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Development of Highly Selective Domino Reactions using High-Performance Hybrid Catalyst System

Planned Research

Project AreaHybrid Catalysis for Enabling Molecular Synthesis on Demand
Project/Area Number 17H06450
Research Category

Grant-in-Aid for Scientific Research on Innovative Areas (Research in a proposed research area)

Allocation TypeSingle-year Grants
Review Section Science and Engineering
Research InstitutionKyoto University

Principal Investigator

Maruoka Keiji  京都大学, 薬学研究科, 研究員(特任教授) (20135304)

Project Period (FY) 2017-06-30 – 2022-03-31
Project Status Completed (Fiscal Year 2022)
Budget Amount *help
¥143,520,000 (Direct Cost: ¥110,400,000、Indirect Cost: ¥33,120,000)
Fiscal Year 2021: ¥31,200,000 (Direct Cost: ¥24,000,000、Indirect Cost: ¥7,200,000)
Fiscal Year 2020: ¥31,200,000 (Direct Cost: ¥24,000,000、Indirect Cost: ¥7,200,000)
Fiscal Year 2019: ¥30,160,000 (Direct Cost: ¥23,200,000、Indirect Cost: ¥6,960,000)
Fiscal Year 2018: ¥24,310,000 (Direct Cost: ¥18,700,000、Indirect Cost: ¥5,610,000)
Fiscal Year 2017: ¥26,650,000 (Direct Cost: ¥20,500,000、Indirect Cost: ¥6,150,000)
Keywordsハイブリッド触媒 / ドミノ反応 / 精密有機合成 / 有機分子触媒 / 金属錯体触媒 / ペプチド / 臭化銅 / セレクトフルオル / ラジカル反応 / フッ化アシル / 超原子価ヨウ素 / アルキルシリルペルオキシド / 環状アセタール / β-ヒドロキシアルデヒド / セロトニン拮抗薬 / 酸フッ化物 / アミン触媒 / 不斉ベンゾイロキシ化反応 / ラジカル / セミピナコール転位 / アルキルシリルパーオキシド / N-ヒドロキシベンゾイミダゾール
Outline of Final Research Achievements

In recent years, there has been a strong demand for molecular design of catalysts and development of organic synthesis that are environmentally friendly. For this reason, incorporation of the advantages of in vivo systems into organic synthesis seems to be a powerful strategy. For example, in biological systems, activation of organic molecules and synthesis of complex natural products are easily carried out by multi-catalytic reactions involving multiple enzymes (biocatalysts), but it is extremely difficult to realize the similar transformations in an artificial manner. In this research, we extract functions such as the recognition and activation of substrates without using macromolecules such as the enzymes. Aiming to construct a "high-performance hybrid catalyst system", a series of new and precise domino-type synthetic transformations have been successfully developed.

Academic Significance and Societal Importance of the Research Achievements

幾つかの高性能ハイブリッド触媒系を創製できれば、従来の「生体触媒」や「金属錯体触媒」では及びもつかないような反応性や選択性の獲得が可能になる。それによって新規なドミノ型有機合成反応を開拓でき、従来、合成が難しいと思われていた有機化合物の新たな創製へとつながり、関連研究の諸分野の発展に大きな波及効果をもたらすものと思われる。また、新たな研究開発手法のパラダイムが創出でき、また、それによりイノベーションを創出することも可能になり、新たな科学技術への展開や波及効果が期待されるであろう。

Report

(6 results)
  • 2022 Final Research Report ( PDF )
  • 2021 Annual Research Report
  • 2020 Annual Research Report
  • 2019 Annual Research Report
  • 2018 Annual Research Report
  • 2017 Annual Research Report
  • Research Products

    (100 results)

All 2023 2022 2021 2020 2019 2018 2017 Other

All Journal Article (51 results) (of which Int'l Joint Research: 4 results,  Peer Reviewed: 51 results,  Open Access: 1 results) Presentation (48 results) (of which Int'l Joint Research: 23 results,  Invited: 45 results) Remarks (1 results)

  • [Journal Article] Synthesis of Acyl Fluorides from Carboxylic Acids with KI/AgSCF3 for Efficient Amide and Peptide Synthesis2023

    • Author(s)
      S. Nagano, K. Maruoka
    • Journal Title

      Ad. Synth. Catal.

      Volume: 365 Issue: 3 Pages: 295-300

    • DOI

      10.1002/adsc.202201103

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Cationic DABCO-Based Catalyst for Site-Selective C-H Alkylation via Photoinduced Hydrogen-Atom Transfer2022

    • Author(s)
      Akira Matsumoto, Masanori Yamamoto, Keiji Maruoka
    • Journal Title

      ACS Catalysis

      Volume: 12 Issue: 3 Pages: 2045-2051

    • DOI

      10.1021/acscatal.1c05484

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Development of a Catalytic Ester Activation Protocol for the Efficient Formation of Amide Bonds using an Ar-I/Pyridine/mCPBA System2022

    • Author(s)
      H.-J. Lee, E.-S. Choi, K. Maruoka
    • Journal Title

      Asian J. Org. Chem.

      Volume: 11 Issue: 10

    • DOI

      10.1002/ajoc.202200483

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Ni-Catalyzed C(sp2)-H Alkylation of N-Quinolylbenzamide Using Alkylsilyl Peroxides as Structurally Diverse Alkyl Sources2021

    • Author(s)
      Saori Tsuzuki, Shunya Sakurai, Akira Matsumoto, Taichi Kano, Keiji Maruoka
    • Journal Title

      Chemical Communications

      Volume: 57 Issue: 64 Pages: 7942-7945

    • DOI

      10.1039/d1cc02983e

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of Functionalized Aliphatic Acid Esters via the Generation of Alkyl Radicals from Silylperoxyacetals2021

    • Author(s)
      A. Matsumoto, Y. Shiozaki, S. Sakurai, and K. Maruoka
    • Journal Title

      Chem. Asian J.

      Volume: 16 Issue: 17 Pages: 2431-2434

    • DOI

      10.1002/asia.202100723

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Cu-Catalyzed O-alkylation of phenol derivatives with alkylsilyl peroxides2021

    • Author(s)
      Sakurai Shunya、Kano Taichi、Maruoka Keiji
    • Journal Title

      Chemical Communications

      Volume: 57 Issue: 1 Pages: 81-84

    • DOI

      10.1039/d0cc07305a

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Deacylative Carbon-Carbon Bond Cleavage of Ketone Equivalents: Applications to Radical Carbon-Carbon Bond Formation Reactions2021

    • Author(s)
      A. Matsumoto, B.-N. Nguyen, T. Honda, R. Sakamoto, X. Huang, S. Sakaki, and K. Maruoka
    • Journal Title

      Chem. Asian J.

      Volume: 16 Issue: 4 Pages: 282-286

    • DOI

      10.1002/asia.202001366

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Metal-Free Approach for Hindered Amide-Bond Formation with Hypervalent Iodine(III) Reagents: Application to Hindered Peptide Synthesis2021

    • Author(s)
      H.-J. Lee, X. Huang, S. Sakaki, and K. Maruoka
    • Journal Title

      Green Chem.

      Volume: 23 Issue: 2 Pages: 848-855

    • DOI

      10.1039/d0gc03912h

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Journal Article] N-Hydroxybenzimidazole as a Structurally Modifiable Platform for N-Oxyl Radicals for Direct C-H Functionalization Reactions2020

    • Author(s)
      T. Yoshii, S. Tsuzuki, S. Sakurai, R. Sakamoto, J. Jiang, M. Hatanaka, A. Matsumoto, K. Maruoka
    • Journal Title

      Chemical Science

      Volume: 11 Issue: 22 Pages: 5772-5778

    • DOI

      10.1039/d0sc02134b

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Design of Bowl-Shaped N-Hydroxyimide Derivatives as New Organoradical Catalysts for Site-Selective C(sp3)-H Bond Functionalization Reactions2020

    • Author(s)
      T. Kato and K. Maruoka
    • Journal Title

      Angew. Chem. Int. Ed.

      Volume: 59 Issue: 34 Pages: 14261-14264

    • DOI

      10.1002/anie.202003982

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Journal Article] CuCl2‐Mediated Oxidative Intramolecular α‐Arylation of Ketones with Phenolic Nucleophiles via Oxy‐Allyl Cation Intermediates2020

    • Author(s)
      T. Mochimatsu, Y. Aota, T. Kano, and K. Maruoka
    • Journal Title

      Chem. Asian J.

      Volume: 15 Issue: 22 Pages: 3816-3819

    • DOI

      10.1002/asia.202001032

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Cu-Catalyzed Enantioselective Alkylarylation of Vinylarenes Enabled by Chiral Binaphthyl?BOX Hybrid Ligands2020

    • Author(s)
      Sakurai Shunya、Matsumoto Akira、Kano Taichi、Maruoka Keiji
    • Journal Title

      Journal of the American Chemical Society

      Volume: 142 Issue: 45 Pages: 19017-19022

    • DOI

      10.1021/jacs.0c09008

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Efficient Cleavage of Tertiary Amide Bonds via Radical-Polar Crossover Using a Copper(II) Bromide/Selectfluor Hybrid System2020

    • Author(s)
      Z. Wang, A. Matsumoto, and K. Maruoka
    • Journal Title

      Chem. Sci.

      Volume: 11 Issue: 45 Pages: 12323-12328

    • DOI

      10.1039/d0sc05137c

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Construction of a Quaternary Carbon Center by Catalytic Asymmetric Alkylation of 3-Arylpiperidin-2-ones under Phase-Transfer Conditions2020

    • Author(s)
      T. Inukai, T. Kano, and K. Maruoka
    • Journal Title

      Angew. Chem. Int. Ed.

      Volume: 59 Issue: 6 Pages: 2211-2214

    • DOI

      10.1002/anie.201913518

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Practical Synthesis of α,β-Alkynyl Ketones by Oxidative Alkynylation of Aldehydes with Hypervalent Alkynyliodine Reagents2020

    • Author(s)
      S. Tsuzuki, R. Sakamoto, and K. Maruoka
    • Journal Title

      Chem. Lett.

      Volume: 9 Issue: 6 Pages: 206-209

    • DOI

      10.1246/cl.200131

    • NAID

      130007852074

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Iron-Catalyzed Radical Cleavage/C-C Bond Formation of Acetal-Derived Alkylsilyl Peroxides2020

    • Author(s)
      Y. Shiozaki, S. Sakurai, R. Sakamoto, A. Matsumoto, and K. Maruoka
    • Journal Title

      Chem.-Asian J.

      Volume: 15 Issue: 5 Pages: 573-576

    • DOI

      10.1002/asia.201901695

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Cu-Catalyzed Generation of Alkyl Radicals from Alkylsilyl Peroxides and Subsequent C(sp3)-C(sp2) Cross-Coupling with Arylboronic Acids2020

    • Author(s)
      S. Sakurai, S. Tsuzuki, R. Sakamoto, and K. Maruoka
    • Journal Title

      J. Org. Chem.

      Volume: 85 Issue: 5 Pages: 3973-3980

    • DOI

      10.1021/acs.joc.9b03294

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of Functionalized Organoboron/Silicon Compounds by Copper-Catalyzed Coupling of Alkylsilyl Peroxides and Diboron/Silylborane Reagents2019

    • Author(s)
      Seihara Takumi、Sakurai Shunya、Kato Terumasa、Sakamoto Ryu、Maruoka Keiji
    • Journal Title

      Organic Letters

      Volume: 21 Issue: 7 Pages: 2477-2481

    • DOI

      10.1021/acs.orglett.9b00874

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Asymmetric Synthesis of α-Amino Acids by Organocatalytic Biomimetic Transamination2019

    • Author(s)
      Q.-K. Kang, S. Selvakumar, and K. Maruoka
    • Journal Title

      Org. Lett.

      Volume: 21 Issue: 7 Pages: 2294-2297

    • DOI

      10.1021/acs.orglett.9b00588

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] One-Pot Synthesis of Less Accessible N-Boc-Propargylic Amines Through BF3-Catalyzed Alkynylation and Allylation Using Boronic Esters2019

    • Author(s)
      K. Yasumoto, T. Kano, and K. Maruoka
    • Journal Title

      Org. Lett.

      Volume: 21 Issue: 9 Pages: 3214-3217

    • DOI

      10.1021/acs.orglett.9b00931

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Asymmetric Synthesis of Chiral 1,4-Enynes through Organocatalytic Alkenylation of Propargyl Alcohols with Trialkenylboroxines2019

    • Author(s)
      J.-F. Bai, K. Yasumoto, T. Kano, and K. Maruoka
    • Journal Title

      Angew. Chem. Int. Ed.

      Volume: 58 Issue: 26 Pages: 8898-8901

    • DOI

      10.1002/anie.201904520

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of α-Quaternary Aldehydes via a Stereoselective Semi-Pinacol Rearrangement of Optically Active Epoxy Alcohols2019

    • Author(s)
      N. Hirama, R. Sakamoto, and K. Maruoka
    • Journal Title

      Asian J. Org. Chem.

      Volume: 8 Issue: 8 Pages: 1390-1393

    • DOI

      10.1002/ajoc.201900299

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Scalable Synthesis of a Chiral Selenium π-Acid Catalyst and Its Use in Enantioselective Iminolactonization of β,γ-Unsaturated Amides2019

    • Author(s)
      Y. Otsuka, Y. Shimazaki, H. Nagaoka, K. Maruoka, and T. Hashimoto
    • Journal Title

      Synlett

      Volume: 30 Issue: 14 Pages: 1679-1682

    • DOI

      10.1055/s-0039-1690109

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of Phenylcyclopropane-Based Secondary Amine Catalysts and Their Applications in Enamine Catalysis2019

    • Author(s)
      A. Takeshima, T. Kano, and K. Maruoka
    • Journal Title

      Org. Lett.

      Volume: 21 Issue: 19 Pages: 8071-8074

    • DOI

      10.1021/acs.orglett.9b03070

    • NAID

      120006731151

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Asymmetric Synthesis of Chiral Sulfoximines through the S-Alkylation of Sulfinamides2019

    • Author(s)
      Y. Aota, T. Kano, and K. Maruoka
    • Journal Title

      Angew. Chem. Int. Ed.

      Volume: 58 Issue: 49 Pages: 17661-17665

    • DOI

      10.1002/anie.201911021

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Efficient Synthesis of Cyclic Sulfoximines from N-Propargylsulfinamides through Sulfur-Carbon Bond Formation2019

    • Author(s)
      Y. Aota, Y. Maeda, T. Kano, and K. Maruoka
    • Journal Title

      Chem.- Eur. J.

      Volume: 25 Issue: 69 Pages: 15755-15758

    • DOI

      10.1002/chem.201904501

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Asymmetric Synthesis of Chiral Sulfoximines via the S-Arylation of Sulfinamides2019

    • Author(s)
      Y. Aota, T. Kano, and K. Maruoka
    • Journal Title

      J. Am. Chem. Soc.

      Volume: 141 Issue: 49 Pages: 19263-19268

    • DOI

      10.1021/jacs.9b11298

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Generation of Alkyl Radicals from Alkylsilyl Peroxides and Their Applications to C-N or C-O Bond Formations2019

    • Author(s)
      S. Sakurai, T. Kato, R. Sakamoto, and K. Maruoka
    • Journal Title

      Tetrahedron

      Volume: 75 Issue: 2 Pages: 172-179

    • DOI

      10.1016/j.tet.2018.11.048

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Design of New Amino Tf- Amide Organocatalysts: Environmentally Benign Approach to Asymmetric Aldol Synthesis2019

    • Author(s)
      H.-J. Lee, N. Arumugam, A. I. Almansour, R. S. Kumar, and K. Maruoka
    • Journal Title

      Synlett

      Volume: 30 Issue: 04 Pages: 401-404

    • DOI

      10.1055/s-0037-1610408

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] Enantioselective Alkynylation of Isatin Derivatives Using a Chiral Phase-Transfer /Transition- Metal Hybrid Catalyst System2019

    • Author(s)
      S. Paria, H.-J. Lee, and K. Maruoka
    • Journal Title

      ACS Catal.

      Volume: 9 Issue: 3 Pages: 2395-2399

    • DOI

      10.1021/acscatal.8b04949

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Iodine(III)-Catalyzed Electrophilic Nitration of Phenols via Non-Bronsted Acidic NO2+ Generation2019

    • Author(s)
      K. A. Juarez-Ornelas, J. O. C. Jimenez-Halla, T. Kato, C. R. Solorio-Alvarado, and K. Maruoka,
    • Journal Title

      Org. Lett.

      Volume: 21 Issue: 5 Pages: 1315-1319

    • DOI

      10.1021/acs.orglett.8b04141

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Transition-Metal-Free Direct C-H Silylation of Electron-Deficient Heteroarenes with Hydrosilanes via a Radical Mechanism2018

    • Author(s)
      R. Sakamoto, B.-N. Nguyen, and K. Maruoka
    • Journal Title

      Asian J. Org. Chem.

      Volume: 7 Issue: 6 Pages: 1085-1088

    • DOI

      10.1002/ajoc.201800282

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] BF3-Catalyzed Synthesis of Cyclic Carbamates from Boc-Protected Aminals and Alkynes2018

    • Author(s)
      T. Kano, K. Yasumoto, and K. Maruoka
    • Journal Title

      Asian J. Org. Chem.

      Volume: 7 Issue: 8 Pages: 1575-157

    • DOI

      10.1002/ajoc.201800289

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of 1-Aminoindenes through Aza-Prins-Type Cyclization2018

    • Author(s)
      J.-F. Bai, K. Yasumoto, T. Kano, and K. Maruoka
    • Journal Title

      Chemistry;Eur. J.

      Volume: 24 Issue: 41 Pages: 10320-10323

    • DOI

      10.1002/chem.201802448

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] The Radical Acylarylation of N-Arylacrylamides with Aliphatic Aldehydes Using the Photolysis of Hypervalent Iodine(III) Reagents2018

    • Author(s)
      R. Sakamoto, N. Hirama, and K. Maruoka,
    • Journal Title

      Org. Biomol. Chem.

      Volume: 16 Issue: 30 Pages: 5412-5415

    • DOI

      10.1039/c8ob01420e

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Design of Efficient Chiral Bifunctional Phase-Transfer Catalysts Possessing an Amino Functionality for Asymmetric Aminations2018

    • Author(s)
      Paria Suva、Kang Qi-Kai、Hatanaka Miho、Maruoka Keiji
    • Journal Title

      ACS Catalysis

      Volume: 9 Issue: 1 Pages: 78-82

    • DOI

      10.1021/acscatal.8b03292

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Copper- Catalyzed C(sp) - C(sp3) Coupling of Terminal Alkynes with Alkylsilyl Peroxides via a Radical Mechanism2018

    • Author(s)
      R. Sakamoto, T. Kato, and K. Maruoka
    • Journal Title

      Org. Lett.

      Volume: 20 Issue: 5 Pages: 1400-1403

    • DOI

      10.1021/acs.orglett.8b00173

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Alkylative kinetic resolution of vicinal diols under phase-transfer conditions: a chiral ammonium borinate catalysis2018

    • Author(s)
      Pawliczek Martin、Hashimoto Takuya、Maruoka Keiji
    • Journal Title

      Chemical Science

      Volume: 9 Issue: 5 Pages: 1231-1235

    • DOI

      10.1039/c7sc04854h

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Chiral Amine-Catalyzed Asymmetric Conjugate Addition of Aldehydes to α-Phenylselenoenones as Formal Z-Allylating Agents2018

    • Author(s)
      T. Kano, H. Maruyama, C. Homma, and K. Maruoka
    • Journal Title

      Chem. Commun.

      Volume: 54 Issue: 2 Pages: 176-179

    • DOI

      10.1039/c7cc08691a

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Catalyst-controlled diastereoselectivity reversal in the formation of dihydropyrans2017

    • Author(s)
      Taichi Kano, Hiroki Maruyama, Chihiro Homma, Keiji Maruoka
    • Journal Title

      Chemical Communications

      Volume: 54 Issue: 28 Pages: 3496-3499

    • DOI

      10.1039/c8cc01443d

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Asymmetric Synthesis of Less Accessible a-Tertiary Amines from Alkynyl Z-Ketimines2017

    • Author(s)
      Taichi Kano, Yusuke Aota, Keiji Maruoka
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 56 Issue: 51 Pages: 16293-16296

    • DOI

      10.1002/anie.201710084

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of Chiral Tritylpyrrolidine Derivatives and Their Application to Asymmetric Benzoyloxylation2017

    • Author(s)
      Mio Shimogaki, Hiroki Maruyama, Shingo Tsuji, Chihiro Homma, Taichi Kano, Keiji Maruoka
    • Journal Title

      The Journal of Organic Chemistry

      Volume: 82 Issue: 23 Pages: 12928-12932

    • DOI

      10.1021/acs.joc.7b02562

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] The Design of Environmentally-Benign, High-Performance Organocatalysts for Asymmetric Catalysis2017

    • Author(s)
      R. Sakamoto and K. Maruoka
    • Journal Title

      J. Synth. Org. Chem., Jpn.

      Volume: 75 Pages: 1141-1149

    • NAID

      130006196252

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] The Direct C- H Difluoromethylation of Heteroarenes Based on the Photolysis of Hypervalent Iodine(III) Reagents That Contain Difluoroacetoxy Ligands2017

    • Author(s)
      R. Sakamoto, H. Kashiwagi, and K. Maruoka,
    • Journal Title

      Org. Lett.

      Volume: 19 Issue: 19 Pages: 5126-5129

    • DOI

      10.1021/acs.orglett.7b02416

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Hypervalent Iodine(III) Catalyzed Radical Hydroacylation of Chiral Alkylidenemalonates with Aliphatic Aldehydes under Photolysis2017

    • Author(s)
      S. Selvakumar, Q.-K. Kang, N. Arumugam, A. I. Almansour, R. S. Kumar, K. Maruoka
    • Journal Title

      Tetrahedron

      Volume: 73 Issue: 40 Pages: 5841-5846

    • DOI

      10.1016/j.tet.2017.08.018

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Practical Synthesis of Both Enantiomeric Amino Acid, Mannich, and Aldol Derivatives by Asymmetric Organocatalysis2017

    • Author(s)
      Y. Liu, N. Arumugam, A. I. Almansour, R. S. Kumar, and K. Maruoka
    • Journal Title

      Chem. Rec.

      Volume: 17 Issue: 10 Pages: 1059-1069

    • DOI

      10.1002/tcr.201700008

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Practical Synthesis of Two Different Pseudoenantiomeric Organocatalysts with cis-Cyclohexanediamine Structure from a Common Chiral Source2017

    • Author(s)
      H.-J. Lee, S. A. Moteki, N. Arumugam, A. I. Almansour, R. S. Kumar, Y. Liu, and K. Maruoka
    • Journal Title

      Asian J. Org. Chem.

      Volume: 6 Issue: 9 Pages: 1226-1230

    • DOI

      10.1002/ajoc.201700229

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Catalyst-Controlled, Enantioselective, and Diastereodivergent Conjugate Addition of Aldehydes to Electron-Deficient Olefins2017

    • Author(s)
      S. B. Jennifer Kan, Hiroki Maruyama, Matsujiro Akakura, Taichi Kano, Keiji Maruoka
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 56 Issue: 32 Pages: 9487-9491

    • DOI

      10.1002/anie.201705546

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] In situ generation of N-Boc-protected alkenyl imines: controlling the E/Z geometry of alkenyl moieties in the Mukaiyama-Mannich reaction2017

    • Author(s)
      Bai Jian-Fei、Sasagawa Hajime、Yurino Taiga、Kano Taichi、Maruoka Keiji
    • Journal Title

      Chemical Communications

      Volume: 53 Issue: 58 Pages: 8203-8206

    • DOI

      10.1039/c7cc04674j

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Alkylsilyl Peroxides as Alkylating Agents in the Copper-Catalyzed Selective Mono-N-Alkylation of Primary Amides and Arylamines2017

    • Author(s)
      R. Sakamoto, S. Sakurai, and K. Maruoka,
    • Journal Title

      Chem. Eur. J.

      Volume: 23 Issue: 38 Pages: 9030-9033

    • DOI

      10.1002/chem.201702217

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Bis(trialkylsilyl) Peroxides as Alkylating Agents in the Copper-Catalyzed Selective Mono-N-Alkylation of Primary Amides2017

    • Author(s)
      R. Sakamoto, S. Sakurai, and K. Maruoka
    • Journal Title

      Chem. Commun.

      Volume: 53 Issue: 48 Pages: 6484-6487

    • DOI

      10.1039/c7cc02910a

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Presentation] Design of Maruoka Catalysts for Valuable Amino Acid and Peptide Synthesis2022

    • Author(s)
      Keiji Maruoka
    • Organizer
      Frontier Synthetic Strategies in Organic Chemistry; International Symposium Workshop
    • Related Report
      2021 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Asymmetric Three-Component Radical Coupling Reaction of Vinylarenes by Chiral Cu(I) Hybrid Catalysis2022

    • Author(s)
      Keiji Maruoka
    • Organizer
      Molecular Chirality Asia 2022 (MCAsia 2022)
    • Related Report
      2021 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Asymmetric Three-Component Radical Coupling Reaction of Vinylarenes by Chiral Cu(I)/BN-BOX Hybrid Catalysis2022

    • Author(s)
      Keiji Maruoka
    • Organizer
      ISOR-15
    • Related Report
      2021 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Design of High-Performance Chiral Organocatalysts for Sterically Hindered Amino Acids and Peptides2021

    • Author(s)
      Keiji Maruoka
    • Organizer
      Chemistry Colloquium (Online), Ulsan National Institute of Science and Technology (UNIST)
    • Related Report
      2021 Annual Research Report
    • Invited
  • [Presentation] Design of High-Performance Chiral Organocatalysts with Privileged Structures for Important Amino Acids and Peptides2021

    • Author(s)
      Keiji Maruoka
    • Organizer
      The 10th China-Japan Symposium on Chemical Engineering
    • Related Report
      2021 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Efficient Cleavage of Tertiary Amide Bonds with Copper Salt/Selectfluor Hybrid Catalyst System2021

    • Author(s)
      Keiji Maruoka
    • Organizer
      PACIFICHEM2021-Hybrid Catalyst Symposium
    • Related Report
      2021 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 新結合様式を持つ触媒を活用した傘高いアミノ酸、ペプチド類の新規合成法の開拓2021

    • Author(s)
      丸岡 啓二
    • Organizer
      新春企画Zoom Webinar「新結合様式の開拓と機能の創製」
    • Related Report
      2020 Annual Research Report
    • Invited
  • [Presentation] Design of High-Performance Organocatalysts for Asymmetric Catalysis of Sterically Hindered Amino Acids and Peptides2020

    • Author(s)
      Keiji Maruoka
    • Organizer
      First Virtual ACES/CRSI Symposium, Asian Chemical Editorial Society (ACES) & Chemical Research Society of India (CRSI)
    • Related Report
      2020 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 丸岡触媒を用いる嵩高いアミノ酸の実用的合成から超効率ペプチド合成へ2020

    • Author(s)
      丸岡 啓二
    • Organizer
      第32回万有札幌シンポジウム
    • Related Report
      2020 Annual Research Report
    • Invited
  • [Presentation] Design of High-Performance Organocatalysts for Asymmetric Catalysis and Radical Chemistry2020

    • Author(s)
      Keiji Maruoka
    • Organizer
      Institute Seminor at Okinawa Institute of Science and Technology (OIST)
    • Related Report
      2019 Annual Research Report
    • Invited
  • [Presentation] ラジカル化学の新展開:アシルラジカルを活用する精密有機合成2019

    • Author(s)
      丸岡啓二
    • Organizer
      日本薬学会北陸支部特別講演会
    • Related Report
      2019 Annual Research Report
    • Invited
  • [Presentation] Design of Chiral High-Performance Organocatalysts for Asymmetric Catalysis2019

    • Author(s)
      Keiji Maruoka
    • Organizer
      Symposium on Molecular Chirality 2019
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Design of New, High-Performance Organocatalysts with Privileged Structures for Asymmetric Catalysis2019

    • Author(s)
      Keiji Maruoka
    • Organizer
      31st International Symposium on Chirality
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Design of High-Performance Organocatalysts with Privileged Structures for Asymmetric Catalysis2019

    • Author(s)
      Keiji Maruoka
    • Organizer
      Designing Molecules Workshop and Conference
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 有機ラジカル触媒で何ができるか?新規有機ラジカル触媒の創製と活用2019

    • Author(s)
      丸岡啓二
    • Organizer
      有機合成夏期セミナー「明日の有機合成化学」
    • Related Report
      2019 Annual Research Report
    • Invited
  • [Presentation] Design of New, High-Performance Organoradical Catalysts with Privileged Structures for Selective Organic Synthesis2019

    • Author(s)
      Keiji Maruoka
    • Organizer
      Department Seminar at Lanzhou Institute of Chemical Physics (LICP)
    • Related Report
      2019 Annual Research Report
    • Invited
  • [Presentation] Design of New, High-Performance Organoradical Catalysts with Privileged Structures for Selective Organic Synthesis2019

    • Author(s)
      Keiji Maruoka
    • Organizer
      Department Seminar at East China Normal University
    • Related Report
      2019 Annual Research Report
    • Invited
  • [Presentation] Design of Chiral High-Performance Organocatalysts for Asymmetric Catalysis2019

    • Author(s)
      Keiji Maruoka
    • Organizer
      The 6th Tishler-Omura Symposium
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] ラジカル種を活用する精密有機合成2019

    • Author(s)
      丸岡啓二
    • Organizer
      第30回日本プロセス化学会東四国地区フォーラムセミナー
    • Related Report
      2019 Annual Research Report
    • Invited
  • [Presentation] Design of Organoradical Catalysts for Selective Organic Synthesis2019

    • Author(s)
      Keiji Maruoka
    • Organizer
      Israel-Japan Conference
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Design of High-Performance Organocatalysts with Privileged Structures for Selective Organic Synthesis2019

    • Author(s)
      Keiji Maruoka
    • Organizer
      The 19th Tateshina Conference
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 丸岡触媒および簡素化丸岡触媒の創製2019

    • Author(s)
      丸岡啓二
    • Organizer
      統合物質創製化学研究推進機構 第5回国内シンポジウム「物質創製化学のフロンティア」
    • Related Report
      2019 Annual Research Report
    • Invited
  • [Presentation] Practical Synthesis of Artificial Amino Acids and Peptides2019

    • Author(s)
      Keiji Maruoka
    • Organizer
      5th International Symposium on Middle Molecular Strategy (ISMMS)
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 高性能有機触媒の開拓2019

    • Author(s)
      丸岡啓二
    • Organizer
      新春講演会(2019年)
    • Related Report
      2018 Annual Research Report
    • Invited
  • [Presentation] New Radical Reactions in Selective Organic Synthesis2019

    • Author(s)
      丸岡啓二
    • Organizer
      Chemical Records Lecture 2019
    • Related Report
      2018 Annual Research Report
    • Invited
  • [Presentation] 力量ある機能性有機分子触媒の創製と活用2018

    • Author(s)
      丸岡啓二
    • Organizer
      第28回萬有福岡シンポジウム
    • Related Report
      2018 Annual Research Report
    • Invited
  • [Presentation] Advantage of Chiral Amino Organocatalysts over Proline in Asymmetric Enamine Catalysis: A Good Harmony with Water2018

    • Author(s)
      Keiji Maruoka
    • Organizer
      The Second Japanese-Spanish Symposium on Organic Synthesis
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Indanol-Based Chiral Organoiodine Catalyst for Enantioselective Hydrative Dearomatization2018

    • Author(s)
      Keiji Maruoka
    • Organizer
      The 6th International Conference on Hypervalent Iodine Chemistry
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Asymmetric Phase-Transfer Catalysis: Basic Design of Maruoka Catalyst and the Industrial Application2018

    • Author(s)
      Keiji Maruoka
    • Organizer
      Boehringer-Ingelheim Lectureship [1]
    • Related Report
      2018 Annual Research Report
    • Invited
  • [Presentation] Design of Bifunctional Organocatalysts by Experimental and Computational Studies, and Design of New Organoradical Catalysts with Privileged Structure2018

    • Author(s)
      Keiji Maruoka
    • Organizer
      Boehringer-Ingelheim Lectureship [2]
    • Related Report
      2018 Annual Research Report
    • Invited
  • [Presentation] Design of High-Performance Organocatalysts for Asymmetric Catalysis2018

    • Author(s)
      Keiji Maruoka
    • Organizer
      Boehringer-Ingelheim Lectureship [3]
    • Related Report
      2018 Annual Research Report
    • Invited
  • [Presentation] 高性能有機触媒の合理的な触媒設計2018

    • Author(s)
      丸岡啓二
    • Organizer
      岐阜大学特別講演会
    • Related Report
      2018 Annual Research Report
    • Invited
  • [Presentation] Asymmetric Enamine Catalysis with Nitroso and Related Compounds Catalyzed by High-Performance Organocatalysts2018

    • Author(s)
      Keiji Maruoka
    • Organizer
      The Organic Chemistry Day in Pavia
    • Related Report
      2018 Annual Research Report
    • Invited
  • [Presentation] 最新の研究成果について2018

    • Author(s)
      丸岡啓二
    • Organizer
      第9回大津会議
    • Related Report
      2018 Annual Research Report
    • Invited
  • [Presentation] 環境調和型有機分子触媒の創製と精密有機合成への応用2018

    • Author(s)
      丸岡啓二
    • Organizer
      第49回中部化学関係学協会支部連合秋季大会
    • Related Report
      2018 Annual Research Report
    • Invited
  • [Presentation] Design of New, High-Performance Organoradical Catalysts with Privileged Structures for Asymmetric Catalysis2018

    • Author(s)
      Keiji Maruoka
    • Organizer
      The 13th International Symposium on Organic Reactions (ISOR-13)
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Design of New, High-Performance Organoradical Catalysts with Privileged Structures for Asymmetric Catalysis2018

    • Author(s)
      Keiji Maruoka
    • Organizer
      6th Japan-UK Symposium on Asymmetric Synthesis
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 高性能ハイブリッド触媒系を活用する高選択的ドミノ反応の開発2018

    • Author(s)
      丸岡啓二
    • Organizer
      新学術領域研究「ハイブリッド触媒」第1回公開シンポジウム、名古屋大学ES総合館ESホール
    • Related Report
      2017 Annual Research Report
  • [Presentation] 高性能ハイブリッド触媒系を活用する高選択的ドミノ反応の開発2018

    • Author(s)
      丸岡啓二
    • Organizer
      新学術領域研究「ハイブリッド触媒」リトリートシンポジウム、蒲郡クラシックホテル
    • Related Report
      2017 Annual Research Report
  • [Presentation] Design of High-Performance Organocatalysts with Privileged Structures for Asymmetric Catalysis2018

    • Author(s)
      Keiji Maruoka
    • Organizer
      Departmental Organic Seminar, University of Alicante
    • Related Report
      2017 Annual Research Report
    • Invited
  • [Presentation] New Strategy of Generating Acyl Radicals for Organic Synthesis2017

    • Author(s)
      Keiji Maruoka
    • Organizer
      2nd International Conference on Hydrogen Atom Transfer (iCHAT 2017), The University of Rome Tor Vergata, Rome
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Design of High-Performance Organocatalysts with Privileged Structures for Asymmetric Catalysis2017

    • Author(s)
      Keiji Maruoka
    • Organizer
      4th Elemento-Organic Chemistry Symposium - Asymmetric Synthesis: The Methods and Applications , Nankai University
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] New Strategy of Generating Carbon Radicals for Organic Synthesis2017

    • Author(s)
      Keiji Maruoka
    • Organizer
      8th Pacific Symposium on Radical Chemistry, Queensland University of Technology
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 高性能ハイブリッド触媒系を活用する高選択的ドミノ反応の開発2017

    • Author(s)
      丸岡啓二
    • Organizer
      新学術領域研究「ハイブリッド触媒」キックオフシンポジウム、東京大学
    • Related Report
      2017 Annual Research Report
  • [Presentation] Design of High-Performance Organocatalysts for Catalytic Asymmetric Synthesis2017

    • Author(s)
      Keiji Maruoka
    • Organizer
      Second International Conference on Organic Chemistry at GDUT, Guangdong University of Technology
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Practical Synthesis of Four Different, Bifunctional Organocatalysts for Asymmetric Catalysis2017

    • Author(s)
      Keiji Maruoka
    • Organizer
      Singapore Japan Germany Trilateral Symposium on Precision Synthesis & Catalysis, Nanyang Technological University
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 高性能有機触媒を活用する触媒的不斉合成の最前線2017

    • Author(s)
      丸岡啓二
    • Organizer
      特別講演会、岡山大学
    • Related Report
      2017 Annual Research Report
    • Invited
  • [Presentation] Design of High-Performance Organocatalysts for Catalytic Asymmetric Synthesis2017

    • Author(s)
      Keiji Maruoka
    • Organizer
      8th International Collaborative and Cooperative Chemistry Symposium (8th ICCCS), University of Hyderabad
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research / Invited
  • [Remarks] 京都大学薬学研究科有機触媒化学研究室 丸岡研究室

    • URL

      https://www.pharm.kyoto-u.ac.jp/orgcat/

    • Related Report
      2021 Annual Research Report 2020 Annual Research Report

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Published: 2017-07-04   Modified: 2024-01-30  

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