Publications in 2022

Multiselective Diels–Alder Reaction of α-Arylacroleins Catalyzed by Boron Tribromide-Assisted Chiral Phosphoric Acids
Kai Matsui, Kohei Toh, Manabu Hatano*, Kazuaki Ishihara*
Org. Lett. 2022, 24(35). 6483-648
DOI:10.1021/acs.orglett.2c02747
Publication Date: August 26, 2022


Photocatalytic Addition Reactions of Ketene Silyl Acetals with Alkenes through Formation of α-Carbonyl Radicals
Tsubasa Hirata, Yoshihiro Ogasawara, Shu Kobayashi*, Yasuhiro Yamashita*
Chem. Asian J. 2022, 17(19), e202200647.
DOI:10.1002/asia.202200647
Publication Date: July 25, 2022


Rapid Synthesis of Polycyclic Aromatic Compounds by Iodocyclization of Ynamides
Takashi Okitsu*, Maho Itoh, Ayaka Inui, Emiko Muta, Ryota Nakamoto, Yuta Adachi, Akimori Wada, Manabu Hatano
Asian J. Org. Chem. 2022, 11(8), e202200275
DOI:10.1002/ajoc.202200275
Publication Date: June 8, 2022


Photoreaction Pathways of Bacteriorhodopsin and Its D96N Mutant as Revealed by In Situ Photoirradiation Solid-State NMR
Arisu Shigeta, Yuto Otani, Ryota Miyasa, Yoshiteru Makino, Izuru Kawamura*, Takashi Okitsu, Akimori Wada, Akira Naito
Membranes 2022, 12, 279.
DOI:10.3390/membranes12030279
Publication Date: February 28, 2022


Publications in 2021

Cp*RhIII/Chiral Disulfonate/CuOAc Catalyst System for the Enantioselective Intramolecular Oxyamination of Alkenes
Jumpei Hirose, Takumi Wakikawa, Shun Satake, Masahiro Kojima, Manabu Hatano, Kazuaki Ishihara, Tatsuhiko Yoshino*, Shigeki Matsunaga*
ACS Catal. 2021, 11(24), 15187–15193.
DOI:10.1021/acscatal.1c04699
Publication Date: December 7, 2021


有機合成のための新触媒反応101 [執筆を分担]
有機合成化学協会 編、東京化学同人、編集 檜山爲次郎・野崎京子・中尾佳亮・中野幸司、2021.11.2.発刊、ISBN: 9784807920051
[分担] 19. 不斉Diels–Alder反応および関連反応 (pp. 38-39)、80. エステル合成 (pp. 160-161)
波多野 学、石原 一彰


Structure of a retinal chromophore of dark-adapted middle rhodopsin as studied by solid-state nuclear magnetic resonance spectroscopy
Izuru Kawamura,* Hayato Seki, Seiya Tajima, Yoshiteru Makino, Arisu Shigeta, Takashi Okitsu, Akimori Wada, Akira Naito, Yuki Sudo
Biophys. Physicobiol. 2021, 18, 177-185.
DOI:10.2142/biophysico.bppb-v18.019
Publication Date: July 14, 2021


Enantio- and Diastereoselective Carbonyl-Ene Cyclization–Acetalization Tandem Reaction Catalyzed by Tris(pentafluorophenyl)borane-Assisted Chiral Phosphoric Acids
Hideyuki Ishihara, Jianhao Huang, Takuya Mochizuki, Manabu Hatano,* Kazuaki Ishihara*
ACS Catal. 2021, 11(10), 6121–6127.

DOI:10.1021/acscatal.1c01242
Publication Date: May 6, 2021

2021.11.29 Organic Chemistry Portalに研究成果が紹介された
Topic title: Organocatalyzed C-C Ring Construction (29 November 2021 - Douglass F. Taber)
https://www.organic-chemistry.org/Highlights/2021/29November.shtm


Insight into the Mechanism of the Acylation of Alcohols with Acid Anhydrides Catalyzed by Phosphoric Acid Derivatives
Hiroyuki Hayashi, Shotaro Yasukochi, Tatsuhiro Sakamoto, Manabu Hatano,* Kazuaki Ishihara*
J. Org. Chem. 2021, 86(7), 5197-5212.
DOI:10.1021/acs.joc.1c00102
Publication Date: March 15, 2021

2022.2.1 Organic Chemistry Portalに研究成果が紹介された
Topic title: Insight into the Mechanism of the Acylation of Alcohols with Acid Anhydrides Catalyzed by Phosphoric Acid Derivatives https://www.organic-chemistry.org/abstracts/lit7/874.shtm


Seco-type β-Apocarotenoid Generated by β-Carotene Oxidation Exerts Anti-inflammatory Effects against Activated Macrophages
Naoki Takatani, Fumiaki Beppu, Yumiko Yamano, Takashi Maoka, Masashi Hosokawa*
J. Oleo Sci. 2021, 70(4), 549-558.
DOI:10.5650/jos.ess20329
Publication Date: March 10, 2021


Chemoselective Transesterification of Methyl (Meth)acrylates Catalyzed by Sodium(I) or Magnesium(II) Aryloxides
Jie Qi Ng, Hiro Arima, Takuya Mochizuki, Kohei Toh, Kai Matsui, Manussada Ratanasak, Jun-Ya Hasegawa,* Manabu Hatano,* Kazuaki Ishihara*
ACS Catal. 2021, 11(1), 199-207.
DOI:10.1021/acscatal.0c04217
Publication Date: December 16, 2020


Reusable Silica-Supported Ammonium BINSate Catalysts for Enantio- and Diastereoselective Friedel-Crafts-Type Double Aminoalkylation of N-Alkylpyrroles with Aldimines
Manabu Hatano,* Xue Zhao, Takuya Mochizuki, Kyogo Maeda, Ken Motokura,* Kazuaki Ishihara*
Asian J. Org. Chem. 2021, 10(2), 360-365.
DOI:10.1002/ajoc.202000603
Publication Date: December 13, 2020


Identification of Paracentrone in Fucoxanthin-Fed Mice and Anti-Inflammatory Effect against Lipopolysaccharide-Stimulated Macrophages and Adipocytes
Naoki Takatani, Daisuke Taya, Ami Katsuki, Fumiaki Beppu, Yumiko Yamano, Akimori Wada, Kazuo Miyashita, Masashi Hosokawa*
Mol. Nutr. Food Res. 2021, 65(2), 2000405
DOI:10.1002/mnfr.202000405
Publication Date: November 20, 2020


Concise Preparation and Biological Evaluations of 9-cis-Retinoic Acid Analogues Having an Aromatic Ring
Takashi Okitsu,* Kinya Iwatsuka, Kimie Nakagawa, Toshio Okano, Akimori Wada*
Heterocycles 2021, 103(1), 267-283. [Yasuyuki Kita's Special Issues]
DOI:10.3987/COM-20-S(K)8
Publication Date: May 12, 2020

Publications in 2020

Enantioselective Aza-Friedel-Crafts Reaction of Indoles and Pyrroles Catalyzed by Chiral C1-Symmetric Bis(phosphoric Acid)
Manabu Hatano, Kohei Toh, Kazuaki Ishihara*
Org. Lett. 2020, 22(24), 9614-9620.
DOI:10.1021/acs.orglett.0c03662
Publication Date: December 9, 2020


■Synfactsにハイライトされました
Brønsted-Acid-Catalyzed Enantioselective Aza-Friedel-Crafts Reaction
SYNFACTS Contributors: Hisashi Yamamoto, Wataru Muramatsu
Synfacts 2021, 17(03), 0346.
DOI:10.1055/s-0040-1706139
Publication Date: Feburary 16, 2021


Visual adaptation of opsin genes to the aquatic environment in sea snakes
Takashi Seiko, Takushi Kishida, Mina Toyama, Takahiko Hariyama, Takashi Okitsu, Akimori Wada, Mamoru Toda, Yoko Satta, Yohey Terai*
BMC Evol. Biol. 2020, 20, 158.
DOI:10.1186/s12862-020-01725-1
Publication Date: November 26, 2020


Alcohol Dehydrogenase Activity Converts 3”-Hydroxy-geranylhydroquinone to an Aldehyde Intermediate for Shikonin and Benzoquinone Derivatives in Lithospermum erythrorhizon
Hirobumi Yamamoto, Mika Tsukahara, Yumiko Yamano, Akimori Wada, Kazufumi Yazaki*
Plant Cell Physiol. 2020, 61(10), 1798–1806.
DOI:10.1093/pcp/pcaa108
Publication Date: August 18, 2020


Fucoxanthin inhibits hepatic oxidative stress, inflammation, and fibrosis in diet-induced nonalcoholic steatohepatitis model mice
Naoki Takatani, Yuka Kono, Fumiaki Beppu, Yuko Okamatsu-Ogura, Yumiko Yamano, Kazuo Miyashita, Masashi Hosokawa*
Biochem. Biophys. Res. Commun. 2020, 528(2), 305–310.
DOI:10.1016/j.bbrc.2020.05.050
Publication Date: May 29, 2020


A dearomative ipso-iodocyclization /desymmetrization sequence leading to optically active tricyclic piperazine scaffolds
Takashi Okitsu,* Arisa Horike, Natsumi Shimazawa, Akimori Wada
Org. Biomol. Chem. 2020, 18(18), 3501-3511.
DOI:10.1039/D0OB00510J
Publication Date: April 20, 2020


Synthesis of One Double Bond-Inserted Retinal Analogs and Their Binding Experiments with Opsins: Preparation of Novel Red-Shifted Channelrhodopsin Variants
Takashi Okitsu, Yumiko Yamano, Yi-Chung Shen, Toshikazu Sasaki, Yuka Kobayashi, Shoko Morisawa, Takahiro Yamashita, Yasushi Imamoto, Yoshinori Shichida, Akimori Wada*
Chem. Pharm. Bull. 2020, 68(3), 265-272.
DOI:10.1248/cpb.c19-01005
Publication Date: March 1, 2020


Ynamides enabled 6-, 7-, and 8-endo-dig iodocyclization of ethoxyethyl ethers: rapid construction of medium-sized oxacycles at room temperature
Takashi Okitsu,* Akihiro Namura, Shinji Kondo, Shoya Tada, Marina Yanagida, Akimori Wada
Org. Chem. Front. 2020, 7(6), 879-884.
DOI:10.1039/D0QO00153H
Publication Date: February 24, 2020