Original papers
2024
Adachi, S.; Okada, Y.
Improved Electrochemical Peptide Synthesis Enabled by Electron-Rich Triaryl Phosphines.
Beilstein Journal of Organic Chemistry
2024.
Shinjo-Nagahara, S.; Okada, Y.; Hiratsuka, G.; Kitano, Y.;Chiba, K.
Improved Electrochemical Peptide Synthesis Enabled by Electron-Rich Triaryl Phosphines.
Chemistry A European Journal
2024.
Okada, Y.; Chiba, K.
Synthetic electrochemistry for peptides.
Curr. Opin. Electrochemistry,
2024.
Morizumi, H.; Nakayama, K.; Kitano, Y.; Okada, Y.
Redox-Tag-Guided Radical Cation Diels–Alder Reactions: Use of Enol Ethers as Dienophiles
Synlett,
2024, 35, 362-366.
2023
Akahane, S.; Morizumi, H.; Kitano, Y.; Okada, Y.
Stereoselective Shono Oxidations: Use of Alkylidene Protective Groups
Electrochemistry,
2023, 91, 112010.
Wang, Z.; Horiguchi, G.; Kamiya, H.; Okada, Y.
Merger of Rotation Restriction and Symmetrical Push-Pull to Synthesize Single-Benzene Yellow Fluorophores.
Chem. Eur. J.,
2023, 29, e202301411.
Nakayama, K.; Okada, Y.
Arene C-H Amination with N-Heteroarenes by Catalytic DDQ Photocatalysis.
J. Org. Chem.,
2023, 88, 9, 5913-5922.
Numai, S.; Yoto, R.; Kimura, M.; Simanek, E.E.; Kitano, Y.
Click Chemistry of Melamine Dendrimers: Comparison of “Click-and-Grow” and “Grow-Then-Click” Strategies Using a Divergent Route to Diversity
Molecules,
2023, 28, 131.
Adachi, S.; Maeta, N.; Nakayama, K.; Wang, Z.; Hashimoto, H.; Okada, Y.
Radical Cation [2 + 2] Cycloadditions Enabled by Surface-Assisted Pseudo-Intramolecular Electron Transfers
Synthesis,
2023, 55, 3013-3018.
2022
Tanikawa, A.; Fujihara, T.; Nakajima, N.; Maeda, Y.; Nogata, Y.; Yoshimura, E.; Okada, Y.; Chiba, K.; Kitano, Y.
Anti-barnacle Activities of Isothiocyanates Derived from β-Citronellol and Their Structure–Activity Relationships
Chem. Biodiversity,
2022, e202200953.
Morizumi, H.; Okamoto, K.; Akahane, S.; Takemae, H.; Oba, M.; Okada , Y.; Kitano, Y.; Mizutani, T.; Chiba, K.
Stereoselective Production of Imino-D-ribitol and C-Azanucleosides via Electrochemical C–H Functionalization
Eur. J. Org. Chem.,
2022, e202201046.
Tanami, S.; Hussaini, R.S.; Kitano, Y.; Chiba, K.; Okada , Y.
Probing Electron Transfer Events in Radical Cation Cycloadditions:
Intramolecular vs. Intermolecular Single Electron Transfer
Eur. J. Org. Chem.,
2022, e202201023.
Okamoto, K.; Shida, N.; Morizumi, H.; Kitano, Y.; Chiba, K.
Oxidation Potential Gap (ΔEox): The Hidden Parameter in Redox Chemistry
Angew. Chem. Int. Ed.,
2022, 61, e2022060.
Kurose, Y.; Okamoto, K.; Okada, Y.; Kitano, Y.; Chiba, K.
Direct Anodic N-α Hydroxylation: Accessing Versatile Intermediates for Azanucleoside Derivatives
Asian J. Org. Chem.,
2022, 11, e202100756.
Okamoto, K.; Ishikawa, A.; Okawa, R.; Yamamoto, K.; Sato, T.; Yokota, S.; Chiba, K.; Ichikawa, S.
Design, synthesis and biological evaluation of simplified analogues of MraY inhibitory natural product with rigid scaffold
Bioorg. Med. Chem.,
2022, 55, 116556.
2021
Nagahara, S.; Okada, Y.; Kitano, Y.; Chiba, K.
Biphasic Electrochemical Peptide Synthesis
Chem. Sci.,
2021, 12, 12911-12917.
Okamoto, K.; Nagahara, S.; Imada, Y.; Narita, R.; Kitano, Y.; Chiba, K.
Hydrosilane-Mediated Electrochemical Reduction of Amides
J. Org. Chem.,
2021, 86, 15992-16000.
Okamoto, K.; Tsutsui, M.; Morizumi, H.; Kitano, Y.; Chiba, K.
Electrochemical Synthesis of Imino‐C‐Nucleosides by “Reactivity Switching” Methodology for in situ Generated Glycoside Donors
Eur. J. Org. Chem.,
2021, 17, 2479-2484.
Yamagami, S.; Okada, Y.; Kitano, Y.; Chiba, K.
Peptide Head‐to‐Tail Cyclization: A “Molecular Claw” Approach
Eur. J. Org. Chem.
2021, 22, 3133-3138.
2020
Kurose, Y.; Imada, Y.; Okada, Y.; Chiba, K.
Electrochemical Amide Bond Formation from Benzaldehydes and Amines: Oxidation by Cathodic‐Generated Hydrogen Peroxide
Eur. J. Org. Chem.
2020, 25, 3844-3846.
Okamoto, K.; Chiba, K.
Electrochemical Total Synthesis of Pyrrolophenanthridone Alkaloids: Controlling the Anodically Initiated Electron Transfer Process
Org. Lett.
2020, 22, 3613–3617.
Imada, Y.; Okada, Y.; Chiba, K.
Electrochemical Formation of Cinnamaldehyde by the Electrolyte System N,N-Diisopropylethylamine and 1,1,1,3,3,3-Hexafluoropropan-2-ol
ChemElectroChem.
2020, 7, 1619-1622.
Shida, N.; Imada, Y.; Okada, Y.; Chiba, K.
Mechanistic Insights on Concentrated Lithium Salt/Nitroalkane Electrolyte Based on Analogy with Fluorinated Alcohols
Eur. J. Org. Chem.
2020, 5, 570-574.
2019
Taniguchi, D.; Handa, A.; Kodama, R.; Okada, Y.; Chiba, K.
Redox Denaturation of Proteins: Electrochemical Treatment of Egg Plasma.
Electroanal.,
2019, 31, 2299–2302.
Okada, Y.; Takasawa, R.; Kubo, D.; Iwanaga, N.; Fujita, S.; Suzuki, K.; Suzuki, H.; Kamiya, H.; Chiba, K.
Improved Tag-Assisted Liquid-Phase Peptide Synthesis: Application to the Synthesis of Bradykinin Receptor-Antagonist Icatibant Acetate.
Org. Process Res. Dev.,
2019, 23, 2576–2581.
Okamoto, K.; Shida, N.; Tsutsui, M.; Chiba, K.
Liquid-phase Synthesis of N-Functionalized Azanucleoside-incorporated Oligonucleotides and Development of Anodic C(sp3)-H Acetoxylation Reaction for Direct Preparation of Azaribose
Synlett,
2019, 30, 1303-1307.
Ozaki, A.; Yamaguchi, Y.; Okada, Y.; Chiba, K.
Radical Cation Diels‐Alder Reactions of Non‐Conjugated Alkenes as Dienophiles by Electrocatalysis
Chin. J. Chem.
2019, 37, 561-564.
Imada, Y.; Shida, N.; Okada, Y.; Chiba, K.
A Novel Thermomorphic System for Electrocatalytic Diels‐Alder Reactions
Chin. J. Chem.
2019, 37, 557-560.
Okada, Y.; Yamaguchi, Y.; Chiba, K.
Substitution Pattern‐Selective Olefin Cross‐Couplings
ChemElectroChem,
2019, 6, 4165-4168.
Tafuku, S.; Fukuda, T.; Chiba, K.; Kitano, Y.
A New Method for the Preparation of Bis(alkylamino)maleonitriles from Aliphatic Isocyanides with TMSCN and Bi(OTf)3
Synthesis,
2019, 51, 2318-2322.
Shida, N.; Imada, Y.; Nagahara, S.; Okada, Y.; Chiba, K.
Interplay of Arene Radical Cations with Anions and Fluorinated Alcohols in Hole Catalysis
Commun. Chem.,
2019, 2, 24.
R?ckl, J. L.; Imada, Y.; Chiba, K.; Franke, R.; Waldvogel, S. R.
Dehydrogenative Anodic Cyanation reaction of Phenols in Benzylic Positions
ChemElectroChem,
2019, 6, 4184-4187.
Imada, Y.; Okada, Y.; Noguchi, K.; Chiba, K.
Selective Functionalization of Styrenes with Oxygen Using Different Electrode Materials: Olefin Cleavage and Synthesis of Tetrahydrofuran Derivatives
Angew. Chem. Int. Ed.
2019, 58, 125-129
2018
Nagahara, S.; Wakamatsu, H.; Okada, Y.; Chiba, K.
Photocatalytic Cycloadditions Enabled by Lithium Perchlorate/Nitromethane Electrolyte Solution
Eur. J. Org. Chem.
2018, 6720-6723.
Okamoto, K.; Shoji, T.; Tsutsui, M.; Shida, N.; Chiba, K.
Synthesis of Ribo-azanucleosides by Anodic Oxidation: Reactivity Control of Intermediate for Efficient Access to Pharmacophores
Chem. Eur. J.
2018, 24, 17902-17905.
Shoji, T.; Fukutomi, H.; Okada, Y.; Chiba, K.
Artificial bioconjugates with naturally occurring linkages: the use of phosphodiester
Beilstein J. Org. Chem.
2018, 14, 1946-1955
Imada, Y.; R?ckl, J. L.; Wiebe, A.; Gieshoff, T.; Chiba, K.; Franke, R.; Waldvogel, S. R.
Metal- and Reagent-Free Dehydrogenative Benzyl-Aryl Cross-Coupling by Anodic Activation in 1,1,1,3,3,3-Hexafluoropropan-2-ol
Angew. Chem. Int. Ed.
2018, 57, 12136-12140 (Very Important Paper, cover picture)
Kuroda, Y.; Hasegawa, K.; Noguchi, K.; Chiba, K.; Hasumi, K.; Kitano, Y.
Confirmation of the absolute configuration of Stachybotrin C using single-crystal X-ray diffraction analysis of its 4-bromobenzyl ether derivative
The Journal of Antibiotics
2018, 71, 584-591
Shimizu, R.; Okada, Y.; Chiba, K.
Stepwise radical cation Diels–Alder reaction via multiple pathways
Beilstein J. Org. Chem.
2018, 14, 704-708
Imada, Y.; Okada, Y.; Chiba, K.
Investigating radical cation chain processes in the
electrocatalytic Diels–Alder reaction
Beilstein J. Org. Chem.
2018, 14, 642-647
Inoue, Y.; Takashima, S.; Nogata, Y.; Yoshimura, E.; Chiba, K.; Kitano, Y.;
Isocyanides Derived from α,α-Disubstituted Amino Acids: Synthesis and Antifouling Activity Assessment
Chemistry & Biodiversity
2018, accepted
2017
Ogami, K.; Okada, Y.; Chiba, K.
A Pot-economical Liquid-phase Peptide Nucleic Acid Synthesis Enabled by a Soluble Tag-assisted Method
Chem. lett.
2018, 47, 138-140
Fujita, Y.; Seekaki, P.; Ogata, N.; Chiba, K.
Physiological effects of a novel artificially
synthesized antimalarial cyclic peptide:
Mahafacyclin B
PLOS ONE
2017, 12(11)
Okada, Y.; Chiba, K.
Redox-Tag Processes: Intramolecular Electron Transfer and Its Broad Relationship to Redox Reactions in General
Chem. Review
2017, 118, 4592–4630.
Wakamatsu, H.; Handa, A.; Chiba, K.
Observations using Phosphorus-31 Nuclear Magnetic Resonance (31P-NMR) of Structural Changes in Freeze-Thawed Hen Egg Yolk
Food Chemistry
2018, 244, 169-176.
Wakamatsu, H.; Okada, Y.; Sugai, M.; Hussaini, S. R.; Chiba, K.
Photo-Triggered Fluorometric Hydrophobic Benzyl Alcohol for Soluble Tag-Assisted Liquid-Phase Peptide Synthesis
Asian. J. Org. Chem.
2017, accepted. (selected as COVER PICTURE)
Okada, Y.; Asama, H.; Wakamatsu, H.; Chiba, K.; Kamiya, H.
Hydrophobic Magnetic Nanoparticle-Assisted One-Pot Liquid Phase Peptide Synthesis
Eur. J. Org. Chem.
2017, accepted. (selected as COVER PICTURE)
Ozaki, A.; Yamaguchi, Y.; Okada, Y.; Chiba, K.
Bidirectinal Access to Radical Cation Diels-Alder Reactions by Electrocatalysis
Chem. Electro. Chem.
2017, 4(8), 1852-1855.
Chiba, K.; Okada, Y.
Electron-transfer-induced morecular reactions: Electrode processes in organic synthesis
Current opinion in Electrochemistry
2017, 2:53-59.
Imada, Y.; Yamaguchi, Y.; Shida, N.; Okada, Y.; Chiba, K.
Entropic Electrolytes for Anodic Cycloaddiotions of Unactivated Alkene Nucleophiles
Chem. Comm.
2017, 53, 3960-3963.
Shoji, T.; Kim, S.; Chiba, K.
New method for the synthesis and 4’-nitrogen-based diversification of azanucleosides via anodic oxidation in lithium perchlorate-nitroalkane medium
Angew. Chem. Int. Ed.
2017, 56, 4011-4014.
2016
Okada, I.; Fukuda, T.; Kuroda, Y.;
Noguchi, K.; Chiba, K.; Kitano, Y.
Direct
Synthesis of Bis(alkylamino)maleonitriles from
Alcohols and TMSCN with Bi(OTf)3
Synthesis 2016,
48, A-F.
Okada, Y.; Sugai, M.; Chiba, K.
Hydrogen-Bonding-Induced
Fluorescence: Water-Soluble and Polarity-Independent
Solvatochromic Fluorophores
J. Org. Chem. 2016,
81, 10922-10929.
Takahashi, M.; Handa, A.;
Yamaguchi, Y.; Kodama, R.; Chiba, K.
Anodic
oxidative modification of egg white for heat
treatment
J. Agric. Food Chem. 2016,
64, 6503-6507.
Fukuda, T.;
Wagatsuma, H.; Kominami, Y.; Nogata, Y.; Yoshimura, E.;
Chiba, K.; Kitano, Y.
Anti-barnacle
activity of isocyanides derived from amino acids
Chem. Biodivers. 2016, 13,
1502-1510.
Okada, Y.;
Yamaguchi, Y.; Ozaki, A.; Chiba, K.
Aromatic
“Redox Tag”-Assisted Diels-Alder Reactions by
Electrocatalysis
Chem. Sci. 2016, 7, 6387-6393.
千葉 一裕
有機電解法の進展とペプチドおよび核酸誘導体の化学合成への応用
化学と生物 2016, 54, 478-483.
Okada, Y.;
Chiba, K.
Soluble-Support-Assisted
Liquid-Phase Peptide Synthesis.
J. Synth. Org. Chem. Jpn. 2016, 74, 588–598.
Takahashi,
M.; Handa, A.; Kodama, R.; Chiba, K.
Anodic
oxidative disulfide bond formation in egg protein
Electroanalysis 2016, 28,
2737-2742.
Shoji, T.;
Haraya, S.; Kim, S.; Chiba, K.
Development
of anodic modification reaction of N-acryloyl-proline
derivatives using lithium perchlorate-nitromethane
system
Electrochim. Acta 2016, 200,
290-295.
Matsuno, Y.;
Shoji, T.; Kim, S.; Chiba, K.
Synthetic
Method for Oligonucleotide Block by Using
Alkyl-Chain-Soluble Support
Org. Lett. 2016, 18, 800-803.
2015
Okada, Y.; Wakamatsu, H.; Sugai, M.; Kauppinen, E.
I.; Chiba, K.
Acid-Triggered
Colorimetric Hydrophobic Benzyl Alcohols for Soluble
Tag-Assisted Liquid-Phase Synthesis
Org. Lett. 2015, 17, 4264-4267.
Matsumoto,
E.; Fujita, Y.; Okada, Y.; Kauppinen, E. I.; Kamiya, H.;
Chiba, K.
Hydrophobic
benzyl amines as supports for liquid-phase C-terminal
amidated peptide synthesis: application to the
preparation of ABT-510
J. Pept. Sci. 2015, 21, 691-695.
2014
Okada, Y.; Hosoya, S.; Suzuki, H.;
Chiba, K.
Total
Synthesis of Elastin Peptide using High
Pressure-Liquid Phase Synthesis Assisted by a
Soluble Tag Strategy,
Org. Lett. 2014, 16, 6448-6451.
Shoji, T.; Kim, S.; Yamamoto, K.;
Kawai, T.; Okada, Y.; Chiba, K.
Anodic
Substitution Reaction of Proline Derivatives using
the 2,4,6-Trimethoxyphenyl Leaving Group,
Org. Lett. 2014, 16, 6404-6407.
Aoki, K.; Maeda, M.; Nakae, T.;
Okada, Y.; Ohya, K.; Chiba, K.
A
disulfide bond-replacement strategy enables the
efficient design of artificial therapeutic peptides,
Tetrahedron 2014, 70,
7774-7779.
Takahashi, M.; Okada, Y.; Kitano, Y.;
Chiba, K.
Phase-transfer-mediated
electrochemical reaction: anodic disulfide bond
formation under biphasic condition,
Tetrahedron Lett. 2014, 55,
3622-3624.
Shoji, T.; Kim, S.; Chiba, K.
Synthesis
of Conjugated Oligonucleotide in Solution-Phase
Using Alkyl-Chain-Soluble Support,
Chemistry Lett. 2014, 43,
1251-1253.
Abe, R.; Shimizu, S.; Yasuda, K.;
Sugai, M.; Okada, Y.; Chiba, K.; Akao, M.; Kumagai,
H.; Kumagai, H.
Evaluation
of Reduced Allergenicity of Deamidated Gliadin in a
Mouse Model of Wheat-Gliadin Allergy Using an
Antibody Prepared by a Peptide Containing Three
Epitopes,
J. Agric. Food Chem. 2014, 62, 2845-2852.
Mihara, K.; Okada, I.; Chiba, K.;
Kitano, Y.
Facile
Synthesis of N-Substituted Amides from Alkenes and
Amides by a Br?nsted Acid Mediated Electrophilic
Addition Reaction,
Synthesis 2014, 46,
1455-1462.
Okada, Y.; Shimada, K.; Kitano, Y.;
Chiba, K.
Short
Step Anodic Access to Emissive RNA Homonucleosides,
Eur. J. Org. Chem. 2014, 1371-1375. Selected
as COVER PICTURE!