head_img

論文発表（1987年～）

 

Development of a fluorogenic small substrate for dipeptidyl peptidase-4.
F. Ogawa, M. Takeda, K. Miyanaga, K. Tani, R. Yamazawa, K. Ito, A. Tarui, K. Sato, M. Omote
Beilstein J. Org. Chem. 2017, 13, 2690-2697.

Rh-Catalyzed reductive Mannich-type reaction and its application towards the synthesis of (±)-ezetimibe.
M. Isoda, K. Sato, Y. Kunugi, S. Tokonishi, A. Tarui, M. Omote, H. Minami, A. Ando
Beilstein J. Org. Chem., 2016, 12, 1608-1615.

Cytotoxicity Induced by a Redox-silent Analog of Tocotrienol in Human Mesothelioma H2452 Cell Line via Suppression of Cap-dependent Protein Translation.
A. Sato, H. Ueno, A. Takase, A. Ando, Y. Sekine, T. Yano
Anticancer Res., 2016, 36 (4), 1527-1533.

Nickel-catalyzed Negishi cross-coupling of bromodifluoroacetamides.
A. Tarui, S. Shinohara, K. Sato, M. Omote, A. Ando
Org. Lett., 2016, 18 (5), 1128-1131.

Synthesis of fluorinated isoxazoles using SelectfluorTM: preparation and characterization of 4-fluoroisoxazole, 4,4,5-trifluoroisoxazoline and 4,4-difluoro-5-hydroxyisoxazoline systems from one-pot and multi-step processes.
K. Sato, G. Sandford, K. Shimizu, S. Akiyama, M. J. Lancashire, D. S. Yufit, A. Tarui, M. Omote, I. Kumadaki, S. Harusawa, A. Ando
Tetrahedron, 2016, 72 (13), 1690-1698.

A dramatic enhancing effect of InBr3 towards the oxidative Sonogashira cross-coupling reaction of 2-ethynylanilines.
A. Ikeda, M. Omote, K. Kusumoto, M. Komori, A. Tarui, K. Sato, A. Ando
Org. Biomol. Chem., 2016, 14 (6), 2127-2133.

Synthesis of fluorinated Ezetimibe analogue using radical allylation of α-bromo-α-fluoro-β-lactam.
A. Tarui, A. Tanaka, M. Ueo, K. Sato, M. Omote, A. Ando
New J. Chem., 2015, 39 (12), 9325-9329.

Stereoselective synthesis of multi-substituted fluoro-β-lactams and their conversion to fluorinated β-amino acid core.
A. Tarui
YAKUGAKU ZASSHI, 2015, 135 (11), 1245-1253.

Diastereoselective synthesis of syn-β-lactams using Rh-catalyzed reductive Mannich-type reaction of α,β-unsaturated esters.
M. Isoda, K. Sato, M. Funakoshi, K. Omura, A. Tarui, M. Omote, A. Ando
J. Org. Chem., 2015, 80 (16), 8398-8405.

One-pot synthesis of 1,3-enynes with a CF3 group on the terminal sp2 carbon by an oxidative Sonogashira cross-coupling reaction.
A. Ikeda, M. Omote, K. Kusumoto, A. Tarui, K. Sato, A. Ando
Org. Biomol. Chem., 2015, 13 (33), 8886-8892.

Stereoselective Suzuki coupling reaction of an α-bromo-α-fluoro-β-lactam.
A. Tarui, E. Miyata, A. Tanaka, K. Sato, M. Omote, A. Ando
Synlett, 2015, 26 (1), 55-58.

遺伝子発現カスケード解析によるトコトトリエノールエーテル誘導体の抗中皮腫作用に関与するシグナル分子の推定.
菅原，佐藤，内田，塩澤，河野，宮越，安藤，太田，矢野
ビタミン, 2014, 88 (12), 610-615.

Asymmetric reductive aldol-type reaction with carbonyl compounds using dialkyl tartrate as a chiral ligand.
M. Isoda, K. Sato, Y. Tokura, A. Tarui, M. Omote, A. Ando
Chem. Pharm. Bull., 2014, 62 (10), 956-961.

Enantioselective synthesis of α,α-difluoro-β-lactams using amino alcohol ligands.
A. Tarui, T. Ikebata, K. Sato, M. Omote, A. Ando
Org. Biomol. Chem., 2014, 12 (33), 6484-6489.
Highlighted in SYNFACTS, 2014, (12), 1286.

Csp3-Csp3 homocoupling reaction of benzyl halides catalyzed by rhodium.
K. Sato, Y. Inoue, T. Mori, A. Sakaue, A. Tarui, M. Omote, I. Kumadaki, A. Ando
Org. Lett., 2014, 16 (14), 3756-3759.

生理活性物質を指向した含フッ素複素環類の合成－フルオロ酢酸エチルおよび含フッ素ビニルシランの利用.
樽井，佐藤，表，安藤
有機合成化学協会誌, 2014, 72 (6), 680-691.

Ligand-promoted asymmetric imino-Reformatsky reaction of ethyl dibromofluoroacetate.
A. Tarui, H. Nishimura, T. Ikebata, A. Tahira, K. Sato, M. Omote, H. Minami, Y. Miwa, A. Ando
Org. Lett., 2014, 16 (8), 2080-2083.
Highlighted in SYNFACTS, 2014, (7), 739.

A redox-silent analogue of tocotrienol inhibits cobalt(II) chloride-induced VEGF expression via yes signaling in mesothelioma cells.
A. Sato, N. Virgona, A. Ando,, M. Ota, T. Yano
Biol. Pharm. Bull., 2014, 37 (5), 865-870.

Oxidative 3,3,3-trifluoropropylation of arylaldehydes.
A. Ikeda, M. Omote, S. Nomura, M. Tanaka, A. Tarui, K. Sato, A. Ando
Beilstein J. Org. Chem., 2013, 9, 2417-2421.

Reductive aldol-type reaction of α,β-unsaturated esters with aldehydes or ketones in the presence of Rh catalyst and Et2Zn.
K. Sato, M. Isoda, Y. Tokura, K. Omura, A. Tarui, M. Omote, I. Kumadaki, A. Ando
Tetrahedron Lett., 2013, 54 (44), 5913-5915.

Direct and diastereoselective alkylation and aldol reactions of α-bromo-α-fluoro-β-lactams.
A. Tarui, N. Kawashima, T. Kawakita, K. Sato, M. Omote, A. Ando
J. Org. Chem., 2013, 78 (16), 7903-7911.

Synthesis of 2-aryl-3-trifluoromethylquinolines using (E)-trimethyl-(3,3,3-trifluoroprop-1-enyl)silane.
M. Omote, M. Tanaka, M. Tanaka, A. Ikeda, A. Tarui, K. Sato, A. Ando
J. Org. Chem., 2013, 78 (12), 6196-6201.

New approach to synthesize β,β-difluorohomoallylic alcohols.
M. Omote, T. Miake, A. Tarui, K. Sato, I. Kumadaki, A. Ando
J. Fluorine Chem., 2013, 147, 1-4.

Ni-catalyzed α-arylation of α-bromo-α-fluoro-β-lactam: Cross-coupling of a secondary fluorine-containing electrophile.
A. Tarui, S. Kondo, K. Sato, M. Omote, H. Minami, Y. Miwa, A. Ando
Tetrahedron, 2013, 69 (5), 1559-1565.

New approach to 3,3-difluoroallyl alcohol.
M. Omote, T. Miake, A. Tarui, K. Sato, J. T. Welch, I. Kumadaki, A. Ando
J. Fluorine Chem., 2012, 144, 114-117.

Discussion Addendum for: Trifluoromethylation at the α-position of α,β-unsaturated ketones: 4-Phenyl-3-trifluoromethyl-2-butanone.
K. Sato, A. Tarui, M. Omote, I. Kumadaki, A. Ando
Org. Synth., 2012, 89, 374-379.

Simple synthesis of β-trifluoromethylstyrenes using (E)-trimethyl-(3,3,3-trifluoroprop-1-enyl)silane.
M. Omote, M. Tnaka, A. Ikeda, S. Nomura, A. Tarui, K. Sato, A. Ando
Org. Lett., 2012, 14 (9), 2286-2289.

Reductive Reformatsky-Honda reaction of α,β-unsuturated esters: Facile formation of 1,3-dicarbonyl compounds and β-hydroxy esters.
K. Sato, M. Isoda, S. Ohata, S. Morita, A. Tarui, M. Omote, I. Kumadaki, A. Ando
Adv. Synth. Catal., 2012, 354 (2-3), 510-514.

Stereoselective synthesis of α-fluorinated amino acid derivatives.
A. Tarui, K. Sato, M. Omote, I. Kumadaki, A. Ando
Adv. Synth. Catal., 2010, 352 (16), 2733-2744.

Diastereoselective synthesis of 2-fluoroaziridine-2-carboxylates by Reformatsky-type aza-Darzens reaction.
A. Tarui, N. Kawashima, K. Sato, M. Omote, A. Ando
Tetrahedron Lett., 2010, 51 (32), 4246-4249.

Trifluoromethylation of organic compounds and related reactions.
K. Sato, A. Tarui, M. Omote, A. Ando, I. Kumadaki
Synthesis, 2010, (11), 1865-1882.

Simple, chemoselective, and diastereoselective Reformatsky-type synthesis of α-bromo-α-fluoro-β-lactams.
A. Tarui, N. Kawashima, K. Sato, M. Omote, Y. Miwa, H. Minami, A. Ando
Tetrahedron Lett., 2010, 51 (15), 2000-2003.

α-Fluoroalkylation of carbonyl compounds mediated by a highly reactive alkyl-rhodium complex.
K. Sato, S. Yamazoe, Y. Akashi, T. Hamano, A. Miyamoto, S. Sugiyama, A. Tarui, M. Omote, I. Kumadaki, A. Ando
J. Fluorine Chem., 2010, 131 (1), 86-90.

Mechanistic studies on α-trifluoromethylation of ketones via silyl enol ethers and its application to other carbonyl compounds.
K. Sato, T. Yuki, R. Yamaguchi, T. Hamano, A. Tarui, M. Omote, I. Kumadaki, A. Ando
J. Org. Chem., 2009, 74 (10), 3815-3819.

Enantioselective alkynylation of aldehydes with chiral β-imino α-perfluoroalkylpropanol derivatives.
M. Omote, Y. Eto, A. Tarui, K. Sato, A. Ando
Tetrahedron: Asymmetry, 2009, 20 (5), 602-604.

A redox-silent analogue of tocotrienol acts as a potential cytotoxic agent against human mesothelioma cells.
K. Kashiwagi, N. Virgona, K. Harada, W. Kido, Y. Yano, A. Ando, K. Hagiwara, T. Yano
Life Sci., 2009, 84 (19-20), 650-656.

Synthesis of recyclable fluorous chiral ligands and evaluation of their catalytic activity toward asymmetric addition of dimethylzinc to aldehydes.
Y. S. Sokeirik, A. Hoshina, M. Omote, K. Sato, A. Tarui, I. Kumadaki, A. Ando
Chem. Asian J., 2008, 3 (10), 1850-1856.

Direct synthesis of 1,3-diketones by Rh-catalyzed reductive α-acylation of enones.
K. Sato, S. Yamazoe, R. Yamamoto, S. Ohata, A. Tarui, M. Omote, I. Kumadaki, A. Ando
Org. Lett., 2008, 10 (12), 2405-2408.
Highlighted in SYNFACTS, 2008, (9), 974.

Rhodium-catalyzed Reformatsky-type reaction for asymmetric synthesis of difluoro-β-lactams using menthyl group as a chiral auxiliary.
A. Tarui, D. Ozaki, N. Nakajima, Y. Yokota, Y. S. Sokeirik, K. Sato, M. Omote, I. Kumadaki, A. Ando
Tetrahedron Lett., 2008, 49 (24), 3839-3843.
Highlighted in SYNFACTS, 2008, (8), 839.

Zn-mediated rhodium-catalyzed α-trifluoromethylation of ketones via silyl enol ethers.
K. Sato, T. Yuki, A. Tarui, M. Omote, I. Kumadaki, A. Ando
Tetrahedron Lett., 2008, 49 (22), 3558-3561.

A redox-silent analogue of tocotrienol inhibits hypoxic adaptation of lung cancer cells.
K. Kashiwagi, K. Harada, Y. Yano, I. Kumadaki, K. Hagiwara, J. Takebayashi, W. Kido, N. Virgona, T. Yano
Biochem. Biophys. Res. Commun., 2008, 365 (4), 875-881.

Rhodium-catalyzed α-fluoroalkylation reaction of ketones using silyl enol ethers.
K. Sato, M. Higashinagata, T. Yuki, A. Tarui, M. Omote, I. Kumadaki, A. Ando
J. Fluorine Chem., 2008, 129 (1), 51-55.

The diastereoselective synthesis of difluoro-β-lactam using Reformatsky-Honda reaction.
A. Tarui, K. Kondo, H. Taira, K. Sato, M. Omote, I. Kumadaki, A. Ando
Heterocycles, 2007, 73 (1), 203-208.

Syntheses of chiral β-amino α-perfluoroalkylpropanol derivatives.
M. Omote, Y. Eto, A. Tarui, K. Sato, A. Ando
Tetrahedron: Asymmetry, 2007, 18 (23), 2768-2772.

Rh-catalyzed novel α-fluoroalkylation of α,β-unsaturated ketones and its mechanism.
K. Sato, Y. Ishida, E. Murata, Y. Oida, Y. Mori, M. Okawa, K. Iwase, A. Tarui, M. Omote, I. Kumadaki, A. Ando
Tetrahedron, 2007, 63 (51), 12735-12739.

Formation of quaternary carbon center with a trifluoromethyl group using a Pd-catalyzed allylation reaction.
K. Sato, Y. Takiguchi, Y. Yoshizawa, K. Iwase, Y. Shimizu, A. Tarui, M. Omote, I. Kumadaki, A. Ando
Chem. Pharm. Bull., 2007, 55 (11), 1593-1596.

Synthesis of a fluorous ligand and its application for asymmetric addition of dimethylzinc to aldehydes.
Y. S. Sokeirik, H. Mori, M. Omote, K. Sato, A. Tarui, I. Kumadaki, A. Ando
Org. Lett., 2007, 9 (10), 1927 -1929.
Highlighted in SYNFACTS, 2007, (7), 727.

Enantioselective addition of methyl group to aldehydes catalyzed by titanium complex of fluorous ligand.
M. Omote, N. Tanaka, A. Tarui, K. Sato, I. Kumadaki, A. Ando
Tetrahedron Lett., 2007, 48 (17), 2989-2991.
Highlighted in SYNFACTS, 2007, (7), 729.

Synthesis of axially dissymmetric ligands with two chiral centers of perfluoroalkyl carbinol moiety, and their application to asymmetric syntheses.
M. Omote, K. Sato, A. Ando, I. Kumadaki
Curr. Org. Synth., 2007, 4 (2), 137-150.

Synthesis of a Schiff's base chiral ligand with a trifluoromethyl carbinol moiety.
Y. S. Sokeirik, M. Omote, K. Sato, I. Kumadaki, A. Ando
Tetrahedron: Asymmetry, 2006, 17 (18), 2654-2658.

Synthesis of fluorine compounds based on special property of fluorine compounds.
I. Kumadaki
YAKUGAKU ZASSHI, 2006, 126 (11), 1059-1085.

Trifluoromethylation at the α-position of α,β-unsaturated ketones: 4-Phenyl-3-(trifluoromethyl)butan-2-one.
K. Sato, M. Omote, A. Ando, I. Kumadaki
Org. Synth., 2006, 83, 177-183.

Development of new reactions of fluorine compounds using a rhodium catalyst.
K. Sato
YAKUGAKU ZASSHI, 2006, 126 (8), 597-605.

High asymmetric induction using a diastereometric mixture of axially dissymmetric ligands.
M. Omote, Y. Nishimura, K. Sato, A. Ando, I. Kumadaki
J. Fluorine Chem., 2006, 127 (7), 977-979.

Asymmetric reduction of perfluoroalkyl ketones with chiral lithium alkoxides.
Y. S. Sokeirik, K. Sato, M. Omote, A. Ando, I. Kumadaki
Tetrahedron Lett., 2006, 47 (16), 2821-2824.

New axially dissymmetric ligand recoverable with fluorous solvent.
M. Omote, Y. Nishimura, K. Sato, A. Ando, I. Kumadaki
Tetrahedron, 2006, 62 (8), 1886-1894.

Novel reduction of perfluoroalkyl ketones with lithium alkoxides.
Y. S. Sokeirik, K. Sato, M. Omote, A. Ando, I. Kumadaki
J. Fluorine Chem., 2006, 127 (1), 150-152.

Application of axially dissymmetric ligand recoverable with fluorous solvent as a chiral auxiliary.
M. Omote, Y. Nishimura, K. Sato, A. Ando, I. Kumadaki
J. Fluorine Chem., 2006, 127 (1), 74-78.

The simple and selective synthesis of 3-amino-2,2-difluorocarboxylic esters and difluoro-β-lactams using ethyl bromodifluoroacetate in the presence of rhodium catalyst.
K. Sato, A. Tarui, S. Matsuda, M. Omote, A. Ando, I. Kumadaki
Tetrahedron Lett., 2005, 46 (45), 7679-7681.

Reactions of ethyl bromodifluoroacetate in the presence of copper powder.
K. Sato, M. Omote, A. Ando, I. Kumadaki
"Fluorine-Containing Synthons" ACS Symposium Series 911, Soloshonok, V. A., Ed.; ACS Publications Division and Oxford University Press, Washington, D.C., 2005, Chapter 28, 476-495.

Induction of cytotoxicity in human lung adenocarcinoma cells by 6-O-carboxypropyl-α-tocotrienol, a redox-silent derivative of α-tocotrienol.
Y. Yano, H. Satoh, K. Fukumoto, I. Kumadaki, T. Ichikawa, K. Yamada, K. Hagiwara, T. Yano
Int. J. Cancer 2005, 115 (5), 839-846.

Synthesis of 2-chloro-1,1-difluoroallyl mesylates through novel rearrangement and C-C bond formation by their Pd-catalyzed reaction with diethylzinc.
A. Ando, M. Nishihara, K. Sato, M. Omote, I. Kumadaki
J. Fluorine Chem., 2005, 126 (5), 765-770.

Recycling of fluorinated axially dissymmetric ligand with fluorous solvent.
M. Omote, Y. Nishimura, K. Sato, A. Ando, I. Kumadaki
J. Fluorine Chem., 2005, 126 (3), 407-409.

Synthesis of new axially dissymmetric ligand with large perfluoroalkyl groups.
M. Omote, Y. Nishimura, K. Sato, A. Ando, I. Kumadaki
Tetrahedron Lett., 2005, 46 (2), 319-322.

4,4-Difluoro-α-tocopherol の合成 -ビタミン E の生理機能解明のためのフッ素アナログの合成-.
佐藤，西本，田本，表，安藤，熊懐
ビタミン E 研究の進歩, 2004, 11, 23-28.

Rhodium-catalyzed novel trifluoromethylation at the α-position of α,β-unsaturated ketones.
K. Sato, M. Omote, A. Ando, I. Kumadaki
Org. Lett., 2004, 6 (23), 4359-4361.

Rhodium-catalyzed Reformatsky-type reaction of ethyl bromodifluoroacetate.
K. Sato, A. Tarui, T. Kita, Y. Ishida, H. Tamura, M. Omote, A. Ando, I. Kumadaki
Tetrahedron Lett., 2004, 45 (29), 5735-5737.

Reaction of ethyl bromodifluoroacetate in the presence of copper powder.
K. Sato, M. Omote, A. Ando, I. Kumadaki
J. Fluorine Chem., 2004, 125 (4), 509-515.

α-Tocopheryloxybutyric acid enhances necrotic cell death in breast cancer cells treated with chemotherapy agent.
K. Nishikawa, H. Satoh, A. Hirai, K. Suzuzki, R. Asano, I. Kumadaki, K. Hagiwara, T. Yano
Cancer Lett. 2003, 201 (1), 51-56.

Reaction of Halothane with carbonyl compounds in the presence of base.
A. Ando, J. Takahashi, Y. Nakamura, N. Maruyama, M. Nishihara, K. Fukushima, J. Moronaga, M. Inoue, K. Sato, M. Omote, I. Kumadaki
J. Fluorine Chem. 2003, 123 (2), 283-285.

Reaction of Halothane with sec-butyllithium in the presence of zinc halides - One-pot preparation of chlorodifluorovinylzinc reagent and its derivatization to α-chloro-β,β-difluorostyrene.
M. Nishihara, Y. Nakamura, N. Maruyama, K. Sato, M. Omote, A. Ando, I. Kumadaki
J. Fluorine Chem., 2003, 122 (2), 247-249.

1,4-Addition reaction of ethyl bromodifluoroacetate to Michael acceptors in the presence of copper powder. -Improvement of the reaction using TMEDA as an additive-
K. Sato, S. Nakazato, H. Enko, H. Tsujita, K. Fujita, T. Yamamoto, M. Omote, A. Ando, I. Kumadaki
J. Fluorine Chem., 2003, 121 (1), 105-107.

Hetero Diels-Alder reaction catalyzed by new axially dissymmetric ligands with fluorinated chiral centers.
M. Omote, T. Hasegawa, K. Sato, A. Ando, I. Kumadaki
Heterocycles, 2003, 59 (2), 501-504.

New approach to a novel axially chiral ligand showing spontaneous enrichment of axial chirality.
T. Hasegawa, M. Omote, K. Sato, A. Ando, I. Kumadaki
Chem. Pharm. Bull., 2003, 51 (3), 265-267.

Induction of apoptosis in a human breast cancer cell overexpressing ErbB-2 receptor by α-tocopheryloxybutyric acid.
A. Akazawa, K. Nishikawa, K. Suzuki, R. Asano, I. Kumadaki, H. Satoh, K. Hagiwara, S. J. Shin, T. Yano
Jpn. J. Pharmacol. 2002, 89 (4), 417-421.

Cancer therapy and prevention based on non-antioxidative effect of Vitamin E.
T. Yano, K. Hagiwara, H. Satoh, I. Kumadaki, K. Suzuki, R. Asano, Y. Yano, T. Ichikawa
Current Topics in Pharmacology 2002, 6, 139-146.

Radical reaction using an organocopper reagent derived from ethyl bromodifluoroacetate.
K. Sato, Y. Ogawa, M. Tamura, M. Harada, T. Ohara, M. Omote, A. Ando, I. Kumadaki
Collect. Czech. Chem. Commun., 2002, 67 (9), 1285-1295.

Synthesis of 4,4-difluoro-α-tocopherol using a cross-coupling reaction of bromodifluoroacetate with aryl iodide in the presence of copper powder.
K. Sato, T. Nishimoto, K. Tamoto, M. Omote, A. Ando, I. Kumadaki
Heterocycles, 2002, 56 (1-2), 403-412.

Syntheses of chiral fluorine analogs of hematoporphyrin.
M. Omote, A. Ando, K. Sato, I. Kumadaki
Tetrahedron, 2001, 57 (38), 8085-8094.

The suppression of ornithine decarboxylase expression and cell proliferation at the promotion stage of lung tumorigenesis in mice by α-tocopheryloxybutyric acid.
T. Yano, Y. Yano, S. Yajima, I. Kumadaki,T. Ichikawa, S. Otani, K. Hagiwara.
Biochem. Pharmacol., 2001, 61 (9), 1177-1181.

Synthesis of α-(trifluoromethyl)pyrrolidines by cyclization of N-tosyl-α-(trifluoromethyl)homoallylamine derivatives.
I. Kumadaki, S. Jonoshita, K. Sato, M. Omote, A. Ando
Heterocycles, 2001, 54 (2), 589-592.

Synthesis of fluorinated analogs of natural porphyrins potentially useful for the diagnosis and therapy of cancer (関連総説Ⅱ).
I. Kumadaki, A. Ando, M. Omote
J. Fluorine Chem., 2001, 109 (1), 67-81.

Vitamin E inhibits cell proliferataion and the activation of extracellular signal-regulated kinase during the promotion phase of lung tumorigenesis irrespective of anti oxidative effect.
T. Yano, S. Yajima, K. Hagiwara, I. Kumadaki, Y. Yano, S. Otani, M. Uchida
Carcinogenesis, 2000, 21 (11), 2129-2133.

Michael-type reaction of ethyl bromodifluoroacetate with α,β-unsaturated carbonyl compounds in the presence of copper powder.
K. Sato, M. Tamura, K. Tamoto, M. Omote, A. Ando, I. Kumadaki
Chem. Pharm. Bull., 2000, 48 (7), 1023-1025.

Synthesis of new synthons for organofluorine compounds from Halothane containing sulfur functional groups.
M. Kato, K. Maeda, K. Sato, M. Omote, A. Ando, I. Kumadaki
Chem. Pharm. Bull., 2000, 48 (5), 683-686.

Synthesis of fluorine anaolgs of protoporphyrin potentially useful for diagnosis and therapy of cancer. III. Synthesis of (2,2-difluorovinyl)trifluorovinyl- and (1-chloro-2,2-difluorovinyl)(2,2-difluorovinyl)deuteroporphyrins.
T. Shigeoka, Y. Kuwahara, K. Watanabe, K. Sato, M. Omote, A. Ando, I. Kumadaki
Heterocycles, 2000, 52 (1), 383-388.

Synthesis of new fluorovinylzinc reagents and their application for synthesis of fluorine analogs of protoporphyrin.
T. Shigeoka, Y. Kuwahara, K. Watanabe, K. Sato, M. Omote, A. Ando, I. Kumadaki
J. Fluorine Chem., 2000, 103 (1), 99-103.

Dissociative and reactive hyperthermal ion-surface collisions with Langmuir-Blodgett films terminated by CF3(CH2)n-, n-perfluoroalkyl, or n-alkyl groups.
C. Gu, V. H. Wysocki, A. Harada, H. Takaya, I. Kumadaki
J. Am. Chem. Soc., 1999, 121 (45), 10554-10562.

A novel axially dissymmetric ligand with chiral 2,2,2-trifluoro-1-hydroxyethyl groups.
M. Omote, A. Kominato, M. Sugawara, K. Sato, A. Ando, I. Kumadaki
Tetrahedron Lett., 1999, 40 (30), 5583-5585.

Synthesis of fluorine analogs of protoporphyrin potenntially useful for diagnosis and therapy of cancer. IV. Synthesis of (trifluorovinyl)vinyl- and (1-chloro-2,2-difluorovinyl)vinyldeutero-porphyrins.
T. Shigeoka, Y. Kuwahara, K. Watanabe, K. Sato, M. Omote, A. Ando, I. Kumadaki
Chem. Pharm. Bull., 1999, 47 (9), 1326-1329.

Synthesis of alkenyl- and aryldifluoroacetate using a copper complex from ethyl bromodifluoroacetate.
K. Sato, R. Kawata, F. Ama, M. Omote, A. Ando, I. Kumadaki
Chem. Pharm. Bull., 1999, 47 (7), 1013-1016.

An efficient route to formyldeuteroporphyrins and their Wittig reaction.
A. Ando, M. Yamazaki, M. Komura, Y. Sano, N. Hattori, M. Omote, I. Kumadaki
Heterocycles, 1999, 50 (2), 913-918.

Synthesis of organofluorine compounds using the ene reaction of N-(p-toluenesulfonyl)-trifluoroacetaldehyde imine.
S. Jonoshita, A. Harada, M. Omote, A. Ando, I. Kumadaki
Chem. Pharm. Bull., 1999, 47 (5), 656-662.

Synthesis of organofluorine compounds using the ene type reaction of N-(p-toluenesulfonyl)-trifluoroacetaldehyde imine.
I. Kumadaki, S. Jonoshita, A. Harada, M. Omote, A. Ando
J. Fluorine Chem., 1999, 97 (1-2), 61-63.

Ene-type reaction of trifluoroacetaldehyde hemiacetal with ene compounds in the presence of a Lewis acid.
K. Sakumo, N. Kuki, T. Kuno, T. Takagi, M. Koyama, A. Ando, I. Kumadaki
J. Fluorine Chem., 1999, 93 (2), 165-170.

reaction of Halothane with carbonyl compounds in the presence of lithium diisopropylamide.
T. Takagi, K. Kanai, M. Omote, A. Ando, I. Kumadaki
J. Fluorine Chem., 1998, 89 (2), 233-234.

Synthesis and Langmuir isotherms of difluorostearic Acids.
D. O'Hagan, I. Kumadaki, M. Petty, H. Takaya, C. Pearson
J. Fluorine Chem., 1998, 90 (2), 133-138.

Optical resolution and asymmetric synthesis of benzyl 3,5-dimethyl-4-(2,2,2-trifluoro-1-hydroxy-ethyl)pyrrole-2-carboxylate.
M. Omote, T. Matsumoto, A. Ando, T. Takagi, M. Koyama, I. Kumadaki, M. Shiro
Heterocycles, 1998, 47 (1), 65-68.

含フッ素ビタミン E 誘導体の合成とその抗酸化性について.
小山，高屋，高木，安藤，熊懐，佐野，富田
ビタミン E 研究の進歩, 1998, 8, 66-70.

Optical resolution of (2,2,2-trifluoro-1-hydroxyethyl)deuteroporphyrins.
M. Omote, T. Matsumoto, A. Ando, T. Takagi, M. Koyama, I. Kumadaki
Heterocycles, 1997, 46 (1), 259-266.

Synthesis of a fluorine analog of hematoporphyrin by ring closure.
M. Omote, A. Ando, T. Takagi, M. Koyama, I. Kumadaki
Tetrahedron, 1996, 52 (44), 13961-13970.

Synthesis of fluorine compounds using zinc complex of Halothane.
T. Takagi, M. Nakamoto, K. Sato, M. Koyama, A. Ando, I. Kumadaki
Tetrahedron, 1996, 52 (39), 12667-12676.

Synthesis of fluorine analogs of natural porphyrins potentially useful for diagnosis and therapy of cancer (関連総説Ⅰ).
A. Ando, I. Kumadaki
Heterocycles, 1996, 42 (2), 885-899.

A method for synthesis of fluorine compounds using abnormal Grignard reaction of Halothane. III. simple synthesis of trifluoromethylchloroolefins.
T. Takagi, J. Takahashi, H. Nakatsuka, M. Koyama, A Ando, I. Kumadaki
Chem. Pharm. Bull., 1996, 44 (2), 280-283.

Synthesis of α,α-difluoro-γ,δ-unsaturated carboxylic esters using Claisen rearrangement.
T. Takagi, N. Okikawa, S. Johnoshita, M. Koyama, A. Ando, I. Kumadaki
Synlett, 1996 (1), 82-84.

Synthesis of fluorine analogs of Vitamin E. IV. Synthesis of bis(trifluoromethyl)tocopherols.
M. Koyama, T. Takagi, A. Ando, I. Kumadaki
Chem. Pharm. Bull., 1995, 43 (9), 1466-1474.

Synthesis of formyl(2,2,2-trifluoro-1-hydroxyethyl)deuteroporphyrins and their derivatization to porphyrin derivatives with elongated side-chains.
M. Omote, A. Ando, T. Takagi, M. Koyama, I. Kumadaki
Chem. Pharm. Bull., 1995, 43 (7), 1107-1110.

A method for synthesis of fluorine compounds using abnormal Grignard reaction of Halothane. II. Reaction with aldehydes and unsaturated ketones.
T. Takagi, A. Takesue, A. Isowaki, M. Koyama, A. Ando, I. Kumadaki
Chem. Pharm. Bull., 1995, 43 (7), 1071-1075.

Cyclization of the ene reaction products from hexafluoroacetone imine: Synthesis of bis(trifluoromethyl)pyrrolidine derivatives.
T. Shimada, A. Fujimoto, T. Takagi, M. Koyama, A. Ando, I. Kumadaki
Heterocycles, 1995, 40 (2), 753-756.

含フッ素脂肪酸をプローブとした生体膜モデルに及ぼすビタミン E の効果.
西村，小山，高木，安藤，熊懐
ビタミン E 研究の進歩, 1995, 5, 82-86.

Synthesis of fluorine analogs of Vitamin E. III. Synthesis of 2-[4,8-dimethyl-12-(trifluoromethyl)-tridecyl]2,5,7,8-tetramethyl-6-chromanol and 2-[4,12-dimethyl-8-(trifluoromethyl)tridecyl]2,5,7,8-tetramethyl-6-chromanol.
M. Koyama, M. Tamura, A. Ando, I. Kumadaki
Chem. Pharm. Bull.,1994, 42 (10), 2154-2156.

Synthesis of fluorine analogs of hematoporphyrin. II.
M. Omote, A. Ando, M. Koyama, T. Takagi, I. Kumadaki
Heterocycles, 1994, 39 (1), 381-384.

Synthesis of bis(trifluoromethyl)chromanols.
M. Koyama, T. Takagi, A. Ando, I. Kumadaki
Heterocycles, 1994, 37 (1), 163-166.

Synthesis of fluorine analogs of hematoporphyrin.
A. Ando, T. Kitamura, S. Aono, H. Sato, M. Omote, M. Koyama, T. Takagi, T. Miki, I. Kumadaki
Heterocycles, 1993, 35 (2), 1309-1312.

Steric effect of a trifluoromethyl group based on the results of ene reaction of trifluoromethyl carbonyl compounds.
I. Kumadaki
Rev. Hetroatom Chem., 1993, 9, 181-204.

Mobility and molecular orientation of Vitamin E in liposomal membrane as determined by 19F-NMR and fluorescence polarization techniques.
S. Urano, M. Matsuo, T. Sakanaka, I. Uemura, I. Kumadaki, K. Fukuzawa
Arch. Biochem. Biophysi., 1993, 303 (1), 10-14.

A method for synthesis of fluorine compounds using abnormal Grignard reaction of halothane.
T. Takagi, A. Takesue, M. Koyama, A. Ando, T. Miki, I. Kumadaki
J. Org. Chem., 1992, 57 (14), 3921-3923.

Ene reaction of N-tosylhexafluoroacetone imine.
T. Shimada, A. Ando, T. Takagi, M. Koyama, T. Miki, I. Kumadaki
Chem. Pharm. Bull., 1992, 40 (6), 1665-1666.

Reactions of trifluoromethyl ketones VIII. Investigation of steric effect of a trifluoromethyl group through ene reaction of trifluoromethyl ketones.
T. Nagai, G. Nishioka, M. Koyama, A. Ando, T. Miki, I. Kumadaki
Chem. Pharm. Bull., 1992, 40 (3), 593-598.

Fluorine analogs of porphyrins potentially useful for diagnosis and therapy of cancer.
A. Ando, M. Omote, I. Kumadaki
Porphyrins, 1992, 1 (3-4), 243-246.

Diels-Alder reaction of trifluoromethyl dienes obtained by ene reaction of trifluoromethyl carbonyl compounds.
T. Nagai, Y. Nasu, T. Shimada, H. Shoda, M. Koyama, A. Ando, T. Miki, I. Kumadaki
J. Fluorine Chem., 1992, 57 (1-3), 245-249.

Location and dynamics of α-tocopherol in model phospholipid membranes with different charges.
K. Fukuzawa, W. Ikebata, A. Shibata, I. Kumadaki, T. Sakanaka, S. Urano
Chem. Phys. Lip., 1992, 63, 69-75.

Synthesis of trifluoromethylated tetrahydropyrans from ene reaction products of trifluoromethyl ketones: Synthesis of fluorine analogs of a sesquiterpene.
T. Nagai, H. Ohtsuka, M. Koyama, A. Ando, T. Miki, I. Kumadaki
Heterocycles, 1992, 33 (1), 51-54.

Studeies on trifluoromethyl ketones VII. Ene reaction of trifluoroacetaldehyde and its application for synthesis of trifluoromethyl compounds.
K. Ogawa, T. Nagai, M. Nonomura, T. Takagi, M. Koyama, A. Ando, T. Miki, I. Kumadaki
Chem. Pharm. Bull., 1991, 39 (7) 1707-1712.

トリフルオロメチル化合物のエン反応.
永井，熊懐
有機合成化学協会誌, 1991, 49 (7), 624-635.

Synthesis of fluorine analogues of protoporphyrin potentially useful for diagnosis and therapy of tumors.
A. Ando, T. Shinada, N. Arimura, M. Koyama, T. Nagai, T. Miki, I. Kumadaki
Chem. Pharm. Bull., 1990, 38 (8), 2175-2178.

Reactions of trifluoromethyl ketones. VI. Synthesis of trifluorinated analogues of monoterpenes.
T. Nagai, K. Ogawa, M. Morita, M. Koyama, A. Ando, T. Miki, I. Kumadaki
Chem. Pharm. Bull., 1989, 37 (7), 1751-1754.

Synthesis of fluorine analogues of protoporphyrin.
A. Ando, T. Shinada, S. Kinoshita, N. Arimura, T. Nagai, T. Miki, I. Kumadaki
J. Fluorine Chem., 1989, 42 (2), 293-298.

Reactions of trifluoromethyl ketones. V. Dehydration of trifluoromethylated homoallyl alcohols: Synthesis of trifluoromethylated dienes.
T. Nagai, M. Hama, M. Yoshioka, M. Yuda, N. Yoshida, A. Ando, M. Koyama, T. Miki, I. Kumadaki
Chem. Pharm. Bull., 1989, 37 (1), 177-183.

Trifluoromethylation of tocopherols.
I. Kumadaki, M. Hirai, M. Koyama, T. Nagai, A. Ando, and T. Miki
Synth. Commun., 1989, 19 (1&2), 173-177.

Synthesis of (2,2,2-trifluoroethyl)benzene derivatives.
A. Ando, T. Miki, I. Kumadaki
J. Org. Chem., 1988, 53 (15), 3637-3639.

Synthesis of 9,9,9-trifluoro-2-p-menthene-1,8-diol. Determination of the structure by X-ray analysis.
T. Nagai, A. Ando, T. Miki, I. Kumadaki, and M. Shiro
Chem. Pharm. Bull., 1988, 36 (8), 3237-3238.

Synthesis of fluorine analogues of Vitamin E. II. Synthesis of 2-(3-chloropropyl)-2,5,7,8-tetra-methyl-6-chromanol and its application for stereocontrolled Wittig reaction with trifluoromethyl ketones.
M. Koyama, M. Tamura, A. Ando, T. Nagai, T. Miki, and I. Kumadaki
Chem. Pharm. Bull., 1988, 36 (8), 2950-2954.

Synthesis of fluorine analogues of Vitamin E.,
I. Kumadaki, M. Tamura, A. Ando, T. Nagai, M. Koyama, T. Miki
Chem. Pharm. Bull., 1988, 36 (2), 515-520.

Reactions of trifluoromethyl ketones. IV. Cyclization of the ene reaction products of trifluoromethyl ketones: A facile synthesis of 2-(trifluoromethyl)tetrahydrofurans.
T. Nagai, T. Miki, I. Kumadaki
Chem. Pharm. Bull., 1987, 35 (9), 3620-3627