STAFF

久保田 浩司

Koji Kubota

准教授

TEL
011-706-8127
FAX
011-706-6561
E-mail
kbteng.hokudai.ac.jp
ROOM
フロンティア応用科学研究棟 4-08

発表論文

  • 72.

    Mechanochemistry Enabled Highly Efficient Solvent-Free Deoxygenation of Phosphine Oxides in Air

    Kubota, K.*; Hisazumi, R.; Seo, T.; Ito, H.* RSC Mechanochem. 2024, Just Accepted
    DOI: 10.1039/D4MR00011K

  • 71.

    Highly Efficient and Air-tolerant Calcium-based Birch Reduction Using Mechanochemistry

    Kubota, K.*; Fukuzawa, Y.; Kondo, K.; Gao, Y.; Ito, H.* Chem. Lett. 2024, Just Accepted
    DOI: 10.1093/chemle/upae060

  • 70.

    Solid-state nickel(0)-mediated Yamamoto coupling enabled by mechanochemistry

    Kubota, K.*; Shizukuishi, N.; Kubo, S.; Ito, H.* Chem. Lett. 2024, Just Accepted
    DOI: 10.1093/chemle/upae056

  • 69.

    Mechanochemistry enabling highly efficient Birch reduction using sodium lumps and D-(+)-glucose

    Kondo, K.; Kubota, K.*; Ito, H.* Chem. Sci. 2024, 15, 4452–4457.
    DOI: 10.1039/D3SC06052G

  • 68.

    Solid-State Mechanochemistry for the Rapid and Efficient Synthesis of Tris-Cyclometalated Iridium(III) Complexes

    Kubota, K.*; Endo, T.; Ito, H.* Chem. Sci. 2024, 15, 3365–3371.
    DOI: 10.1039/D3SC05796H

  • 67.

    Ring Expansion of Cyclic Boronates via Oxyboration of Arynes

    Shiratori, Y. ; Jiang, J.; Kubota, K.; Maeda, S; Ito, H.* J. Am. Chem. Soc. 2024, 146, 1765.
    DOI: 10.1021/jacs.3c11851

  • 66.

    Using Mechanochemistry to Activate Commodity Plastics as Initiators for Radical Chain Reactions of Small Organic Molecules

    Kubota, K.*; Jiang, J.; Kamakura, Y.; Hisazumi, R.; Endo, T.; Miura, D.; Kubo, S.; Maeda, S.; Ito, H.* J. Am. Chem. Soc. 2024, 146, 1062.
    DOI: 10.1021/jacs.3c12049


    ・北海道大学 PRESS RELEASE 「プラスチック材料を開始剤とするラジカル反応の開発～医薬品や機能性材料をより安全で環境に優しく生産するための有機合成プロセスの開発へ～」
    ・WPI-ICREDD PRESS RELEASE 「Turning plastic trash into chemistry treasure」
    ・Highlighted in Packaging Insights「Japanese researchers develop novel radical chain reaction method to recycle and detoxify plastic waste」
    ・Highlighted in SWIFT TELECAST「Reusing plastic waste to kickstart radical chain reactions, improving process safety and efficiency」
    ・Highlighted in nano werk「Turning plastic trash into chemistry treasure」
    ・Highlighted in AZO CREANTECH「Plastic Waste Finds New Purpose, Fuels Sustainable Chemical Reactions」
    ・Highlighted in AZO MATERIALS「Waste Plastics Initiate Safe and Efficient Radical Chain Reactions」

  • 65.

    Mechanochemical Synthesis of Non-Solvated Dialkylalumanyl Anion and XPS Characterization of Al(I) and Al(II) Species

    Kurumada, S.; Yamanashi, R.; Sugita, K.; Kubota, K.; Ito, H.; Ikemoto, S.; Chen, C.; Moriyama, T.; Muratsugu, S.; Tada, M.; Koitaya, T.; Ozaki, T.; Yamashita, M.* Chem. Eur. J. 2023, e202303073.
    DOI: 10.1002/chem.202303073

  • 64.

    Solid-state mechanochemical cross-coupling of insoluble substrates into insoluble products by removable solubilizing silyl groups: Uniform synthesis of nonsubstituted linear oligothiophenes

    Kubota, K.*; Kondo, K.; Seo, T.; Jin, M.; Ito, H.* RSC Adv. 2023, 13, 28652–28657.
    DOI: 10.1039/D3RA05571J

  • 63.

    Stereospecific synthesis of silicon-stereogenic optically active silylboranes and general synthesis of chiral silyl anions

    Wang, X.; Feng, C.; Jiang, J.; Maeda, S.; Kubota, K.*; Ito, H.* Nature Commun. 2023, 14, 5561.
    DOI: 10.1038/s41467-023-41113-z

  • 62.

    Dual Nickel(II)/Mechanoredox Catalysis: Mechanical-force-driven Aryl-amination Reactions Using Ball Milling and Piezoelectric Materials

    Seo, T.; Kubota, K.*; Ito, H.* Angew. Chem. Int. Ed. 2023, 62, e202311531.
    DOI: 10.1002/anie.202311531

  • 61.

    Exploring novel synthetic concepts and strategies using mechanochemistry

    Kubota, K.* Bull. Chem. Soc. Jpn 2023, 96, 913–930.
    DOI: 10.1246/bcsj.20230157

  • 60.

    An Improved Catalytic System for Solid-state Iridium(I)-catalyzed C–H Borylation Using Mechanochemistry

    Kondo, K.; Kubota, K.*; Ito, H.* Chem. Lett. 2023, 52, 333–336.
    DOI: 10.1246/cl.230081

  • 59.

    Mechanochemical Approach for Air-Tolerant and Extremely Fast Lithium-Based Birch Reductions in Minutes

    Gao, Y.; Kubota, K.*; Ito, H.* Angew. Chem. Int. Ed. 2023, 62, e202217723.
    DOI: 10.1002/anie.202217723

    ・北海道大学 PRESS RELEASE 「空気下、室温で実施可能な超高速バーチ還元反応を開発～ボールミルを用いたメカノケミカル法により、従来の溶液合成の制限を克服～」
    ・Featured by Science 「The Ultimate Birch Reduction?」

  • 58.

    In Situ and Real-Time Visualization of Mechanochemical Damage in Double-Network Hydrogels by Prefluorescent Probe via Oxygen-Relayed Radical Trapping

    Zheng, Y.; Jiang, J.; Jin, M.*; Miura, D.; Lu, F. X.; Kubota, K.; Nakajima, T.; Maeda, S.*; Ito, H.*; Gong, J. P.* J. Am. Chem. Soc. 2023, 145, 7376–7389.
    DOI: 10.1021/jacs.2c13764

  • 57.

    Mechanochemistry-Directed Ligand Design: Development of a High-Performance Phosphine Ligand for Palladium-Catalyzed Mechanochemical Organoboron Cross-Coupling

    Seo, T.; Kubota, K.*; Ito, H.* J. Am. Chem. Soc. 2023, 145, 6823–6837.
    DOI: 10.1021/jacs.2c13543

    ・北海道大学 PRESS RELEASE 「メカノケミカル有機合成反応に特化した触媒の開発に成功～有機溶媒の使用量を低減する環境調和型物質生産プロセスの拡充へ～」

    ・Highlighted in Nature Synthesis 「Suzuki-Miyaura Mechanochemistry」

    ・Highlighted in News Paper: 日本経済新聞 2023-03-23

  • 56.

    Solid-state Silver-catalyzed Ring-opening Fluorination of Cyclobutanols Using Mechanochemistry

    Isshiki, R.*; Kubota, K.*; Ito, H.* Synlett 2023, 34, 1419–1424.
    DOI: 10.1055/a-2021-9599

  • 55.

    Solid-state cross-coupling reactions of insoluble aryl halides under polymer-assisted grinding conditions

    Kubota, K.*; Seo, T.; Ito, H.* Faraday Discuss. 2023, 241, 104–113.
    DOI: 10.1039/D2FD00121G

  • 54.

    Mechanochemical Protocol Facilitates the Generation of Arylmanganese Nucleophiles from Unactivated Manganese Metal

    Takahashi, R.; Gao, P.; Kubota, K.*; Ito, H.* Chem. Sci. 2023, 14, 499–505.
    DOI: 10.1039/D2SC05468J


    This paper has been selected and included in the 2023 most popular organic chemistry articles collection.

  • 53.

    Cu(I)-Catalyzed Enantioselective γ-Boryl Substitution of Trifluoromethyl- and Silyl-substituted Alkenes

    Oyama, N.; Akiyama, S.; Kubota, K.; Imamoto, T.; Ito, H.* Eur. J. Org. Chem. 2022, e202200664.
    DOI: 10.1002/ejoc.202200664

  • 52.

    Mechanochemically Generated Calcium-Based Heavy Grignard Reagents and Their Application to Carbon−Carbon Bond-Forming Reactions

    Gao, P.; Jiang, J.; Maeda, S.; Kubota, K.*; Ito, H.* Angew. Chem. Int. Ed. 2022, 61, e202207118.
    DOI: 10.1002/anie.202207118

  • 51.

    Palladium-catalyzed solid-state borylation of aryl halides using mechanochemistry

    Kubota, K.*; Baba, E.; Seo, T.; Ishiyama, T.; Ito, H.* Beilstein J. Org. Chem. 2022, 18, 855.
    DOI: 10.3762/bjoc.18.86

  • 50.

    Insight into the Reactivity Profile of Solid-State Aryl Bromides in Suzuki-Miyaura Cross-Coupling Reactions Using Ball Milling

    Kubota, K.*; Kondo, K.; Seo, T.; Ito, H.* Synlett 2022, 33, 898–902.
    DOI: 10.1055/a-1748-3797

  • 49.

    Efficient Access to Materials-Oriented Aromatic Alkynes via the Mechanochemical Sonogashira Coupling of Solid Aryl Halides with Large Polycyclic Conjugated Systems

    Gao, Y.; Feng, C.; Seo, T.; Kubota, K.*; Ito, H.* Chem. Sci. 2022, 13, 430–438.
    DOI: 10.1039/D1SC05257H

  • 48.

    Solid-State C−N Cross-Coupling Reactions with Carbazoles as Nitrogen Nucleophiles Using Mechanochemistry

    Kubota, K.*; Endo, T.; Uesugi, M.; Hayashi, Y.; Ito, H.* ChemSusChem 2022, 15, e202102132.
    DOI: 10.1002/cssc.202102132

  • 47.

    Development of Selective Reactions Using Ball Milling

    Kubota, K.*; Ito, H.* J. Synth. Org. Chem. Jpn. 2021, 79, 492–502.
    DOI: 10.5059/yukigoseikyokaishi.79.492

  • 46.

    Palladium-Catalyzed Solid-State Polyfluoroarylation of Aryl Halides Using Mechanochemistry

    Takahashi, Rikuro; Seo, T.; Kubota, K.*; Ito, H.* ACS Catal. 2021, 11, 14803–14810.
    DOI: 10.1021/acscatal.1c03731

  • 45.

    Mechanochemical synthesis of magnesium-based carbon nucleophiles in air and their use in organic synthesis

    Takahashi, R.; Hu, A.; Gao, P.; Gao, Y.; Pang, Y.; Seo, T.; Maeda, S.; Jiang, J.; Takaya, H.; Kubota, K.*; Ito, H.* Nature Commun. 2021, 12, 6691.
    DOI: 10.1038/s41467-021-26962-w

     

     

    ・プレスリリース: 120 年の歴史を塗り替える：ペースト状グリニャール試薬の合成に成功

  • 44.

    Synthesis of Hydrosilylboronates via the Monoborylation of a Dihydrosilane Si−H Bond and Their Application for the Generation of Dialkylhydrosilyl Anions

    Takeuchi, T.; Shishido, R.; Kubota, K.*; Ito, H.* Chem. Sci. 2021, 12, 11799–11804.
    DOI: 10.1039/D1SC01440D

  • 43.

    Synthesis of Chiral α-Amino Tertiary Boronates via the Catalytic Enantioselective Nucleophilic Borylation of Dialkyl Ketimines

    Kubota, K.*; Miura, D.; Takeuchi, T.; Osaki, S.; Ito, H.* ACS Catal. 2021, 11, 6733–6740.
    DOI: 10.1021/acscatal.1c01689

    ・Highlighted in Synfacts: Copper-Catalyzed Enantioselective Borylation of Dialkyl Ketimines

  • 42.

    Introduction of a Luminophore into Generic Polymers via Mechanoradical Coupling with a Prefluorescent Reagent

    Kubota, K.*; Toyoshima, N.; Miura, D.; Jiang, J.; Maeda, S.; Jin, M.*; Ito, H.* Angew. Chem. Int. Ed. 2021, 60, 16003–16008.
    DOI: 10.1002/anie.202105381

    ・プレスリリース: 簡便に発光ポリマーを調製する方法を開発

  • 41.

    Tackling Solubility Issues in Organic Synthesis: Solid-State Cross-Coupling of Insoluble Aryl Halides

    Seo, T.; Toyoshima, N; Kubota, K.*; Ito, H.* J. Am. Chem. Soc. 2021, 143, 6165–6175.
    DOI: 10.1021/jacs.1c00906

    ・Highlighted in Synfacts: Solid-State Suzuki-Miyaura Cross-Coupling of Insoluble Aryl Halides Using a Ball-Milling Approach

    ・プレスリリース: 溶けない化合物でも使えるクロスカップリング反応の開発

  • 40.

    A Copper(I)-Catalyzed Radical Relay Reaction Enabling the Intermolecular 1,2-Alkylborylation of Unactivated Olefins

    Akiyama, S.; Oyama, N.; Endo, T.; Kubota, K.; Ito, H.* J. Am. Chem. Soc. 2021, 143, 5260–5268.
    DOI: 10.1021/jacs.1c02050

  • 39.

    Copper(I)-Catalyzed Stereoselective Silylative Dearomatization of Indoles and Pyrroles using Silylboronates

    Hayama, K.; Takahashi, Rikuro.; Kubota, K.; Ito, H.* Chem. Lett. 2021, 50, 289–292.
    DOI: 10.1246/cl.200725

  • 38.

    A Glove-box- and Schlenk-line-free Protocol for Solid-state C-N Cross-coupling Reactions Using Mechanochemistry

    Kubota, K.*; Takahashi, Rikuro; Uesugi, M.; Ito, H.* ACS Sustainable Chem. Eng. 2020, 8, 16577–16582.
    DOI: 10.1021/acssuschemeng.0c05834

  • 37.

    Solid-State Radical C−H Trifluoromethylation Reactions Using Ball Milling and Piezoelectric Materials

    Pang, Y.; Lee, J. W.; Kubota, K.*; Ito, H.* Angew. Chem. Int. Ed. 2020, 59, 22570–22576.
    DOI: 10.1002/anie.202009844

    This is our second paper for mechanoredox reaction. See also, https://science.sciencemag.org/content/366/6472/1500

  • 36.

    General Synthesis of Trialkyl- and Dialkylarylsilylboranes: Versatile Silicon Nucleophiles in Organic Synthesis

    Shishido, R.; Uesugi, M.; Takahashi, Rikuro.; Mita, T.; Ishiyama, T.; Kubota, K.*; Ito, H.* J. Am. Chem. Soc. 2020, 142, 14125–14133.
    DOI: 10.1021/jacs.0c03011

  • 35.

    Selective Mechanochemical Monoarylation of Unbiased Dibromoarenes by In-situ Crystallization

    Seo, T.; Kubota, K.*; Ito, H.* J. Am. Chem. Soc. 2020, 142, 9884–9889.
    DOI: 10.1021/jacs.0c01739

    Under ball milling reaction conditions, palladium-catalyzed Suzuki–Miyaura cross-coupling reactions of unbiased dibromoarenes selectively afford the monoarylated products. This study gives a new approach that uses in-situ structure transitions in solids to achieve selective organic transformations difficult with traditional solution-based synthesis.

  • 34.

    Copper(I)-Catalyzed Boryl Substitution of 1-Trifluoromethyl Allenes for the Synthesis of 3-Boryl-Substituted 1,1-gem-Difluorodienes

    Akiyama, S.; Nomura, S; Kubota, K.; Ito, H.* J. Org. Chem. 2020, 85, 4172–4181.
    DOI: 10.1021/acs.joc.9b03353

    A method to synthesize 3-boryl-1,1-gem-difluorodienes via the copper(I)-catalyzed boryl substitution of trifluoromethyl-substituted allenes was developed. The borylated compounds were obtained up to 91% yield with excellent selectivity. We proposed that the reaction proceeded via γ-selective borylcupration into the trifluoromethyl-substituted allene, followed by copper(I)-β-fluoro elimination. Subsequent transformations of the borylation product by Suzuki–Miyaura cross-coupling or Diels–Alder reaction provided various compounds bearing a difluoro moiety, which are difficult to synthesize by existing methods.

  • 33.

    Synthesis of Chiral N-Heterocyclic Allylboronates via the Enantioselective Borylative Dearomatization of Pyrroles

    Hayama, K.; Kojima, R.; Kubota, K.; Ito, H.* Org. Lett. 2020, 22, 739–744.
    DOI: 10.1021/acs.orglett.9b04581

  • 32.

    Air- and moisture-stable Xantphos-ligated palladium dialkyl complex as a precatalyst for cross-coupling reactions

    Takahashi, R.; Kubota, K.*; Ito, H.* Chem. Commun. 2020, 56, 407–410.
    DOI: 10.1039/C9CC06946A

  • 31.

    Mechanochemical cross-coupling reactions

    Kubota, K.*; Ito, H.* Trends Chem. 2020, 2, 1066–1081.
    DOI: 10.1016/j.trechm.2020.09.006

  • 30.

    Redox Reactions of Small Organic Molecules Using Ball Milling and Piezoelectric Materials

    Kubota, K.*; Pang, Y.; Miura, A.; Ito, H.* Science 2019, 366, 1500–1504.
    DOI: 10.1126/science.aay8224

  • 29.

    Solid-State Suzuki-Miyaura Cross-Coupling Reactions: Olefin-Accelerated C–C Coupling Using Mechanochemistry

    Seo, T.; Ishiyama, T.; Kubota, K.*; Ito, H.* Chem. Sci. 2019, 10, 8202–8210.
    DOI: 10.1039/C9SC02185J

    ・Highlighted in Chemistry World: Mechanochemistry bypasses need for solvents in Suzuki coupling

    ・Highlighted in Synfacts: Rebuilding from the Dust: Suzuki-Miyaura Cross-Coupling Using Mechanical Grinding

  • 28.

    Catalytic Enantioselective Synthesis of Allylic Boronates Bearing a Trisubstituted Alkenyl Fluoride and Related Derivatives

    Akiyama, S.; Kubota, K.; Mikus, M. S.; Paioti, P. H. S.; Romiti, F.; Liu, Q.; Zhou, Y.; Hoveyda, A. H.*; Ito, H.* Angew. Chem. Int. Ed. 2019, 58, 11998–12003.
    DOI: 10.1002/anie.201906283

    　　

    Highlighted as a Frontispiece in Issue 35, 2019

  • 27.

    Copper(I)-Catalyzed Enantioconvergent Borylation of Racemic Benzyl Chlorides Enabled by Quadrant-by-Quadrant Structure Modulation of Chiral Bisphosphine Ligands

    Iwamoto, H.; Endo, K.; Ozawa, Y.; Watanabe, Y.; Kubota, K.; Imamoto, T.; Ito, H.* Angew. Chem. Int. Ed. 2019, 58, 11112–11117.
    DOI: 10.1002/anie.201906011

  • 26.

    Synthesis of 2-alkyl-2-boryl-substituted-tetrahydrofurans via copper(I)-catalysed borylative cyclization of aliphatic ketones

    Kubota, K.; Uesugi, M.; Osaki, S.; Ito, H.* Org. Biomol. Chem. 2019, 17, 5680–5683.
    DOI: 10.1039/C9OB00962K

  • 25.

    Mechanochemistry allows carrying out sensitive organometallic reactions in air: Glove-box-and-Schlenk-line-free synthesis of oxidative addition complexes from aryl halides and palladium(0)

    Kubota, K.*; Takahashi, R.; Ito, H.* Chem. Sci. 2019, 10, 5837–5842.
    DOI: 10.1039/C9SC01711A

  • 24.

    Iridium(I)-Catalyzed C-H Borylation in Air by Using Mechanochemistry

    Pang, Y.; Ishiyama, T.; Kubota, K.*; Ito, H.* Chem. Eur. J. 2019, 25, 4654–4659.
    DOI: 10.1002/chem.201900685

        

  • 23.

    Olefin-accelerated solid-state C–N cross-coupling reactions using mechanochemistry

    Kubota, K.*; Seo, T.; Koide, K.; Hasegawa, Y.; Ito, H.* Nature Communications 2019, 10, 111.
    DOI: 10.1038/s41467-018-08017-9

    https://www.nature.com/articles/s41467-018-08017-9

    ・北海道大学 PRESS RELEASE 固体状態で進行するクロスカップリング反応を開発
    ・Behind the Paper (Nature Research Chemistry Community) Cross-Coupling in Solid Using Mechanochemistry
    ・Highlighted in News Paper: 日経産業新聞20190111
    ・Highlighted in News Paper: 日刊工業新聞20190115
    ・Highlighted in News Web: NHK 北大 医薬品合成で新手法開発
    ・Highlighted in News Web: 環境展望台 北大 固体状態で進行する有機合成反応プロセスを開発
    ・Selected as “Nature Communications Editor’s Highlights”
    ・    Highlighted in Phys.org.: Boosting solid state chemical reactions
    ・    Highlighted in Converter News: Olefin Enables Efficient Solvent-Free Cross-Coupling Reactions
    ・    Highlighted in Technology Networks: Olefin Makes Chemistry Greener
    ・    Highlighted in Chem Station: スポットライトリサーチ ”メカノケミストリーを用いた固体クロスカップリング反応”

  • 22.

    Copper(I)-Catalyzed Stereoselective Defluoroborylation of Aliphatic Gem-Difluoroalkenes

    Ito, H.*; Seo, T.; Kojima, R.; Kubota, K. Chem. Lett. 2018, 47, 1330–1332.
    DOI: 10.1246/cl.180656

  • 21.

    Enantioselective Synthesis of N,S-Acetals by an Oxidative Pummerer Type Transformation Using Phase-Transfer Catalysis

    Biswas, S.; Kubota, K.; Orlandi, M.; Turberg, M.; Miles, D. H.; Sigman, M. S.; Toste, F. D. Angew. Chem. Int. Ed. 2018, 57, 589–593.
    DOI: 10.1002/anie.201711277

  • 20.

    Palladium Oxidative Addition Complexes for Peptide and Protein Crosslinking

    Kubota, K.; Dai, P.; Pentelute B. L.; Buchwald S. L. J. Am. Chem. Soc. 2018, 140, 3128–3133.
    DOI: 10.1021/jacs.8b00172

  • 19.

    Copper(I)-Catalyzed Diastereoselective Dearomative Carboborylation of Indoles

    Hayama, K.; Kubota, K.; Iwamoto, H.; Ito, H.* Chem. Lett. 2017, 46, 1800–1802.
    DOI: 10.1246/cl.170825

  • 18.

    Copper(I)-Catalyzed Regio- and Stereoselective Intramolecular Alkylboration of Propargyl Ethers and Amines

    Iwamoto, H.; Ozawa, Y.; Kubota, K.; Ito, H.* J. Org. Chem. 2017, 82, 10563–10573.
    DOI: 10.1021/acs.joc.7b02071

  • 17.

    Stereodivergent Hydrodefluorination of gem-Difluoroalkenes: Selective Synthesis of (Z)- and (E)-Monofluoroalkenes

    Kojima, R.; Kubota, K.; Ito, H.* Chem. Commun. 2017, 53, 10688–10691.
    DOI: 10.1039/C7CC05225A

    ・Highlighted in Synfacts 2018, 14, 55. DOI: 10.1055/s-0036-1591076

  • 16.

    Copper(I)-Catalyzed Enantioselective Nucleophilic Borylation of Ketones: Synthesis of Enantioenriched Chiral Tertiary alpha-Hydroxyboronates

    Kubota, K.; Osaki, S.; Jin, M.; Ito, H.* Angew. Chem. Int. Ed. 2017, 56, 6646–6650.
    DOI: 10.1002/anie.201702826

    ・北海道大学 PRESS RELEASE 

    ・Highlighted in Synfacts 2017, 13, 745. DOI: 10.1055/s-0036-1590558

  • 15.

    Formal Nucleophilic Borylation and Borylative Cyclization of Organic Halides

    Kubota, K.; Iwamoto, H.; Ito, H.* Org. Biomol. Chem. 2017, 15, 285–300.
    DOI: 10.1039/C6OB02369J

    OBC review

    • Selected as the most cited and accessed articles published in Organic & Biomolecular Chemistry (OBC) in 2017.

  • 14.

    Synthesis of Enantiomerically Enriched Chiral Tetrahydroquinolines via Sequential Dearomatization/Enantioselective Borylation Reactions

    Kubota, K.; Watanabe, Y.; Ito, H.* Adv. Synth. Catal. 2016, 358, 15, 2379–2384.
    DOI: 10.1002/adsc.201600372


    abstract_quinoline

  • 13.

    Computational Insight into the Enantioselective Nucleophilic Borylation of a Polarized C=O Double Bond Catalyzed by Di-phosphine-Borylcopper(I) Complexes

    Kubota, K.; Jin, M.; Ito, H.* Organometallics 2016, 35, 1376–1383.
    DOI: 10.1021/acs.organomet.5b00621

     

    org

  • 12.

    Enantioselective Synthesis of Chiral Piperidines via the Stepwise Dearomatization/Borylation of Pyridines

    Kubota, K.; Watanabe, Y.; Hayama, K.; Ito, H.* J. Am. Chem. Soc. 2016, 138, 13, 4338–4341.
    DOI: 10.1021/jacs.6b01375

    s1-ln204455595844769-1939656818Hwf1112863307IdV-3045673942044555PDF_HI0001-6

  • 11.

    Highly Selective Markovnikov Hydroboration of Alkyl-Substituted Terminal Alkenes with a Phosphine-Copper(I) Catalyst

    Iwamoto, H.; Kubota, K.; Ito, H. Chem. Commun. 2016, 5916–5919.
    DOI: 10.1039/C6CC00782A

    MHB_GA_1 (1)   iwamoto_cover
    Highlighted as a Back Cover in Issue 35, 2016

  • 10.

    Copper(I)-Catalyzed Diastereoselective Borylative Exo-Cyclization of Alkenyl Aryl Ketones

    Yamamoto, E.; Kojima, R.; Kubota, K.; Ito, H. Synlett 2015, 27, 2, 272–276.
    DOI: 10.1055/s-0035-1560721

  • 9.

    Enantioselective Borylative Dearomatization of Indoles through Copper(I) Catalysis

    Kubota, K.; Hayama, K.; Iwamoto, H.; Ito, H. Angew. Chem. Int. Ed. 2015, 54, 8809–8813.
    DOI: 10.1002/anie.201502964

    1511291_784871204944392_5626421871371438753_n

    ・Highlighted in Synfacts 2015, 11, 840. DOI: 10.1055/s-0034-1381153

  • 8.

    Copper(I)-Catalyzed Carbon–Halogen Bond-Selective Boryl Substitution of Alkyl Halides Bearing Terminal Alkene Moieties

    Iwamoto, H.; Kubota, K.; Yamamoto, E; Ito, H. Chem. Comm. 2015, 51, 9655–9658.
    DOI: 10.1039/C5CC02760H


  • 7.

    Reaction Optimization, Scalability, and Mechanistic Insight on the Catalytic Enantioselective Desymmetrization of 1,1-Diborylalkanes via Suzuki–Miyaura Cross-Coupling

    Sun, H.; Kubota, K.; Hall, D. G. Chem. Eur. J. 2015, Early View
    DOI: doi/10.1002/chem.201406680

    mcontent

  • 6.

    Silicon-Tethered Strategy for Copper(I)-Catalyzed Stereo- and Regioselective Alkylboration of Alkynes

    Kubota, K.; Iwamoto, H.; Yamamoto, E; Ito, H. Org. Lett. 2015, 17, 620–623.
    DOI: 10.1021/ol503620n

    ol-2014-03620n_0007 

    ・Highlighted in Synfacts 2015, 11, 406. DOI: 10.1055/s-0034-1380388

     

  • 5.

    Copper(I)-Catalyzed Enantioselective Nucleophilic Borylation of Aldehydes: An Efficient Route to Enantiomerically Enriched α-Alkoxyorganoboronate Esters

    Kubota, K.; Yamamoto, E.; Ito, H. J. Am. Chem. Soc. 2015, 137, 1, 420–424.
    DOI: 10.1021/ja511247z

    kubotaabs 

    ・Highlighted in Synfacts 2015, 11, 286. DOI: 10.1055/s-0034-1380053

  • 4.

    Selective Synthesis of Organoboron Compounds with Copper(I)-Phosphine Complex Catalysts

    Yamamoto, E.; Takenouchi, Y.; Kubota, K.; Ito, H. J. Synth. Org. Chem. Jpn. 2014, 72, 758–769.
    DOI: 10.5059/yukigoseikyokaishi.72.758

  • 3.

    Regio- and Enantioselective Monoborylation of Alkenylsilanes Catalyzed by an Electron-Donating Chiral Phosphine-opper(I) Complex

    Kubota, K.; Yamamoto, E.; Ito, H. Advanced Synthesis & Catalysis 2013, 355, 3527–3531.
    DOI: 10.1002/adsc.201300765

    mcontent

    ・Highlighted in Synfacts, 2013, 10, 284. DOI: 10.1055/s-0033-1340694

  • 2.

    Copper(I)-Catalyzed Borylative Exo-Cyclization of Alkenyl Halides Containing Unactivated Double Bond

    Kubota, K.; Yamamoto, E.; Ito, H. J. Am. Chem. Soc. 2013, 135, 2635–2640.
    DOI: 10.1021/ja3104582

    HP1_450

  • 1.

    Copper(I)-Catalyzed Boryl Substitution of Unactivated Alkyl Halides

    Ito, H.; Kubota, K. Org. Lett. 2012, 14, 890–893.
    DOI: 10.1021/ol203413w

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Contactus

伊藤 肇　教授

E-mail： hajitoeng.hokudai.ac.jp