Design of Catalytically Active Sites for Multi-Centers Control and Their Application to Organic Transformation

• Project Area: Precise Formation of a Catalyst Having a Specified Field for Use in Extremely Difficult Substrate Conversion Reactions
• Project/Area Number: 15H05802
• Research Category: Grant-in-Aid for Scientific Research on Innovative Areas (Research in a proposed research area)
• Allocation Type: Single-year Grants
• Review Section: Science and Engineering
• Research Institution: Hokkaido University
• Principal Investigator: Matsunaga Shigeki 北海道大学, 薬学研究院, 教授 (50334339)
• Project Period (FY): 2015-06-29 – 2020-03-31
• Project Status: Completed (Fiscal Year 2019)
• Budget Amount: ¥68,640,000 (Direct Cost: ¥52,800,000、Indirect Cost: ¥15,840,000); Fiscal Year 2019: ¥9,230,000 (Direct Cost: ¥7,100,000、Indirect Cost: ¥2,130,000); Fiscal Year 2018: ¥9,230,000 (Direct Cost: ¥7,100,000、Indirect Cost: ¥2,130,000); Fiscal Year 2017: ¥9,230,000 (Direct Cost: ¥7,100,000、Indirect Cost: ¥2,130,000); Fiscal Year 2016: ¥9,230,000 (Direct Cost: ¥7,100,000、Indirect Cost: ¥2,130,000); Fiscal Year 2015: ¥31,720,000 (Direct Cost: ¥24,400,000、Indirect Cost: ¥7,320,000)
• Keywords: 精密制御触媒 / 不斉合成 / 不斉触媒 / 触媒活性点 / 炭素-水素結合活性化 / C-H官能基化 / 遷移金属触媒 / キラル酸 / C-H活性化 / 触媒 / 多核触媒 / 協奏触媒

Outline of Final Research Achievements

In this research program, we have succeeded in developing precisely designed catalyst active center towards activation of inert C-H bonds in enantioselective manner. By designing bimetallic catalysts bearing two or more metals in precisely designed position as well as chiral hybrid catalysts of cationic metal complex and chiral organo-anion, we suceeded in concise synthesis of useful building blocks for biologically active molecules. Through collaborative works in this research field, we clarified the reaction mechanism of our newly developed precisely designed catalysts.

Academic Significance and Societal Importance of the Research Achievements

本研究課題では、精密に設計した触媒活性点を創出することで不活性な炭素-水素結合の活性化を伴う官能基化反応における立体制御を実現した。従来の合成化学的手法と比較し、不活性な炭素-水素結合の活性化を経ることで短い工程数で有用化合物の合成が可能となった。また、従来、立体制御が難しかった不活性な炭素-水素結合の官能基化において立体制御を可能としたことで、医薬品などの合成への応用可能性が開かれることとなった。

Research Products

• [Int'l Joint Research] 大連理工大学(中国)
• [Int'l Joint Research] ロシア科学アカデミー(ロシア連邦)
• [Journal Article] Diverse Approaches for Enantioselective C-H Functionalization Reactions Using Group 9 CpxMIII Catalysts (2020)
  • Author(s): Yoshino Tatsuhiko、Satake Shun、Matsunaga Shigeki
  • Journal Title: Chemistry A European Journal Volume: 26 Issue: 33 Pages: 7346-7357
  • DOI: 10.1002/chem.201905417
  • Peer Reviewed
• [Journal Article] Cobalt-Catalyzed Allylic Alkylation Enabled by Organophotoredox Catalysis (2019)
  • Author(s): Takizawa Koji、Sekino Tomoyuki、Sato Shunta、Yoshino Tatsuhiko、Kojima Masahiro、Matsunaga Shigeki
  • Journal Title: Angewandte Chemie International Edition Volume: 印刷中 Issue: 27 Pages: 9199-9203
  • DOI: 10.1002/anie.201902509
  • NAID: 120006864498
  • Peer Reviewed / Open Access
• [Journal Article] Synthesis of Heteroaryl Iodanes(III) via ipso‐Substitution Reactions Using Iodine Triacetate Assisted by HFIP (2019)
  • Author(s): Matsuoka Keitaro、Komami Narumi、Kojima Masahiro、Yoshino Tatsuhiko、Matsunaga Shigeki
  • Journal Title: Asian Journal of Organic Chemistry Volume: 8 Issue: 7 Pages: 1107-1110
  • DOI: 10.1002/ajoc.201900200
  • NAID: 120006876285
  • Peer Reviewed / Open Access
• [Journal Article] C-H γ,γ,γ-Trifluoroalkylation of Quinolines via Visible-Light-Induced Sequential Radical Additions (2019)
  • Author(s): Kumagai Yuhei、Murakami Nanami、Kamiyama Futa、Tanaka Ryo、Yoshino Tatsuhiko、Kojima Masahiro、Matsunaga Shigeki
  • Journal Title: Organic Letters Volume: 21 Issue: 10 Pages: 3600-3605
  • DOI: 10.1021/acs.orglett.9b01015
  • Peer Reviewed
• [Journal Article] Cobalt-catalyzed Synthesis of Homoallylic Amines from Imines and Terminal Alkenes (2019)
  • Author(s): Tanaka Ryo、Kojima Masahiro、Yoshino Tatsuhiko、Matsunaga Shigeki
  • Journal Title: Chemistry Letters Volume: 48 Issue: 9 Pages: 1046-1049
  • DOI: 10.1246/cl.190378
  • NAID: 130007703028
  • Peer Reviewed
• [Journal Article] Chiral 2-Aryl Ferrocene Carboxylic Acids for the Catalytic Asymmetric C(sp3)-H Activation of Thioamides (2019)
  • Author(s): Sekine Daichi、Ikeda Kazuki、Fukagawa Seiya、Kojima Masahiro、Yoshino Tatsuhiko、Matsunaga Shigeki
  • Journal Title: Organometallics Volume: 38 Issue: 20 Pages: 3921-3926
  • DOI: 10.1021/acs.organomet.9b00407
  • NAID: 120006895040
  • Peer Reviewed
• [Journal Article] Imidate as the Intact Directing Group for the Cobalt-Catalyzed C-H Allylation (2019)
  • Author(s): Tanaka Ryo、Tanimoto Iku、Kojima Masahiro、Yoshino Tatsuhiko、Matsunaga Shigeki
  • Journal Title: The Journal of Organic Chemistry Volume: 84 Issue: 20 Pages: 13203-13210
  • DOI: 10.1021/acs.joc.9b01972
  • Peer Reviewed
• [Journal Article] Catalytic Enantioselective Methylene C(sp3)-H Amidation of 8‐Alkylquinolines Using a Cp*RhIII /Chiral Carboxylic Acid System (2019)
  • Author(s): Fukagawa Seiya、Kojima Masahiro、Yoshino Tatsuhiko、Matsunaga Shigeki
  • Journal Title: Angewandte Chemie International Edition Volume: 58 Issue: 50 Pages: 18154-18158
  • DOI: 10.1002/anie.201911268
  • NAID: 120006890337
  • Peer Reviewed / Open Access
• [Journal Article] Cp*CoIII/Chiral Carboxylic Acid‐Catalyzed Enantioselective 1,4‐Addition Reactions of Indoles to Maleimides (2019)
  • Author(s): Kurihara Takumaru、Kojima Masahiro、Yoshino Tatsuhiko、Matsunaga Shigeki
  • Journal Title: Asian Journal of Organic Chemistry Volume: 9 Issue: 3 Pages: 368-371
  • DOI: 10.1002/ajoc.201900565
  • NAID: 120006896746
  • Peer Reviewed / Open Access
• [Journal Article] 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 (2019)
  • Author(s): Tanimoto Iku、Kawai Kentaro、Sato Akane、Yoshino Tatsuhiko、Matsunaga Shigeki
  • Journal Title: HETEROCYCLES Volume: 99 Issue: 1 Pages: 118-118
  • DOI: 10.3987/com-18-s(f)48
  • Peer Reviewed
• [Journal Article] Weinreb Amide Directed Versatile C-H Bond Functionalization under (η5-Pentamethylcyclopentadienyl)cobalt(III) Catalysis (2018)
  • Author(s): Kawai Kentaro、Bunno Youka、Yoshino Tatsuhiko、Matsunaga Shigeki
  • Journal Title: Chemistry - A European Journal Volume: 24 Issue: 40 Pages: 10231-10237
  • DOI: 10.1002/chem.201801750
  • Peer Reviewed
• [Journal Article] Synthesis of 1,1′-Spirobiindane-7,7′-Disulfonic Acid and Disulfonimide: Application for Catalytic Asymmetric Aminalization (2018)
  • Author(s): Kurihara Takumaru、Satake Shun、Hatano Manabu、Ishihara Kazuaki、Yoshino Tatsuhiko、Matsunaga Shigeki
  • Journal Title: Chemistry - An Asian Journal Volume: 13 Issue: 17 Pages: 2378-2381
  • DOI: 10.1002/asia.201800341
  • NAID: 120006716317
  • Peer Reviewed
• [Journal Article] Pentamethylcyclopentadienyl rhodium(III)-chiral disulfonate hybrid catalysis for enantioselective C-H bond functionalization (2018)
  • Author(s): Satake Shun、Kurihara Takumaru、Nishikawa Keisuke、Mochizuki Takuya、Hatano Manabu、Ishihara Kazuaki、Yoshino Tatsuhiko、Matsunaga Shigeki
  • Journal Title: Nature Catalysis Volume: 1 Issue: 8 Pages: 585-591
  • DOI: 10.1038/s41929-018-0106-5
  • NAID: 120006709286
  • Peer Reviewed
• [Journal Article] Chiral Carboxylic Acid Enabled Achiral Rhodium(III)-Catalyzed Enantioselective C-H Functionalization (2018)
  • Author(s): Lin Luqing、Fukagawa Seiya、Sekine Daichi、Tomita Eiki、Yoshino Tatsuhiko、Matsunaga Shigeki
  • Journal Title: Angewandte Chemie International Edition Volume: 57 Issue: 37 Pages: 12048-12052
  • DOI: 10.1002/anie.201807610
  • NAID: 120006718704
  • Peer Reviewed
• [Journal Article] Enantioselective C(sp3)-H Amidation of Thioamides Catalyzed by a CobaltIII/Chiral Carboxylic Acid Hybrid System (2018)
  • Author(s): Fukagawa Seiya、Kato Yoshimi、Tanaka Ryo、Kojima Masahiro、Yoshino Tatsuhiko、Matsunaga Shigeki
  • Journal Title: Angewandte Chemie International Edition Volume: 58 Issue: 4 Pages: 1153-1157
  • DOI: 10.1002/anie.201812215
  • Peer Reviewed
• [Journal Article] Synthesis of Functionalized Monoaryl-λ3-iodanes through Chemo- and Site-Selective ipso-Substitution Reactions (2018)
  • Author(s): Komami Narumi、Matsuoka Keitaro、Nakano Ayako、Kojima Masahiro、Yoshino Tatsuhiko、Matsunaga Shigeki
  • Journal Title: Chemistry - A European Journal Volume: 25 Issue: 5 Pages: 1217-1220
  • DOI: 10.1002/chem.201805970
  • Peer Reviewed
• [Journal Article] Synthesis of Fluorine-Containing 6-Arylpurine Derivatives <i>via</i> Cp*Co(III)-Catalyzed C–H Bond Activation (2018)
  • Author(s): Murakami Nanami、Yoshida Misaki、Yoshino Tatsuhiko、Matsunaga Shigeki
  • Journal Title: Chemical and Pharmaceutical Bulletin Volume: 66 Issue: 1 Pages: 51-54
  • DOI: 10.1248/cpb.c17-00797
  • NAID: 130006301022
  • ISSN: 0009-2363, 1347-5223
  • Peer Reviewed
• [Journal Article] Palladium-Catalyzed Germylation of Aryl Bromides and Aryl Triflates Using Hexamethyldigermane (2018)
  • Author(s): Komami, N.; Matsuoka, K.; Yoshino, T.; Matsunaga S.
  • Journal Title: Synthesis Volume: 50 Issue: 10 Pages: 2067-2075
  • DOI: 10.1055/s-0037-1609301
  • NAID: 120006636166
  • Peer Reviewed
• [Journal Article] (Pentamethylcyclopentadienyl)cobalt(III)-Catalyzed C-H Bond Functionalization: From Discovery to Unique Reactivity and Selectivity (2017)
  • Author(s): Yoshino, T.; Matsunaga, S.
  • Journal Title: Adv. Synth. Catal. Volume: 359 Issue: 8 Pages: 1245-1262
  • DOI: 10.1002/adsc.201700042
  • Peer Reviewed
• [Journal Article] Hybrid Catalysis Enabling Room-Temperature Hydrogen Gas Release from N-Heterocycles and Tetrahydronaphthalenes (2017)
  • Author(s): Shota Kato, Yutaka Saga, Masahiro Kojima, Hiromu Fuse, Shigeki Matsunaga, Arisa Fukatsu, Mio Kondo, Shigeyuki Masaoka, and Motomu Kanai
  • Journal Title: J. Am. Chem. Soc. Volume: 139 Issue: 6 Pages: 2204-2207
  • DOI: 10.1021/jacs.7b00253
  • Peer Reviewed
• [Journal Article] Cp*CoIII-catalyzed directed C-H trifluoromethylthiolation of 2-phenylpyridines and 6-arylpurines (2017)
  • Author(s): Yoshida, M.; Kawai, K.; Tanaka, R.; Yoshino, T.; Matsunaga, S.
  • Journal Title: Chem. Commun. Volume: 53 Issue: 44 Pages: 5974-5977
  • DOI: 10.1039/c7cc03072j
  • NAID: 120006470981
  • Peer Reviewed
• [Journal Article] Stereoselective Synthesis of Tetrasubstituted Alkenes via Cp*CoIII-Catalyzed C-H Alkenylation/Directing Group Migration Sequence (2017)
  • Author(s): H. Ikemoto, R. Tanaka, K. Sakata, M. Kanai, T. Yoshino, and S. Matsunaga
  • Journal Title: Angew. Chem., Int. Ed. Volume: 56 Issue: 25 Pages: 7156-7160
  • DOI: 10.1002/anie.201703193
  • NAID: 120006473601
  • Peer Reviewed
• [Journal Article] Catalytic Enantioselective Desymmetrization of meso-Aziridines with Fluoromalonates (2017)
  • Author(s): Fukagawa, S.; Xu, Y.; Anada, M.; Yoshino, T.; Matsunaga, S.
  • Journal Title: Heterocycles Volume: 94 Issue: 7 Pages: 1337-1350
  • DOI: 10.3987/com-17-13725
  • NAID: 40021264447
  • Peer Reviewed
• [Journal Article] Diastereo- and Enantioselective Construction of 6,7-Dioxabicyclo[2.2.1]heptane Derivatives by a Dirhodium(II)-Catalyzed Intramolecular C-H Insertion Reaction (2017)
  • Author(s): Miyazawa, T.; Imai, K.; Ito, M.; Takeda, K.; Anada, M.; Matsunaga, S.; Hashimoto, S.
  • Journal Title: Heterocycles Volume: 95 Issue: 2 Pages: 1211-1229
  • DOI: 10.3987/com-16-s(s)72
  • Peer Reviewed / Acknowledgement Compliant
• [Journal Article] Site- and Regioselective Monoalkenylation of Pyrroles with Alkynes via Cp*CoIII Catalysis (2016)
  • Author(s): Tanaka, R.; Ikemoto, H.; Kanai, M.; Yoshino, T.; Matsunaga, S.
  • Journal Title: Org. Lett. Volume: 18 Issue: 21 Pages: 5732-5735
  • DOI: 10.1021/acs.orglett.6b02997
  • Peer Reviewed / Acknowledgement Compliant
• [Journal Article] Cp*CoIII-Catalyzed Dehydrative C-H Allylation of 6-Arylpurines and Aromatic Amides Using Allyl Alcohols in Fluorinated Alcohols (2016)
  • Author(s): Bunno, Y.; Murakami, N.; Suzuki, Y.; Kanai, M.; Yoshino, T.; Matsunaga, S.
  • Journal Title: Org. Lett. Volume: 18 Issue: 9 Pages: 2216-2219
  • DOI: 10.1021/acs.orglett.6b00846
  • Peer Reviewed / Acknowledgement Compliant
• [Presentation] Chiral Acid-Enabled Achiral Rh(III)&Co(III)-Catalyzed Asymmetric C-H Bond Functionalization (2019)
  • Author(s): Shigeki Matsunaga
  • Organizer: Strasbourg-Hokkaido Symposium
  • Int'l Joint Research / Invited
• [Presentation] Synthesis of Functionalized Monoaryl Iodanes(III) via ipso-Substitution Reactions (2019)
  • Author(s): Matsunaga, S.; Matsuoka, K.; Komami, N.; Nakano, A.; Kojima, M.; Yoshino, T.
  • Organizer: ICCEOCA-14
  • Int'l Joint Research
• [Presentation] Chiral Acid-Enabled Achiral Rh(III)&Co(III)-Catalyzed Asymmetric C-H Bond Functionalization (2019)
  • Author(s): Shigeki Matsunaga
  • Organizer: The 47th Naito Conference C-H Bond Activation and Transformation
  • Int'l Joint Research / Invited
• [Presentation] 不斉C-H官能基化を実現する 精密立体制御触媒の創製 (2019)
  • Author(s): 松永茂樹
  • Organizer: 新学術領域 精密制御反応場 第６回公開シンポジウム
  • Invited
• [Presentation] The Unique Reactivity and Selectivity of Cp*Co(III) Catalysis in C-H Activation (2018)
  • Author(s): S. Matsunaga
  • Organizer: 1st Sino-Japanese Symposium on Catalysis for Precision Synthesis
  • Int'l Joint Research / Invited
• [Presentation] Unique Reactivity and Selectivity of Cp*Co(III) Catalysis in C-H Activation (2018)
  • Author(s): S. Matsunaga
  • Organizer: ISCHA-4, 4th Internatiol Symposium on C-H Activation
  • Int'l Joint Research / Invited
• [Presentation] Chiral Acid-Enabled Achiral Rh(III)&Co(III)-Catalyzed Asymmetric C-H Bond Functionalization (2018)
  • Author(s): S. Matsunaga
  • Organizer: 13th International Conference on Cutting-Edge Organic Chemistry in Asian
  • Int'l Joint Research / Invited
• [Presentation] Chiral Acid-Enabled Achiral Rh(III)&Co(III)-Catalyzed Asymmetric C-H Bond Functionalization (2018)
  • Author(s): S. Matsunaga
  • Organizer: Indian Institute of Technology, Delhi講演会
  • Int'l Joint Research / Invited
• [Presentation] Chiral Acid-Enabled Achiral Rh(III)&Co(III)-Catalyzed Asymmetric C-H Bond Functionalization (2018)
  • Author(s): S. Matsunaga
  • Organizer: Indian Institute of Technology, Kanpur講演会
  • Int'l Joint Research / Invited
• [Presentation] Chiral Acid-Enabled Achiral Rh(III)&Co(III)-Catalyzed Asymmetric C-H Bond Functionalization (2018)
  • Author(s): S. Matsunaga
  • Organizer: International Conference on Organometallics and Catalysis (2018), ICOC-2018
  • Int'l Joint Research / Invited
• [Presentation] Cp*Co(III)触媒の特性を活かしたC-H官能基化反応の開発と不斉化に向けた取り組み (2017)
  • Author(s): 松永茂樹
  • Organizer: 三井化学講演会
  • Invited
• [Presentation] Rhodium Catalyzed Asymmetric Carbon-Carbon Bond-Forming Reactions (2017)
  • Author(s): Shun Satake，Takumaru Kurihara, Takuro Suzuki, Tatsuhiko Yoshino, Masahiro Anada, Shigeki Matsunaga, Shunichi Hashimoto
  • Organizer: OMCOS 19
  • Int'l Joint Research
• [Presentation] Site- and Regioselective Monoalkenylation of Pyrroles with Alkynes via Cp*CoIII Catalysis (2017)
  • Author(s): Ryo Tanaka, Hideya Ikemoto, Motomu Kanai, Tatsuhiko Yoshino, Shigeki Matsunaga
  • Organizer: OMCOS 19
  • Int'l Joint Research
• [Presentation] Catalytic Asymmetric Ring-Opening meso-Aziridines with 2-Fluoromalonates under Heterodinuclear Rare Earth Metal Schiff Base Catalysis (2017)
  • Author(s): Seiya Fukagawa, Masahiro Anada, Tatsuhiko Yoshino, Shigeki Matsunaga
  • Organizer: Chirality 2017
  • Int'l Joint Research
• [Presentation] Catalyst-controlled diastereoselective Hetero-Diels-Alder reaction catalyzed by chiral dirhodium(II) carboxamidates (2017)
  • Author(s): Shun Satake, Takuro Suzuki, Fumiya Tanada, Yudai Watanabe, Masahiro Anada, Shigeki Matsunaga, Shunichi Hashimoto
  • Organizer: Junior ICCEOCA-7
  • Int'l Joint Research
• [Presentation] 高原子価カチオン性コバルト触媒の開発とC-H官能基化反応 (2016)
  • Author(s): 松永茂樹
  • Organizer: 第１３回触媒相模セミナー
  • Place of Presentation: 相模中央研究所（神奈川・海老名市））
  • Year and Date: 2016-11-17
  • Invited
• [Presentation] Cationic Cp*Co(III) Catalysis for C-H Bond Functionalization (2016)
  • Author(s): Matsunaga, S.
  • Organizer: 4th Lower Saxonian Catalysis Symposium
  • Place of Presentation: Braunschweig（ドイツ）
  • Year and Date: 2016-09-19
  • Int'l Joint Research / Invited
• [Presentation] Cationic Cp*Co(III) Catalysis for C-H Bond Functionalization (2016)
  • Author(s): Matsunaga, S.
  • Organizer: 3rd International Conference on Organometallics and catalysis (OM & Cat 2016)
  • Place of Presentation: Seoul（韓国）
  • Year and Date: 2016-08-28
  • Int'l Joint Research / Invited
• [Presentation] Dinuclear Schiff Base Cooperative Asymmetric Catalysis (2016)
  • Author(s): Shigeki Matsunaga
  • Organizer: 5th UK-Japanese Asymmetric Catalysis Symposium
  • Place of Presentation: マンチェスター大学（マンチェスター、イギリス）
  • Year and Date: 2016-03-14
  • Int'l Joint Research / Invited
• [Presentation] 第一遷移金属触媒を活用した精密有機合成～不斉合成およびC-H結合直截変換反応～ (2016)
  • Author(s): 松永茂樹
  • Organizer: 第５回 徳島文理大学薬学部主催 学術講演会
  • Place of Presentation: 徳島文理大学（徳島県徳島市）
  • Year and Date: 2016-01-23
  • Invited
• [Presentation] Cationic Cp*Co(III) Catalysis for C-H Bond Functionalization (2016)
  • Author(s): Matsunaga, S.
  • Organizer: 19th HU-SNU Joint Symposium on New Frontiers on Chemical Pharmaceutical Sciences
  • Place of Presentation: 北海道大学（北海道・札幌市）
  • Int'l Joint Research / Invited
• [Presentation] First-Row Transition Metal Catalysis for Atom-Efficient Organic Synthesis ~Dinuclear Schiff Base Asymmetric Catalysis & Cationic Cp*Co(III) Catalysis~ (2016)
  • Author(s): Matsunaga, S.
  • Organizer: Lecture at Pusan National University
  • Place of Presentation: Busan（韓国）
  • Int'l Joint Research / Invited
• [Presentation] First-Row Transition Metal Catalysis for Atom-Efficient Organic Synthesis ~Dinuclear Schiff Base Asymmetric Catalysis & Cationic Cp*Co(III) Catalysis~ (2016)
  • Author(s): Matsunaga, S.
  • Organizer: Lecture at Chungbuk National University
  • Place of Presentation: Chungbuk（韓国）
  • Int'l Joint Research / Invited
• [Presentation] First-Row Transition Metal Catalysis for Atom-Efficient Organic Synthesis ~Dinuclear Schiff Base Asymmetric Catalysis & Cationic Cp*Co(III) Catalysis~ (2016)
  • Author(s): Matsunaga, S.
  • Organizer: Lecture at Seoul National University
  • Place of Presentation: Seoul（韓国）
  • Int'l Joint Research / Invited
• [Presentation] 第１列遷移金属触媒を駆使する精密有機合成 (2016)
  • Author(s): 松永茂樹
  • Organizer: 薬学シンポジウム2016有機化学の先進的ビジョン
  • Place of Presentation: 金沢大学（石川・金沢市）
  • Invited
• [Presentation] 第一遷移金属触媒を活用した精密有機合成～不斉合成およびC-H結合直截変換反応～ (2015)
  • Author(s): 松永茂樹
  • Organizer: 若手研究者のための有機化学札幌セミナー
  • Place of Presentation: 北海道大学（北海道札幌市）
  • Year and Date: 2015-11-24
  • Invited
• [Presentation] 二核ロジウム(II)錯体を用いたα-ジアゾエステルの分子内不斉C-H挿入反応 (2015)
  • Author(s): 宮澤拓, 南和志, 今井こずえ, 竹田幸司, 穴田仁洋, 松永茂樹, 橋本俊一
  • Organizer: 第45回複素環化学討論会
  • Place of Presentation: 早稲田大学（東京都新宿区）
  • Year and Date: 2015-11-19
• [Presentation] Dehydrative direct C-H allylation with allylic alcohols under Cp*CoIII catalysis (2015)
  • Author(s): Yudai Suzuki, Bo Sun, Ken Sakata, Tatsuhiko Yoshino, Shigeki Matsunaga, Motomu Kanai
  • Organizer: The 13th International Kyoto Conference on New Aspects of Organic Chemistry 2015 (IKCOC-13)
  • Place of Presentation: リーガロイヤルホテル（京都府京都市））
  • Year and Date: 2015-11-11
  • Int'l Joint Research
• [Remarks] 薬品製造化学研究室発表論文
  • URL: http://www.pharm.hokudai.ac.jp/yakuzou/publication.html
• [Remarks]
  • URL: http://www.pharm.hokudai.ac.jp/yakuzou/publication.html
• [Remarks] 薬品製造化学研究室 発表論文
  • URL: http://www.pharm.hokudai.ac.jp/yakuzou/
• [Remarks] 研究成果
  • URL: http://www.pharm.hokudai.ac.jp/yakuzou/publication.html