Fine Organic Chemistry Lab.
精密有機化学研究室
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最近の研究業績

2019年

1)     Absolute asymmetric synthesis of an aspartic acid derivative from prochiral maleic acid and pyridine under achiral conditions, Naohiro Uemura, Kento Sano, Arisa Matsumoto, Yasushi Yoshida, Takashi Mino, Masami Sakamoto, Chem. Asian J., 2019,14,4150-4153.

2)     Chemoselective Catalytic Asymmetric Synthesis of Functionalized Aminals Through the Umpolung Organocascade Reaction of α-Imino Amides, Yasushi Yoshida, Kazuki Omori, Tomohiko Hiroshige, Takashi Mino, Masami Sakamoto, Chem. Asian J., 2019,14,2737-2743.

3)     Asymmetric syntheses and applications of planar chiral hypervalent iodine(V) reagents with crown ether backbones, Yasushi Yoshida, Yuto Kanashima, Takashi Mino, Masami Sakamoto, Tetrahedron, 2019,75,3840-3849.

4)     A new class of flavonoids bearing macrocyclic polyethers by stereoselective photochemical cycloaddition reaction, Hiroki Ishikawa, Naohiro Uemura, Ryo Taira, Yasushi Yoshida, Takashi Mino, Yoshio Kasashima, Masami Sakamoto, Tetrahedron, 2019,75,3911-3916.

5)     Chemo- and Regioselective Asymmetric Synthesis of Cyclic Enamides Through the Catalytic Umpolung Organocascade Reaction of α-Imino Amides, Yasushi Yoshida, Tomohiko Hiroshige, Kazuki Omori, Takashi Mino, Masami Sakamoto, J. Org. Chem., 2019,84,7362-7371.

6)     Chiral Symmetry Breaking of Spiropyrane and Spirooxazine via Dynamic Enantioselective Crystallization, Hiroki Ishikawa, Naohiro Uemura, Rei Saito, Yasushi Yoshida, Takashi Mino, Yoshio Kasashima, Masami Sakamoto, Chem. Eur. J., 2019,25,9758–9763.

7)     Synthesis of 7-Allylated Benzofuran Derivative from o-Allyloxyethynylbenzene via Claisen Rearrangement and TBAF-Catalyzed Annulation, Kohei Watanabe, Takashi Mino, Chihiro Masuda, Yasushi Yoshida, Masami Sakamoto, Eur. J. Org. Chem., 2019,1635-1645.

8)     Synthesis and Application of P,Olefin Type Axially Chiral Ligands with sec-Alkyl Groups, Takashi Mino, Daiki Yamaguchi, Chihiro Masuda, Junpei Youda, Toshibumi Ebisawa, Yasushi Yoshida, Masami Sakamoto, Org. Biomol. Chem., 2019,17,1455-1465.

9)     Divergent Synthesis of Methylene Lactone- and Methylene Lactam-Based Spiro Compounds: Utility of Amido-Functionalized γ-Hydroxylactam as a Precursor for Cytotoxic N,O- and N,N-Spiro Compounds, Tetsuya Sengoku, Anna Shirai, Ayaka Takano, Toshiyasu Inuzuka, Masami Sakamoto, Masaki Takahashi, Hidemi Yoda, J. Org. Chem., 2019,84,12532-12541.

10)     Triplet-Triplet Annihilation-Based Upconversion Sensitized by a Reverse Micellar Assembly of Amphiphilic Ruthenium Complexes, Keisuke Fujimoto, Kyosuke Kawai, Shota Masuda, Toshihiro Mori, Takumi Aizawa, Toshiyasu Inuzuka, Takashi Karatsu, Masami Sakamoto, Shiki Yagai, Tetsuya Sengoku, Masaki Tahahashi, Hidemi Yoda, Langmuir, 2019,35,9740-9746.

11)     Total Optical resolution of Spiropyrans via Dynamic Enantioselective Crystallization, Masami Sakamoto, Fine Chemicals, 2019,48(10),13-21.

2018年

1)         Regio- and Enantioselective Synthesis of α-Amino-δ-Ketoesters Through Catalytic Umpolung Reaction of α-Iminoesters with Enones, Yasushi Yoshida, Yuta Moriya, Takashi Mino, Masami Sakamoto, Adv. Synth. Catal., 2018, 360, 4142-4146.

         Highlighted in organic chemistry portal!(www.organic-chemistry.org/Highlights/2019/08July.shtm)

2)     Umpolung cyclization reaction of N-cinnamoylthioureas in the presence of DBU, Rei Saito, Naohiro Uemura, Hiroki Ishikawa, Akina Magara, Yasushi Yoshida, Takashi Mino, Yoshio Kasashima, Masami Sakamoto. Org. Biomol. Chem., 2018,16, 7910-7919.

3)     Highly efficient blue emission from boron complexes of 1-(o-hydroxyphenyl)imidazo[1,5-a]pyridine, Fumitoshi Yagishita, Takashi Kinouchi, Keita Hoshi, Yoshihiko Tezuka, Yuta Jibu, Takashi Karatsu, Naohiro Uemura, Yasushi Yoshida, Takashi Mino, Masami Sakamoto, Yasuhiko Kawamura, Tetrahedron, 2018, 74, 3728-3733.

4)     Asymmetric Diels-Alder Reaction Involving Dynamic Enantioselective Crystallization, Naohiro Uemura, Seiya Toyoda, Hiroki Ishikawa, Yasushi Yoshida, Takashi Mino, Yoshio Kasashima, Masami Sakamoto, J. Org. Chem., 2018, 83, 9300-9304.

5)     The Second-generation Synthesis of BICMAP Analogues, Takashi Mino, Kohei Watanabe, Takumu Akiyama, Yuki Mizutani, Kazuki Miura, Masatoshi Hashimoto, Yasushi Yoshida, Masami Sakamoto, Tetrahedron, 2018, 74, 3871-3878.

6)     N,N-Disubstituted Allylic Amine Type Aminophosphines with C(aryl)-N(amine) Bond Axial Chirality: Synthesis and Application to Palladium-Catalyzed Asymmetric Allylic Alkylation with Malonates, Takashi Mino, Junpei Youda, Toshibumi Ebisawa, Yamato Shima, Kenji Nishikawa, Yasushi Yoshida, Masami Sakamoto, J. Oleo Sci., 2018, 67, 1189-1199.

7)     Fluorescent N-Heteroarenes Having Large Stokes Shift and Water Solubility Suitable for Bioimaging, Fumitoshi Yagishita, Chiho Nii, Yoshihiko Tezuka, Atsushi Tabata, Hideaki Nagamune, Naohiro Uemura, Yasushi Yoshida, Takashi Mino, Masami Sakamoto, Yasuhiko Kawamura, Asian J. Org. Chem., 2018, 7, 1614-1619.

8)     Facile Synthesis of C2-Symmetric Macrocyclic Polyethers by Photodimerization of Covalently-linked Flavonoid Derivatives, Naohiro Uemura, Hiroki Ishikawa, Wataru Yoshida, Satoshi Katabira, Fumitoshi Yagishita, Yasushi Yoshida, Takashi Mino, Yoshio Kasashima, Masami Sakamoto, Chem. Lett., 2018, 47, 160-162.

9)     Stereoselective Photodimerization of 3-Arylindenones in Solution and in the Solid-State, Naohiro Uemura, Hiroki Ishikawa, Naoki Tamura, Yasushi Yoshida, Takashi Mino, Yoshio Kasashima, Masami Sakamoto, J. Org. Chem., 2018, 83, 2256-2262.

10)  Hydrazone-Pd-catalyzed Direct Intermolecular Reaction of o-Alkynylphenols with Allylic Acetates, Kohei Watanabe, Takashi Mino, Eri Ishikawa, Chihiro Masuda, Yasushi Yoshida, Masami Sakamoto, Org. Biomol. Chem., 2018, 16, 575-584.

11)  ヒドラゾンーパラジウム触媒によるアリル化合物を利用した分子変換反応, Kohei Watanabe, Takashi Mino*, Yasushi Yoshida, Masami Sakamoto, 有機合成化学協会誌, 2018, 76 (8), 828-837.

12)  立体選択的な動的結晶化を利用した不斉反応の開発, Naohiro Uemura, Hiroki Ishikawa, Masami Sakamoto, 化学工業, 2018, 69 (4), 37-45.

2017年

1)     Asymmetric Synthesis Involving Reversible Photodimerization of a Prochiral Flavonoid Followed by Crystallization, Hiroki Ishikawa, Naohiro Uemura, Fumitoshi Yagishita, Nozomi Baba, Yasushi Yoshida, Takashi Mino, Yoshio Kasashima, Masami Sakamoto, Eur. J. Org. Chem., 2017, 6878-6881.

2)     Synthesis of Dimeric Imidazo[1, 5-a]pyridines and Their Photophysical Properties, Fumitoshi Yagishita, Natsumi Kozai, Chiho Nii, Yoshihiko Tezuka, Naohiro Uemura, Yasushi Yoshida, Takashi Mino, Masami Sakamoto, Yasuhiko Kawamura, ChemistrySelect, 2017, 2, 10694-10698.

3)     Palladium-Catalyzed Mizoroki–Heck Reaction of Aryl Iodides with Allyl Aryl Ethers Using Imidazo[1, 5-a]pyridines, Fumitoshi Yagishita, Sota Shimokawa, Naohiro Uemura, Yasushi Yoshida, Takashi Mino, Masami Sakamoto, Yasuhiko Kawamura, ChemistrySelect, 2017, 2, 10143-10145.

4)     Organocatalytic Highly Regio- and Enantioselective Umpolung Michael Addition Reaction of α-Imino Esters, Yasushi Yoshida, Takashi Mino, Masami Sakamoto, Chemistry-A European Journal201723, 12749-12753. (Selected as a Hot Paper)

5)     有機結晶のキラリティーを利用した不斉反応の開発, Masami Sakamoto, Takashi Mino, Yasushi Yoshida, 有機合成化学協会誌2017,75(5), 509-521.

6)     Indium-catalysed amide allylation of α-iminoamide; highly enantioselective synthesis of amide functionalised α-methylene-γ-butyrolactams, Tetsuya Sengoku, Kana Kokubo, Masami Sakamoto, Masaki Takahashi, Hidemi Yoda, Org. Biomol. Chem.201715(2), 320-323.

7)     Hydrazone-Cu-catalyzed Suzuki-Miyaura-type Reaction of Dibromoalkene with Arylboronic Acid, Kohei Watanabe, Takashi Mino, Chikako Hatta, Eri Ishikawa, Yasushi Yoshida, Masami Sakamoto, Eur. J. Org. Chem.2017, 3612-3619.

8)     Synthesis of o-Allyloxy(ethynyl)benzene Derivatives by Cu-Catalyzed Suzuki–Miyaura-Type Reaction and Their Transformations into Heterocyclic Compounds, Kohei Watanabe, Takashi Mino, Eri Ishikawa, Miyu Okano, Tatsuya Ikematsu, Yasushi Yoshida, Masami Sakamoto, Kazuki Sato, Kazuhiro Yoshida, Eur. J. Org. Chem.2017, 2359-2368.

9)     Asymmetric Synthesis by Using Sunlight under Absolute Achiral Conditions, Masami Sakamoto, Koh Shiratsuki, Naohiro Uemura, Hiroki Ishikawa, Yasushi Yoshida, Yoshio Kasashima, Takashi Mino, Chemistry - A European Journal2017, 23, 1717-1721.

 

 

2016年

1) Asymmetric synthesis of amino acid derivative from achiral aroylacrylamide by reversible Michael addition and preferential crystallization, Yuki Kaji, Naohiro Uemura, Yoshio Kasashima, Hiroki Ishikawa, Yasushi Yoshida, Takashi Mino, Masami Sakamoto, Chemistry - A European Journal,2016, 22, 16429–16432.

2) Facile Synthesis of Amino Acid-derived Novel Chiral Hypervalent Iodine(V) Reagents and Their Applications, Yasushi Yoshida, Akina Magara, Takashi Mino, Masami Sakamoto, Tetrahedron Lett., 2016, 57, 5103-5107.

3) Asymmetric Synthesis Using Chiral Crystals of Coumarin-3-carboxamides and Carbenoids, Fumitoshi Yagishita, Mamoru Kato, Naohiro Uemura, Hiroki Ishikawa, Yasushi Yoshida, Takashi Mino, Yoshio Kasashima, Masami Sakamoto, Chem. Lett, 2016, 45, 1310-1312.

4) Chiral N-1-Adamantyl-N-trans-cinnamylaniline Type Ligands: Synthesis and Application to Palladium-Catalyzed Asymmetric Allylic Alkylation of Indoles, Takashi Mino, Kenji Nishikawa, Moeko Asano, Yamato Shima, Toshibumi Ebisawa, Yasushi Yoshida, Masami Sakamoto, Org. Biomol. Chem., 2016, 14, 7509-7519.

5) Reversible changes of axial chirality of naphthamide by photochemical and thermal reactions, Nobuo Yasuike, Fumitoshi Yagishita, Kazushi Sunaoshi, Yasuhiro Hasegawa, Takashi Mino, Masami Sakamoto, J. Photochem. Photobiol. A: Chem., 2016, 331, 110-114.

6) Palladium–catalyzed Mizoroki–Heck Reaction Using Imidazo[1,5-a]pyridines, Fumitoshi Yagishita, Koh Nomura, Saki Shiono, Chiho Nii, Takashi Mino, Masami Sakamoto, Yasuhiko Kawamura, ChemistrySelect, 2016, 1, 4560-4563.

7) Hydrazone-Palladium Catalyzed Annulation of 1-Cinnamyloxy-2-ethynylbenzene Derivatives, Kohei Watanabe, Takashi Mino, Tatsuya Ikematsu, Chikako Hatta, Yasushi Yoshida, Masami Sakamoto, Org. Chem. Front., 2016, 3, 979-984.

8) BINOL-Al Catalyzed Kinetic Resolution of Citronellal Analogs; Synthesis of a Variety of Fragrances, Hisanori Itoh, Hironori Maeda, Shinya Yamada, Yoji Hori, Takashi Minoand Masami Sakamoto, Tetrahedron: Asymm., 2016, 27, 698-705.


2015年

1) Total Resolution of Racemates by Dynamic Preferential Crystallization, Masami Sakamoto, Takashi Mino, T. in Advances in Organic Crystal Chemistry, Comprehensive Reviews 2015, Eds. R. Tamura, M. Miyata, Springer, 2015, 445-462.

2) Indium-catalyzed amide allylation of N-carbonyl imides; formation of azaspiro-γ-lactones via ring opening-reclosure, Tetsuya Sengoku, Yusuke Murata, Yuwa Aso, Ai Kawakami, Toshiyasu Inuzuka, Masami Sakamoto, Masaki Takahashi, Hidemi Yoda, Org. Lett. 2015, 17(23), 5846-5849.

3) Phosphine-Catalyzed β,γ-Umpolung Domino Reaction of Allenic Esters: Facile Synthesis of Tetrahydrobenzofuranones Bearing a Chiral Tetrasubstituted Stereogenic Carbon Center, Shinobu Takizawa, Kenta Kishi, Yasushi Yoshida, Steffen Mader, Fernando Arteaga Arteaga, Shoukou Lee, Manabu Hoshino, Magnus Rueping, Makoto Fujita, Hiroaki Sasai, Angew. Chem., Int. Ed., 2015, 54, 15511-15515.

4) Indium-Catalyzed Amide Allylation of N-Carbonyl Imides: Formation of Azaspiro-γ-lactones via Ring Opening-Reclosure, Tetsuya Sengoku, Yusuke Murata, Yuwa Aso, Ai Kawakami, Toshiyasu Inuzuka, Masami Sakamoto, Masaki Takahashi, Hidemi Yoda, Org. Lett., 2015, 17, 5846-5849.

5) Hydrazone-palladium catalyzed annulation of 1-allyl-2-bromobenzene derivatives with internal alkynes, Kohei Watanabe, Takashi Mino, Chikako Hatta, Shisei Ito, Masami Sakamoto, Org. Biomol. Chem., 2015, 13, 11645-11650.

6) An enantioselective organocatalyzed aza-Morita-Baylis-Hillman reaction of isatin-derived ketimines with acrolein, Yasushi Yoshida, Makoto Sako, Kenta Kishi, Hiroaki Sasai, Susumi Hatakeyama, Shinobu Takizawa, Org. Biomol. Chem., 2015, 13, 9022-9028.

7) Involvement of Lipocalin-like CghA in Decalin-Forming Stereoselective Intramolecular [4+2] Cycloaddition, Michio Sato, Fumitoshi Yagishita, Takashi Mino, Nahoko Uchiyama, Ashay Patel, Yit Heng Chooi, Yukihiro Goda, Wei Xu, Hiroshi Noguchi, Tsuyoshi Yamamoto, Kinya Hotta, Kendall N Houk, Yi Tang, Kenji Watanabe, ChemBioChem, 2015, 16, 2294-2298.

8) BICMAP-rhodium(I)-catalyzed asymmetric 1,4-addition of arylboronic acids to coumarins, Takashi Mino, Kazuki Miura, Hiroyuki Taguchi, Kohei Watanabe, Masami Sakamoto, Tetrahedron: Asymm., 2015, 26, 1065-1068.

9) Enantioselective and aerobic oxidative coupling of 2-naphthol derivatives using chiral dinuclear vanadium(V) complex in water, Makoto Sako, Shinobu Takizawa, Yasushi Yoshida, Hiroaki Sasai, Tetrahedron: Asymm., 2015, 26, 613-616.

10) A new class of C2 chiral photodimer ligands for catalytic enantioselective diethylzinc addition to arylaldehydes, Yuki Ueda, Fumitoshi Yagishita, Hiroki Ishikawa, Yuki Kaji, Nozomi Baba, Yoshio Kasashima, Takashi Mino, Masami Sakamoto, Tetrahedron, 2015, 71, 6254-6258.

11) Chiral N-(tert-butyl)-N-methylaniline type ligands: Synthesis and application to palladium-catalyzed asymmetric allylic alkylation, Takashi Mino, Minato Asakawa, Yamato Shima, Haruka Yamada, Fumitoshi Yagishita, Masami Sakamoto, Tetrahedron, 2015, 71, 5985-5993.

 
2014年以前の研究業績はこちら