989-1986 8. Novel Electrophilic Species Equivalent to alpha-Keto Cations. Reactions of O,O-Diprotonated Nitro Olefins with Benzenes Yield Arylmethyl Ketones Okabe, K.; Ohwada, T.; Ohta, T.; Shudo, K. Journal of Organic Chemistry, 1989, 54, 733-734. 7. Substituted Ethylene Dications. Structures of Phenylmethyl Cations Substituted with an Electron-Withdrawing Group on the Cation Center Ohwada, T.; Shudo, K. Journal of the American Chemical Society, 1989, 111, 34-40. 6. Ethylene Dications Substituted with Electron-Donating Groups Ohwada, T.; Shudo, K. Journal of Organic Chemistry, 1989, 54, 5227-5237. 5. Reaction of Diphenylmethyl Cations in a Strong Acid. Participation of Carbodications with Positive Charge Substantially Delocalized over the Aromatic Rings Ohwada, T.; Shudo, K. Journal of the American Chemical Society, 1988, 110, 1862-1870. 4. Nitroethylene Yields N,N-Dihydroxyiminum-Methylium Dication in Trifluoromethanesulfonic Acid. Dications Stabilized by Y Delocalization Ohwada, T.; Itai, A.; Ohta, T.; Shudo, K. Journal of the American Chemical Society, 1987, 109, 7036-7041. 3. Reaction of beta-Nitrostyrenes with Benzene Catalyzed by Trifluoromethanesulfonic Acid. Formation and Reaction of N,N-Dihydroxyiminum-Benzyl Dications. Ohwada, T.; Ohta, T.; Shudo, K. Tetrahedron, 1987, 43, 297-305. 2. Acid-catalyzed Reactions of N-Phenylhydroxylamines-Introduction of Carbon Groups on the Benzene Nucleus. Hizatate, S.; Ohwada, T.; Shudo, K., J. Phrmaceutical Sciences, 1987, 76(11), 233-233. 1. Protonation of Nitro Groups. Diprotonation of beta-Nitrostyrenes in Trifluoromethanesulfonic Acid. Ohwada, T.; Ohta, T.; Shudo, K. Journal of the American Chemical Society, 1986, 108, 3029-3032. 主な著書・訳書 11. Tomohiko Ohwada (book chapter), Topics in Current Chemistry, Orbitals in Chemistry, 2009, August 1, Satoshi Inagaki (ed), Springler, 10. 大和田智彦(監訳,分担),マクマリー 有機化学-生体反応へのアプローチー(東京化学同人)(John McMurry著),監訳:柴ア正勝,岩澤伸治,大和田智彦,増野匡彦,2009 9.化学者のための電気生理学入門B,イオンチャネルが細胞を興奮させる, 大和田智彦,渡辺 恵, 現代化学(東京化学同人),2007,12月号, 43-46. 8.化学者のための電気生理学入門A,イオンチャネルと化合物の相互作用を調べる, 大和田智彦,渡辺 恵, 現代化学(東京化学同人),2007,11月号, 32-35. 7.化学者のための電気生理学入門@,イオンチャネル -はじめの一歩- 大和田智彦,渡辺 恵, 現代化学(東京化学同人),2007,10月号, 36-49. 6.人名反応に学ぶ有機合成戦略 大和田智彦(分担) L. Kurti, B. Czako 著 監訳 富岡清 (化学同人)2006 5.知っておきたい有機反応100 大和田智彦(編集委員,分担) 日本薬学会編 (東京化学同人) 2005 4.トップ・ドラッグ 大和田智彦,夏苅英昭 訳(J.サウンダース著) (化学同人)2004 3.量子有機化学(朝倉書店) 藤本博 編 2001,共著 3章 大和田智彦 有機分子の構造-量子化学計算に基づく概念構築の試み 2. chapter 16 “Electrophilic species that can react with benzene are dicationic” Shudo, K.; Ohwada, T. (book chapter) Stable Carbocation Chemistry, 1997, Prakash, K. S.; Schleyer, P. v. R. (ed), 525-548, John Wiley & Sons, Inc. 1. "Reactive Carbon Electrophiles in Friedel-Crafts Reactions" Ohwada, T. Reviews on Heteroatom Chemistry, 1995, 12, 179-209. |