Nucleophilic Additions to Cyclic N-Acyliminium Ions: Inverse Stereoselectivity

• Project/Area Number: 16K05777
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Multi-year Fund
• Section: 一般
• Research Field: Synthetic chemistry
• Research Institution: Okayama University
• Principal Investigator: Suga Seiji 岡山大学, 自然科学研究科, 教授 (50291430)
• Project Period (FY): 2016-04-01 – 2019-03-31
• Project Status: Completed (Fiscal Year 2018)
• Budget Amount: ¥4,940,000 (Direct Cost: ¥3,800,000、Indirect Cost: ¥1,140,000); Fiscal Year 2018: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000); Fiscal Year 2017: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000); Fiscal Year 2016: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
• Keywords: イミニウムイオン / 立体化学 / 求核剤 / カチオンプール法 / イミニウムカチオン

Outline of Final Research Achievements

Cyclic alkaloids often have high biological activity, and development of their stereoselective synthesis is one of the most important issues in this research area. In this study, the stereochemistry in the reaction of the N-acyliminium ion intermediates generated by the indirect cation pool method was investigated. As a result of research focusing on the inverse stereochemistry phenomena, we show the generality of this phenomenon. In addition, some control experiments were conducted for the elucidation of mechanism of this phenomenon, and applications were also examined.

Academic Significance and Societal Importance of the Research Achievements

不安定な反応中間体である環状の有機カチオンの立体化学に関する知見は、非常に乏しく、これを分光学的に決定し、選択性を論じる試みはほとんどなかった。本研究はインダイレクトカチオンプール法を用いてこれらの反応の立体化学を基礎的な部分から再度見直し、検証することで、有機合成において極めて重要なN-アシルイミニウムイオンの化学全体を俯瞰しようとする研究であり、有機カチオン化学と医薬品に多くみられる環状アルカロイド合成の分野においてその意義は極めて大きい。

Research Products

• [Journal Article] Iodide-Mediated or Iodide-Catalyzed Demethylation and Friedel-Crafts C-H Borylative Cyclization Leading to Thiophene-Fused 1,2-Oxaborine Derivatives (2019)
  • Author(s): Shigemori Keisuke、Watanabe Momoka、Kong Julie、Mitsudo Koichi、Wakamiya Atsushi、Mandai Hiroki、Suga Seiji
  • Journal Title: Organic Letters Volume: 21 Issue: 7 Pages: 2171-2175
  • DOI: 10.1021/acs.orglett.9b00485
  • NAID: 120006808071
  • Peer Reviewed / Int'l Joint Research
• [Journal Article] 1,10-Phenanthroline- or Electron-Promoted Cyanation of Aryl Iodides (2019)
  • Author(s): Mitsudo Koichi、Yoshioka Kazuki、Hirata Takayuki、Mandai Hiroki、Midorikawa Koji、Suga Seiji
  • Journal Title: Synlett Volume: 印刷中 Issue: 10 Pages: 1209-1214
  • DOI: 10.1055/s-0037-1611793
  • NAID: 120006847071
  • Peer Reviewed
• [Journal Article] Stereoselective nucleophilic addition reactions to cyclic N-acyliminium ions using the indirect cation pool method: Elucidation of stereoselectivity by spectroscopic conformational analysis and DFT calculations (2018)
  • Author(s): Mitsudo Koichi、Yamamoto Junya、Akagi Tomoya、Yamashita Atsuhiro、Haisa Masahiro、Yoshioka Kazuki、Mandai Hiroki、Ueoka Koji、Hempel Christian、Yoshida Jun-ichi、Suga Seiji
  • Journal Title: Beilstein Journal of Organic Chemistry Volume: 14 Pages: 1192-1202
  • DOI: 10.3762/bjoc.14.100
  • Peer Reviewed / Open Access
• [Journal Article] Efficient Synthesis and Properties of [1]Benzothieno[3,2-b]thieno[2,3-d]furans and [1]Benzothieno[3,2-b]thieno[2,3-d]thiophenes (2018)
  • Author(s): Kurimoto Yuji、Mitsudo Koichi、Mandai Hiroki、Wakamiya Atsushi、Murata Yasujiro、Mori Hiroki、 Nishihara Yasushi、Suga Seiji
  • Journal Title: Asian Journal of Organic Chemistry Volume: 7 Issue: 8 Pages: 1635-1641
  • DOI: 10.1002/ajoc.201800270
  • Peer Reviewed
• [Journal Article] Cu/Fe/O=PPh3-Catalyzed Etherification for the Synthesis of Aryl 3-Benzo[b]thienyl Ethers (2018)
  • Author(s): Mitsudo Koichi、Asada Takuya、Inada Tomohiro、Kurimoto Yuji、Mandai Hiroki、Suga Seiji
  • Journal Title: Chemistry Letters Volume: 47 Issue: 8 Pages: 1044-1047
  • DOI: 10.1246/cl.180425
  • NAID: 130007430998
  • Peer Reviewed
• [Journal Article] Dynamic Kinetic Resolution of Azlactones by a Chiral N,N-Dimethyl-4-aminopyridine Derivative Containing a 1,1′-Binaphthyl Unit: Importance of Amide Groups (2018)
  • Author(s): Mandai Hiroki、Hongo Kohei、Fujiwara Takuma、Fujii Kazuki、Mitsudo Koichi、Suga Seiji
  • Journal Title: Organic Letters Volume: 20 Issue: 16 Pages: 4811-4814
  • DOI: 10.1021/acs.orglett.8b01960
  • Peer Reviewed
• [Journal Article] Enantioselective Desymmetrization of 1,3-Diols by a Chiral DMAP Derivative (2018)
  • Author(s): Mandai Hiroki、Ashihara Kosuke、Mitsudo Koichi、Suga Seiji
  • Journal Title: Chemistry Letters Volume: 47 Issue: 11 Pages: 1360-1363
  • DOI: 10.1246/cl.180697
  • NAID: 130007504936
  • Peer Reviewed
• [Journal Article] Synthesis and Properties of Dithieno-Fused 1,4-Azaborine Derivatives (2018)
  • Author(s): Mitsudo Koichi、Shigemori Keisuke、Mandai Hiroki、Wakamiya Atsushi、Suga Seiji
  • Journal Title: Organic Letters Volume: 20 Issue: 22 Pages: 7336-7340
  • DOI: 10.1021/acs.orglett.8b03316
  • NAID: 120006765098
  • Peer Reviewed
• [Journal Article] Enantioselective Acyl Migration Reactions of Furanyl Carbonates with Chiral DMAP Derivatives (2018)
  • Author(s): Fujii Kazuki、Mitsudo Koichi、Mandai Hiroki、Korenaga Toshinobu、Suga Seiji
  • Journal Title: Chemistry - A European Journal Volume: 26 Issue: 9 Pages: 2208-2212
  • DOI: 10.1002/chem.201806050
  • Peer Reviewed
• [Journal Article] Hydrogen Bonding-Assisted Enhancement of the Reaction Rate and Selectivity in the Kinetic Resolution of d,l-1,2-Diols with Chiral Nucleophilic Catalysts (2017)
  • Author(s): Fujii Kazuki、Mitsudo Koichi、Mandai Hiroki、Suga Seiji
  • Journal Title: Advanced Synthesis & Catalysis Volume: 359 Issue: 16 Pages: 2778-2788
  • DOI: 10.1002/adsc.201700057
  • Peer Reviewed
• [Journal Article] Rh-Catalyzed Dehydrogenative Cyclization Leading to Benzosilolothiophene Derivatives via Si-H/C-H Bond Cleavage (2017)
  • Author(s): Mitsudo Koichi、Tanaka Seiichi、Isobuchi Ryota、Inada Tomohiro、Mandai Hiroki、Korenaga Toshinobu、Wakamiya Atsushi、Murata Yasujiro、Suga Seiji
  • Journal Title: Organic Letters Volume: 19 Issue: 10 Pages: 2564-2567
  • DOI: 10.1021/acs.orglett.7b00878
  • Peer Reviewed
• [Journal Article] Synthesis of 3-Benzo[b]thienyl 3-Thienyl Ether via an Addition-Elimination Reaction and Its Transformation to an Oxygen-Fused Dithiophene Skeleton: Synthesis and Properties of Benzodithienofuran and Its π-Extended Derivatives (2017)
  • Author(s): Mitsudo Koichi、Kurimoto Yuji、Mandai Hiroki、Suga Seiji
  • Journal Title: Organic Letters Volume: 19 Issue: 11 Pages: 2821-2824
  • DOI: 10.1021/acs.orglett.7b00969
  • NAID: 120006765097
  • Peer Reviewed
• [Journal Article] Desymmetrization of meso-1,2-Diols by a Chiral N,N-4-Dimethylaminopyridine Derivative Containing a 1,1′-Binaphthyl Unit: Importance of the Hydroxy Groups (2017)
  • Author(s): Mandai Hiroki、Yasuhara Hiroshi、Fujii Kazuki、Shimomura Yukihito、Mitsudo Koichi、Suga Seiji
  • Journal Title: The Journal of Organic Chemistry Volume: 82 Issue: 13 Pages: 6846-6856
  • DOI: 10.1021/acs.joc.7b00992
  • Peer Reviewed
• [Journal Article] Magnetic Attachment of Lipase Immobilized on Bacteriogenic Iron Oxide Inside a Microtube Reactor for the Kinetic Resolution of Secondary Alcohols (2017)
  • Author(s): Kyoko Mandai, Takehiro Fukuda, Yuki Miyazaki, Hideki Hashimoto, Hiroki Mandai, Tadashi Ema, Jun Takada, and Seiji Suga
  • Journal Title: Synlett Volume: 28 Issue: 07 Pages: 805-810
  • DOI: 10.1055/s-0036-1589953
  • Peer Reviewed
• [Journal Article] An Intramolecular Nucleophile-Catalyzed Aldol-Lactonization (NCAL) Reaction of S-Aryl-(E)-6-oxohex-2-enethioate with N,N-4-Dimethylaminopyridine N-Oxide (2017)
  • Author(s): Hiroki Mandai, Keita Shimowaki, Kohei Hongo, Koichi Mitsudo, and Seiji Suga
  • Journal Title: Heteroycycles Volume: 94 Issue: 3 Pages: 492-502
  • DOI: 10.3987/com-16-13614
  • NAID: 40021167569
  • Peer Reviewed
• [Journal Article] Hydrogen Bonding-Assisted Enhancement of the Reaction Rate and Selectivity in the Kinetic Resolution of d,l-1,2-Diols with Chiral Nucleophilic Catalysts (2017)
  • Author(s): Kazuki Fujii, Koichi Mitsudo, Hiroki Mandai, and Seiji Suga
  • Journal Title: Adv. Synth. Catal. Volume: 印刷中
  • Peer Reviewed
• [Journal Article] Enantioselective acyl transfer catalysis by a combination of common catalytic motifs and electrostatic interactions (2016)
  • Author(s): Hiroki Mandai, Kazuki Fujii, Hiroshi Yasuhara, Kenko Abe, Koichi Mitsudo, Toshinobu Korenaga, Seiji Suga
  • Journal Title: Nature Commun. Volume: 7 Issue: 1 Pages: 11297-11297
  • DOI: 10.1038/ncomms11297
  • Peer Reviewed / Open Access / Acknowledgement Compliant
• [Journal Article] Synthetic Terrein Inhibits Progression of Head and Neck Cancer by Suppressing Angiogenin Production (2016)
  • Author(s): Akane Shibata, Soichiro Ibaragi, Hiroki Mandai, Toki Tsumura, Koji Kishimoto, Tatsuo Okui, Nur Mohammad Monsur Hassan, Tsuyoshi Shimo, Kazuhiro Omori, Guo-Fu Hu, Shogo Takashiba, Seiji Suga, and Akira Sasaki
  • Journal Title: Anticancer Res. Volume: 36 Pages: 2161-2168
  • Peer Reviewed / Int'l Joint Research
• [Journal Article] Kinetic Resolution of Secondary Carbinols by a Chiral <i>N</i>,<i>N</i>-4-Dimethylaminopyridine Derivative Containing a 1,1′-Binaphthyl Unit: Hydrogen Bonding Affects Catalytic Activity and Enantioselectivity (2016)
  • Author(s): Kazuki Fujii, Koichi Mitsudo, Hiroki Mandai, and Seiji Suga
  • Journal Title: Bulletin of the Chemical Society of Japan Volume: 89 Issue: 9 Pages: 1081-1092
  • DOI: 10.1246/bcsj.20160135
  • NAID: 130006770702
  • ISSN: 0009-2673, 1348-0634
  • Peer Reviewed
• [Journal Article] Facile Synthesis of Naphthothiophenone Derivatives and Anthradithiophenedione via Friedel-Crafts Acylation and Their Fundamental Properties (2016)
  • Author(s): Koichi Mitsudo, Takashi Murakami, Takuya Shibasaki, Tomohiro Inada, Hiroki Mandai, Hiromi Ota, Seiji Suga
  • Journal Title: Synlett Volume: 27 Issue: 16 Pages: 2327-2332
  • DOI: 10.1055/s-0035-1562470
  • Peer Reviewed
• [Presentation] 光学活性DMAP 誘導体を用いるメソ-1,3-ジオールの不斉アシル化反応による非対称化 (2019)
  • Author(s): 広中翼・萬代大樹・菅 誠治
  • Organizer: 日本化学会 第99春季年会
• [Presentation] 光学活性DMAP 誘導体を用いるキラルビアリール化合物の速度論的光学分割 (2019)
  • Author(s): 松浦悠一郎・中村亮太・竹田直史・萬代大樹・菅 誠治
  • Organizer: 日本化学会 第99春季年会
• [Presentation] エテン架橋ターチオフェン酸化物の合成とその電気化学的特性 (2019)
  • Author(s): 高畑正利・光藤耕一・菅誠治
  • Organizer: 日本化学会 第99春季年会
• [Presentation] 電気化学的な脱水素型環化反応によるチエノアセンの合成 (2019)
  • Author(s): 米澤時希・光藤耕一・菅誠治
  • Organizer: 日本化学会 第99春季年会
• [Presentation] チエニルチオエーテルの効率的ワンポット合成 (2019)
  • Author(s): 羽原奈々江・光藤耕一・菅誠治
  • Organizer: 日本化学会 第99春季年会
• [Presentation] フルベン誘導体の新規合成法の開発 (2019)
  • Author(s): 栗本悠司・光藤耕一・菅誠治
  • Organizer: 日本化学会 第99春季年会
• [Presentation] Reactions Using Organo-Dications As Redox-Switchable Catalysts in Batch and Flow Systems (2018)
  • Author(s): Seiji Suga, Yusuke Kurihara, Takayuki Hirata, Hiroki Tanaka, Koichi Mitsudo
  • Organizer: 233rd ECS Annual Meeting
  • Int'l Joint Research
• [Presentation] 酸素および硫黄架橋ビチオフェン骨格の形成と縮環反応によるチエノアセン誘導体の新規合成法 (2018)
  • Author(s): 栗本悠司、光藤耕一、菅誠治
  • Organizer: 第113回有機合成シンポジウム
• [Presentation] 環状N-アシルイミニウムイオンと求核剤との反応における立体化学の逆転現象 (2018)
  • Author(s): 吉岡和紀・光藤耕一・菅 誠治
  • Organizer: 第42回有機電子移動化学討論会
• [Presentation] エテン架橋ターチオフェン(EBTT)を骨格に含むD-Aポリマーの合成とその電気化学的特性 (2018)
  • Author(s): 高畑正利・山崎新・光藤耕一・菅 誠治
  • Organizer: 第42回有機電子移動化学討論会
• [Presentation] 電気化学的な脱水素型環化反応によるπ拡張チエノアセンの合成 (2018)
  • Author(s): 米澤時希・松尾恋・光藤耕一・菅 誠治
  • Organizer: 第42回有機電子移動化学討論会
• [Presentation] Synthesis of 3-Benzo[b]thienyl 3-Thienyl Ether via an Addition-Elimination Reaction and Its Transformation to an Oxygen- Fused Dithiophene Skeleton: Synthesis and Properties of Benzodithienofuran and Its π-Extended Derivatives (2018)
  • Author(s): Koichi Mitsudo, Yuji Kurimoto, and Seiji Suga
  • Organizer: 28th International Conference on Organometallic Chemistry
  • Int'l Joint Research
• [Presentation] Efficient Synthesis and Properties of Benzodithienofurans and Benzodithienothiophenes (2018)
  • Author(s): Koichi Mitsudo, Yuji Kurimoto, and Seiji Suga
  • Organizer: The Fourth International Symposium on C-H Activation
  • Int'l Joint Research
• [Presentation] 光学活性DMAP誘導体を用いた糖類の位置選択的アシル化反応 (2018)
  • Author(s): 山本知哉・阿部健幸・萬代大樹・菅 誠治
  • Organizer: 第48回複素環化学討論会
• [Presentation] 酸素及び硫黄原子架橋を経る新規チエノアセン誘導体の効率的合成法の開発と物性評価 (2018)
  • Author(s): 栗本悠司・光藤耕一・菅誠治
  • Organizer: 第29回基礎有機化学討論会
• [Presentation] 鉄/銅共触媒系を用いたエーテル化反応によるアリールベンゾ[b]チエニルエーテルの合成 (2018)
  • Author(s): 浅田拓哉・光藤耕一・菅 誠治
  • Organizer: 第65回有機金属化学討論会
• [Presentation] 銅触媒を用いる脱水素型環化によるチエノフラン誘導体の合成 (2018)
  • Author(s): 小橋祥晃・光藤耕一・菅 誠治
  • Organizer: 第65回有機金属化学討論会
• [Presentation] 電気化学的脱水素環化反応によるπ拡張チエノアセンの合成 (2018)
  • Author(s): 光藤耕一，松尾恋，米澤時希，菅 誠治
  • Organizer: 2018年電気化学秋季大会
• [Presentation] Synthesis and Properties of Dithieno-fused 1,4-Azaborines (2018)
  • Author(s): Koichi Mitsudo, Keisuke Shigemori, Seiji Suga
  • Organizer: The Fourteenth International Kyoto Conference on New Aspects of Organic Chemistry
  • Int'l Joint Research
• [Presentation] Synthesis of Thiophene-fused 1,2-Oxaborines via Iodide-Catalyzed Demethylation and Intramolecular C-H Borylation (2018)
  • Author(s): Keisuke Shigemori, Koichi Mitsudo, Seiji Suga
  • Organizer: The Fourteenth International Kyoto Conference on New Aspects of Organic Chemistry
  • Int'l Joint Research
• [Presentation] Efficient Synthesis of Thienoacene Derivatives via Construction of Oxygen or Sulfur-Bridged Bithiophene Skeletons and the following Cyclization (2018)
  • Author(s): Yuji Kurimoto, Koichi Mitsudo, Seiji Suga
  • Organizer: The Fourteenth International Kyoto Conference on New Aspects of Organic Chemistry
  • Int'l Joint Research
• [Presentation] “活性”にこだわった有機反応の開発 (2018)
  • Author(s): 菅 誠治
  • Organizer: 奈良先端科学技術大学院大学第407回 光ナノサイエンス特別講義
  • Invited
• [Presentation] Efficient and Straightforward Synthesis of Heterothienoacenes (2018)
  • Author(s): Koichi Mitsudo, Seiji Suga
  • Organizer: The 13th International Symposium on Organic Reactions
  • Int'l Joint Research
• [Presentation] Nucleophilic Additions to Cyclic N-Acyliminium Ions (2018)
  • Author(s): Seiji Suga
  • Organizer: The 13th International Symposium on Organic Reactions
  • Int'l Joint Research / Invited
• [Presentation] 高活性な光学活性DMAP誘導体を用いる軸性キラル化合物の速度論的光学分割反応 (2018)
  • Author(s): 萬代大樹，松浦悠一郎，竹田直史，菅 誠治
  • Organizer: 第11回有機触媒シンポジウム
• [Presentation] 鉄・銅共触媒を用いたアリールチエニルエーテルの合成およびチエノベンゾフラン誘導体への変換 (2018)
  • Author(s): 浅田拓哉・稲田智大・光藤耕一・菅 誠治
  • Organizer: 日本化学会第98春季年会
• [Presentation] 光学活性DMAP誘導体を用いるアシル化反応(3): 糖類の位置選 択的アシル化反応 (2018)
  • Author(s): 山本知哉・阿部健幸・萬代大樹・菅誠治
  • Organizer: 日本化学会第98春季年会
• [Presentation] 光学活性DMAP 誘導体を用いるアシル化反応(2): 1,3-ジオール の非対称化反応 (2018)
  • Author(s): 芦原宏介・萬代大樹・菅誠治
  • Organizer: 日本化学会第98春季年会
• [Presentation] 光学活性DMAP 誘導体を用いるアシル化反応(1)： 3-ヒドロキシ-3-置換-オキシインドール類の速度論的光学分割 (2018)
  • Author(s): 萬代大樹・塩本龍平・菅誠治
  • Organizer: 日本化学会第98春季年会
• [Presentation] 電気化学的な脱水素型環化反応によるπ拡張チエノフランの合成 (2018)
  • Author(s): 松尾 恋・光藤耕一・菅 誠治
  • Organizer: 日本化学会第98春季年会
• [Presentation] 環状N-アシルイミニウムイオンのアリル化における立体化学の逆転現象 (2018)
  • Author(s): 吉岡和紀・光藤耕一・菅 誠治
  • Organizer: 日本化学会第98春季年会
• [Presentation] ベンゾジチエノフランおよびベンゾジチエノチオフェン誘導体の効率的合成と物性評価 (2018)
  • Author(s): 栗本悠司・光藤耕一・菅 誠治
  • Organizer: 日本化学会第98春季年会
• [Presentation] Friedel-Crafts C-Hボリル化反応を用いたチエノアザボリン誘導体の合成とその物性評価 (2018)
  • Author(s): 重森圭介・光藤耕一・菅 誠治
  • Organizer: 日本化学会第98春季年会
• [Presentation] 電場と磁場を利用するマイクロフロー合成システムの開発 (2017)
  • Author(s): 菅 誠治
  • Organizer: 京都大学マイクロ化学生産研究コンソーシアム講演会
  • Place of Presentation: 京都大学（京都府京都市）
  • Year and Date: 2017-03-28
  • Invited
• [Presentation] インダイレクトカチオンプール法を応用したピペリジン誘導体の不斉合成 (2017)
  • Author(s): 吉岡和紀・灰佐将弘・光藤耕一・菅誠治
  • Organizer: 第41回有機電子移動化学討論会
• [Presentation] 鉄・銅共触媒によるエーテル化反応を経るチエノベンゾフランの効率的合成と電気化学的性質 (2017)
  • Author(s): 浅田拓哉・稲田智大・光藤耕一・菅誠治
  • Organizer: 第41回有機電子移動化学討論会
• [Presentation] エーテル合成および脱水素環化反応を経るヘテロ環が縮環したチエノフラン誘導体の合成 (2017)
  • Author(s): 栗本悠司・光藤耕一・菅誠治
  • Organizer: 第41回有機電子移動化学討論会
• [Presentation] Rh-Catalyzed Dehydrogenative Cyclization Leading to Benzosilolothiophene Derivatives (2017)
  • Author(s): Koichi Mitsudo, Seiichi Tanaka, and Seiji Suga
  • Organizer: 19th IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis
  • Int'l Joint Research
• [Presentation] ジオール類のエナンチオ選択的モノアシル化反応の開発 (2017)
  • Author(s): 萬代大樹，安原宏，藤居一輝，下村征史，菅 誠治
  • Organizer: 日本プロセス化学会2017サマーシンポジウム
• [Presentation] ベンゾフラノン類のエナンチオ選択的 Steglich 型転位反応の開発 (2017)
  • Author(s): 藤居一輝，萬代大樹，菅 誠治
  • Organizer: 日本プロセス化学会2017サマーシンポジウム
• [Presentation] Stereoselective Synthesis of Substituted Piperidine Derivatives Using the Indirect Cation Pool Method (2017)
  • Author(s): Seiji Suga
  • Organizer: 7th German-Japanese Symposium on Electrosynthesis
  • Int'l Joint Research
• [Presentation] エーテル合成および脱水素環化を経るベンゾジチエノフラン誘導体の合成と物性評価 (2017)
  • Author(s): 栗本悠司・光藤耕一・菅誠治
  • Organizer: 第28回基礎有機化学討論会
• [Presentation] 高度にπ拡張されたベンゾシロロチオフェン誘導体の効率的合成及びその電気化学的特性 (2017)
  • Author(s): 光藤耕一，田中聖一，礒淵僚太，菅 誠治
  • Organizer: 2017年電気化学会秋季大会
• [Presentation] 光学活性DMAP誘導体を用いるアズラクトンの動的速度論的光学分割反応の開発 (2017)
  • Author(s): 本郷晃平・萬代大樹・菅 誠治
  • Organizer: 第47回複素環化学討論会
• [Presentation] エナンチオ選択的なアシル化によるmeso-1,2-ジオール類の非対称化反応 (2017)
  • Author(s): 萬代大樹・安原 宏・藤居一輝・下村征史・菅 誠治
  • Organizer: 第47回複素環化学討論会
• [Presentation] Synthesis of Butadiynes by Electro-oxidative Coupling Reactions (2017)
  • Author(s): Ren Matsuo, Natsuyo Kamimoto, Koichi Mitsudo, and Seiji Suga
  • Organizer: The 11th International Symposium on Integrated Synthesis & The 3rd Symposium on Middle Molecular Strategy
  • Int'l Joint Research
• [Presentation] 高活性有機化学種・有機触媒をプロモーターとする合成反応 (2016)
  • Author(s): 菅 誠治
  • Organizer: （公財）科学技術交流財団 第３回「グリーンケミストリーに根差した有機合成手法研究会」
  • Place of Presentation: 名古屋工業大学（愛知県名古屋市）
  • Year and Date: 2016-12-09
  • Invited
• [Presentation] 水素結合性極性官能基をもつ不斉求核触媒の開発 (2016)
  • Author(s): 菅 誠治
  • Organizer: 第9 回有機触媒シンポジウム
  • Place of Presentation: 名古屋大学（愛知県名古屋市）
  • Year and Date: 2016-12-01
  • Invited
• [Presentation] Development of Axially Chiral DMAP Derivatives Bearing Hydrogen Bonding Sites (2016)
  • Author(s): Seiji Suga, Hiroki Mandai, Kazuki Fujii, Hiroshi Yasuhara, Kenko Abe
  • Organizer: The 12th International Symposium on Organic Reactions
  • Place of Presentation: 京都テルサ（京都府京都市）
  • Year and Date: 2016-04-22
  • Int'l Joint Research / Invited