Affiliation | Faculty of Pharmaceutical Sciences, Hokkaido University | ![]() |
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Position | Lecturer | |
Contact | ||
HP | http://www.pharm.hokudai.ac.jp/yakuzou/index_e.html | |
Speciality | Organic Synthetic Chemistry, Organometallic Chemistry | |
Keyword | transition metal catalysis, C-H activation, asymmetric catalysis, cobalt catalysis | |
Institute | The Chemical Society of Japan, The Pharmaceutical Society of Japan, The Society of Synthetic Organic Chemistry, Japan |
Abstract
Catalytic C-H activation reactions have recently attracted increasing attention in organic synthesis because they enable selective functionalization of a desired C-H bond in organic molecules. Among a variety of transition metal catalysts studied in this field, group 9 metal complexes bearing a Cp* ligand exhibit high stability and prominent catalytic efficiency. Catalytic enantioselective transformations using these types of catalysts, however, required well-designed and complex chiral Cp ligands. In this project, we try to realize catalytic stereocontrol in C-H activation reactions by developing Cp*Co(III)/chiral organocatalyst hybrid systems.
Achievement
Original papers
- "Cp*CoIII/Chiral Carboxylic Acid-Catalyzed Enantioselective 1,4-Addition Reactions of Indoles to Maleimides"
Kurihara, T.; Kojima, M.; *Yoshino, T.; *Matsunaga, S.
Asian Journal of Organic Chemistry,2020, 9(3), 368 - "Catalytic Enantioselective Methylene C(sp3)-H Amidation of 8‐Alkylquinolines Using a Cp*RhIII/Chiral Carboxylic Acid System"
Fukagawa, S.; Kojima, M.; *Yoshino, T.; *Matsunaga, S.
Angewandte Chemie International Edition,2019, 58(50), 18154 - "Chiral 2-Aryl Ferrocene Carboxylic Acids for the Catalytic Asymmetric C(sp3)-H Activation of Thioamides"
Sekine, D.; Ikeda, K.; Fukagawa, S.; Kojima, M.; *Yoshino, T.; *Matsunaga, S.
Organometallics,2019, 38(20), 3921 - "Enantioselective C(sp3)-H Amidation of Thioamides Catalyzed by a CobaltIII/Chiral Carboxylic Acid Hybrid System"
Fukagawa, S.; Kato, Y.; Tanaka, R.; Kojima, M.; *Yoshino, T.; *Matsunaga, S.
Angewandte Chemie International Edition, 1/21/2019, 58(4), 1153 - "One-Step Synthesis of 4H-3,1-Benzoxazin-4-ones from Weinreb Amides and 1,4,2-Dioxazol-5-ones via Cobalt-Catalyzed C-H Bond Activation"
Tanimoto, I.; Kawai, K.; Sato, A.; *Yoshino, T.; *Matsunaga, S.
HeteroCycles, 11/14/2018 - "Chiral Carboxylic Acid-Enabled Achiral Rhodium(III)-Catalyzed Enantioselective C-H Functionalization"
*Lin, L.; Fukagawa, S.; Sekine, D.; Tomita, E.; *Yoshino, T.; *Matsunaga, S.
Angewandte Chemie International Edition, 9/10/2018, 57(37), 12048 - "Pentamethylcyclopentadienyl rhodium(III)-chiral disulfonate hybrid catalysis for enantioselective C-H bond functionalization"
Satake, S.; Kurihara, T.; Nishikawa, K.; Mochizuki, T.; Hatano, M.; Ishihara, K.; *Yoshino, T.; *Matsunaga, S.
Nature Catalysis, 7/23/2018, 1, 585 - "Weinreb Amide Directed Versatile C−H Bond Functionalization under (η5‐Pentamethylcyclopentadienyl)cobalt(III) Catalysis"
Kawai, K.; Bunno, Y.; *Yoshino, T.; *Matsunaga, S.
Chemistry A European Journal, 7/17/2018, 24(40), 10231
Review
- 「Diverse Approaches for Enantioselective C-H Functionalization Reactions Using Group 9 CpxMIII Catalysts」 *Yoshino, T.; Satake, S.; *Matsunaga, S., Chemistry A European Journal,2020
- 「Cp*CoIII-Catalyzed C-H Functionalization and Asymmetric Reactions Using External Chiral Sources」 *Yoshino, T.; *Matsunaga, S., Synlett, 30, 1384, 12,2019
Conference
- ICCEOCA-14
"Chiral Carboxylic Acid-Enabled Enantioselective C–H Activation Using Rhodium(III) and Cobalt(III) Catalysts", ポスター発表
Yoshino, T.; Fukagawa, S.; Lin, L.; Kato, Y.; Tanaka, R.; Sekine, D.; Tomita, E.; Kojima, M.; Matsunaga, S.
9/26/2019-9/29/2019, Niseko, Japan - 20th IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis (OMCOS 20)
"High-valent Rhodium- and Cobalt-catalyzed Enantioselective C-H Functionalization Reactions Using External Chiral Sources", ポスター発表
Yoshino, T.; Fukagawa, S.; Lin, L.; Kato, Y.; Tanaka, R.; Sekine, D.; Tomita, E.; Kojima, M.; Matsunaga, S.
7/21/2019-7/25/2019, Heidelberg, Germany - The 47th Naito Conference C–H Bond Activation and Transformation
"Enantioselective Formal 1,4-Addition Reactions Through C-H Activation Using Cp*Rh(III)/Chiral Disulfonate Catalysts", ポスター発表
Yoshino, T.; Kurihara, T,; Satake, S.; Hatano, M.; Ishihara, K.; Matsunaga, S.
7/2/2019-7/5/2019, Sapporo, Japan - The 1st International Symposium on Hybrid Catalysis for Enabling Molecular Synthesis on Demand
"Enantioselective C–H Functionalization Reactions Using High-valent Group 9 Metal Catalysts", 招待講演
Yoshino, T.
5/30/2019-5/31/2019, Tokyo, Japan - 257th ACS National Meeting & Exposition
"Metal/organo hybrid catalysis for group 9 metal-catalyzed enantioselective C-H functionalization", 招待講演
Yoshino, T.
3/31/2019-4/4/2019, Orland, United States - The 4th Japan-Taiwan Joint Symposium for Pharmaceutical Sciences
"New strategy for asymmetric C-H bond functionalization using Cp*Rh(III) catalyst", 招待講演
Yoshino, T.
8/31/2018-8/31/2018, 札幌, 日本 - Second Japanese-Spanish Symposium in Organic Synthesis
"New Strategy for Asymmetric C-H Bond Functionalization Using Cp*M(III) Catalysts", 招待講演
T. Yoshino
5/28/2018-5/29/2018, Kyoto, Japan