Original Papers (Last updated 25/04/01)

2025

Q. Liu, K. Akagawa, K. Kudo,  Peptide catalyzed regio- and enantioselective ε-alkylation of γ-branched 2,4-dienals via trienamine activation, Chem. Commun. (2025) accepted.  https://doi.org/10.1039/D5CC00805K

Q. Liu, I. Yoshikawa, K. Okuyama, K. Kudo,  Asymmetric synthesis of spiro[oxindole-3,2’-pyrrolidine]s through organocatalytic 1,3-dipolar cycloaddition via cycloreversion of precursor isatinimine homodimer, Org. Biomol. Chem., 23，1098-1103 (2025).   https://pubs.rsc.org/en/content/articlelanding/2025/ob/d4ob01727g

2024

J. Tian, K. Tamaribuchi, I. Yoshikawa, K. Kudo,  Kinetic Resolution of a Planar-Chiral [2.2]Paracyclophane via Michael Addition to Nitroolefins Catalyzed by N-Terminal Guanidinylated Helical Peptide, Eur. J. Org. Chem., 27, e202400117 (2024). https://doi.org/10.1002/ejoc.202400117 【open access】

2023

S. Kawasaki, K. Akagawa, K. Kudo,  Synthesis of (E)-α,β-unsaturated thioesters from malonic acid half thioesters and aldehydes, Adv. Synth. Catal. 365, 1811-1816 (2023). https://doi.org/10.1002/adsc.202300325 【open access】

2022

Q. Liu, I. Yoshikawa, K. Kudo, Synthesis of 2-trifluoromethylated 3-pyrrolines/pyrrolidines via [3+2] cycloaddition of azomethine ylides with the participation of 3,3,3-trifluoroalanine, J. Fluorine Chem. 264，110061(2022). https://doi.org/10.1016/j.jfluchem.2022.110061

Y. Takeuchi, S. Kawasaki, K. Akagawa, K. Kudo, Iterative synthesis of nitrogen-containing polyketide via oxime intermediates, RSC Advances, 12，5275-5279 (2022). https://doi.org/10.1039/D2RA00108J

K. Tamaribuchi, J. Tian, K. Akagawa, K. Kudo, Enantioselective Nitro-Michael Addition Catalyzed by N-terminal Guanidinylated Helical Peptide, Adv. Synth. Catal., 364，82-86 (2022). https://doi.org/10.1002/adsc.202101152

2021

Y. Takeuchi, K. Akagawa, K. Kudo, Solid Phase Biomimetic Synthesis of Polyketide, J. Org. Chem., 86, 17307-17317 (2021)..
https://pubs.acs.org/doi/full/10.1021/acs.joc.1c02441

 Jin, K. Akagawa, T. Mutai, I. Yoshikawa, K. Kudo, Synthesis, characterization of calix[5]azulene and its complexation with pyridinium salts, Tetrahedron, 84, 132146 (2021). https://doi.org/10.1016/j.tet.2021.132146

Y. Jin, K. Akagawa, K. Kudo, Spontaneous substitution of azulene-derived benzylic alcohols by thiols and its application to labeling/protection of biothiols, Tetrahedron, 84, 131998 (2021). https://doi.org/10.1016/j.tet.2021.131998

2018

K. Akagawa, J. Higuchi, I. Yoshikawa, K. Kudo, Kinetic Resolution of Ansa Cyclophanes by Peptide-Catalyzed Aldol/Retro-Aldol Reactions, Eur. J. Org. Chem., 5278-5281 (2018).  DOI: 10.1002/ejoc.201800774

K. Akagawa, K. Kudo, Iterative polyketide synthesis via consecutive carbonyl-protecting strategy, J. Org. Chem., 83, 4279–4285 (2018). DOI: 10.1021/acs.joc.8b00497

2017

K. Akagawa, K. Kudo, Biomimetic iterative method for polyketide synthesis, Chem. Commun. 53, 8645-8648 (2017). DOI: 10.1039/C7CC04033D  (Featured as cover picture)

2016

S. Hattori, K. Akagawa, K. Kudo, and K. Ishii, Determination of the Absolute Configuration of Side Chains of Basic Amino Acid Residues Using the Water-Soluble Porphyrin-Based Exciton Chirality Method, J. Phys. Chem. B, 120, 10280–10287 (2016). DOI: 10.1021/acs.jpcb.6b07925

K. Akagawa, J. Satou, K. Kudo, Exploration of Structural Frameworks for Reactive and Enantioselective Peptide Catalysts by Library Screenings, J. Org. Chem., 61, 9396-9401 (2016). DOI: 10.1021/acs.joc.6b01591

K. Akagawa, Y. Iwasaki, K. Kudo, Peptide-Catalyzed Library Screening in Aqueous Media to Develop a Highly Active Peptide Catalyst for Enantioselective Michael Addition of a Malonate, Eur. J. Org. Chem., 4460-4464 (2016). DOI: 10.1002/ejoc.201600828

A. Ueda, T. Umeno, M. Doi, K. Akagawa, K. Kudo, M. Tanaka, Helical-Peptide-Catalyzed Enantioselective Michael Addition Reactions and Their Mechanistic Insights, J. Org. Chem., 61, 6343-6356 (2016). DOI: 10.1021/acs.joc.6b00982

K. Akagawa, K. Kudo, Solvolysis of formylphenyl esters by a bifunctional peptide catalyst, Chem. Lett, 45, 300-302 (2016). DOI: 10.1246/cl.151154 

K. Akagawa,T. Hirata, K. Kudo, Asymmetric Epoxidation of Enones by Peptide-Based Catalyst: A Strategy Inverting Juliá–Colonna Stereoselectivity, Synlett, 1217-1222. (2016).   DOI: 10.1055/s-0035-1560597 

2015

K. Akagawa, N. Nishi, I. Yoshikawa, K. Kudo, Kinetic Resolution of a Planar-Chiral [2.2]Paracyclophane Derivative by Helical-Peptide-Catalyzed Michael Addition of Nitromethane, Eur. J. Org. Chem., 5055-5059 (2015). (Featured as cover picture)  DOI: 10.1002/ejoc.201500594

K. Akagawa, M. Akiyama, K. Kudo, Peptide-Catalyzed Desymmetrization of an Achiral Ferrocenyl Compound To Induce Planar Chirality, Eur. J. Org. Chem., 3894-3898 (2015). DOI: 10.1002/ejoc.201500428

K. Akagawa, N. Sakai, K. Kudo, Histidine-Containing Peptide Catalysts Developed by a Facile Library Screening Method, Angew. Chem. Int. Ed., 54, 1822-1826 (2015). DOI: 10.1002/anie.201410268

2014

 T. Tatsuma, Y. Kuroiwa, K. Ishii, K. Kudo, A. Sakoda, Uptake and Electrochemical Ejection of Cesium Ion by a Prussian Blue-Modified Electrode , Chem. Lett., 43, 1281-1283 (2014). DOI: 10.1246/cl.140338

M. Akiyama, K. Akagawa, H. Seino, K. Kudo, Peptide-Catalyzed Kinetic Resolution of Planar-Chiral Metallocenes, Chem. Commun., 50, 7893–7896 (2014). DOI: 10.1039/C4CC03266G

K. Akagawa, N. Nishi, J. Sen, K. Kudo, Peptide-catalyzed consecutive 1,6- and 1,4-additions of thiols to α,β,γ,δ-unsaturated aldehydes, Org. Biomol. Chem., 12, 3581–3585 (2014).  DOI: 10.1039/C4OB00565A

K. Akagawa, R. Suzuki, K. Kudo, Development of a Peptide-Based Primary Aminocatalyst with a Helical Structure, Asian J. Org. Chem., 3, 514–522 (2014). DOI: 10.1002/ajoc.201400028

2013

K. Akagawa, S. Takigawa, I. S. Nagamine, R. Umezawa, K. Kudo, Peptide-Catalyzed Diastereo- and Enantioselective Cyclopropanation of Aromatic α,β-Unsaturated Aldehydes, Org. Lett., 15, 4964–4967 (2013). DOI: 10.1021/ol402227y

K. Akagawa, J. Sen, K. Kudo, Peptide-Catalyzed Regio- and Enantioselective Reduction of α,β,γ,δ-Unsaturated Aldehydes, Angew. Chem. Int. Ed., 52, 11585-11588 (2013). DOI: 10.1002/anie.201305004.

J. Park, T. Takayama, M. Asano, Y. Maekawa, K. Kudo, Graft-type polymer electrolyte membranes for fuel cells prepared through radiation-induced graft polymerization into alicyclic polybenzimidazoles, Polymer, 54, 4570-4577 (2013). DOI: 10.1016/j.polymer.2013.06.042

M. Furutani, K. Kudo, Transformation of Gold(I)-cyclo[-Met-Met-] Complex Supramolecular Fibers into Aligned Gold Nanoparticles, Chem. Lett., 42, 601-603 (2013). DOI:10.1246/cl.130106

T. Tanaka, K. Akagawa, M. Mitsuda, K.Kudo, Asymmetric α-amination of aldehydes by recyclable resin-supported peptide catalyst, Adv. Synth. Catal., 2-3, 294-296 (2013). DOI: 10.1002/adsc.201200611

2012

K. Akagawa, K. Kudo, Construction of an All-Carbon Quaternary Stereocenter by the Peptide-Catalyzed Asymmetric Michael Addition of Nitromethane to β-Disubstituted α,β-Unsaturated Aldehydes, Angew. Chem. Int. Ed., 51, 12786-12789 (2012). DOI: 10.1002/anie.201206916

K. Akagawa, R. Umezawa, K. Kudo, Asymmetric one-pot sequential Friedel-Crafts-type alkylation and α-oxyamination catalyzed by a peptide and an enzyme, Beilstein J. Org. Chem., 8, 1333-1337 (2012).

K. Akagawa, K. Kudo, Asymmetric induction by helical poly(amino acid) in cyanosilylation of aldehydes, Tetrahedron Lett., 53, 5981-5983 (2012). DOI: 10.1016/j.tetlet.2012.07.034

J. Choi, K. Shirai, T. Takayama, K. Akagawa, K. Kudo, Constitutionally Isomeric Alicyclic Polyimides: Origin of Siteselectivity in the Reaction of Unsymmetrical Dianhydride and Structure-derived Difference in Physical Properties, J. Polym. Sci. Part A: Polym. Chem., 50, 4246-4254 (2012). DOI: 10.1002/pola.26231

K. Akagawa, M. Sugiyama, K. Kudo, Asymmetric Michael addition of boronic acids to a γ-hydroxy-α,β-unsaturated aldehyde catalyzed by resin-supported peptide.Org. Biomol. Chem. 10 4839-4843 (2012).

K. Akagawa, R. Suzuki, K. Kudo, Effect of the Helical Tether of a Resin-Supported Peptide Catalyst for Friedel-Crafts-Type Alkylation in Water, Adv. Synth. Catal., 354, 1280-1286 (2012). DOI: 10.1002/adsc.201100950

J. Choi, T. Takayama, H.-C. Yu, C.-M. Chung, K. Kudo, Preparation and characterization of nanoporous films derived from alicyclic copolyimides having pendent poly(propyleneglycol) groups, Polymer  53, 1328-1338 (2012).

M. Furutani, K. Kudo, A trifunctional photopatterning component derived from cysteine: fabrication of a deposited silver micropattern, J. Mater. Chem., 22, 3139-3147 (2012). DOI: 10.1039/c2jm13448a

2011

H.-C. Yu, S. V. Kumar, S.-Y. Cho, Y.-K. Song, J. Choi, K. Kudo, T. Takayama, J.-M. Oh, H. Jung,, J.-G. Kim, C.-M. Chung, Preparation and characterization of nanoporous thin films from fully aliphatic polyimides, J. Nanosci. Nanotechnol. 11 , 6141-6147 (2011).

H.-C. Yu, S. V. Kumar, Y.-K. Song, J. Choi, K. Kudo, J.-G. Kim, S.-Y. Oh, C.-M. Chung, Nanoporous thin films of fully alicyclic polyimides Macromol. Res. 19, 1272-1277 (2011).  

S. V. Kumar, H.-C. Yu, J. Choi, K. Kudo, Y.-H. Jang, C.-M. Chung, Structure-property relationships for partially aliphatic polyimides, J. Polym. Res. 18, 1111-1117 (2011).

K. Akagawa, K. Kudo, Peptide/Laccase Cocatalyzed Asymmetric α-Oxyamination of Aldehydes, Org. Lett. 13, 3498-3501 (2011).

K. Akagawa, K. Kudo, Asymmetric Epoxidation of alpha,beta-Unsaturated Aldehydes in Aqueous Media Catalyzed by Resin-Supported Peptide-Containing Unnatural Amino Acids, Adv. Synth. Catal. 353, 843-847 (2011).

K. Akagawa, S. Sakamoto and K. Kudo, Synthesis of Indenes by Intramolecular Morita-Baylis-Hillman Reaction in Aqueous Media Catalyzed by Resin-Supported Proline, Synlett 817-820 (2011).

 
K. Akagawa, S. Takigawa, E. Mano and K. Kudo, Sequential oxidation/asymmetric aldol reaction of primary alcohols by resin-supported catalysts, Tetrahedron Lett., 52, 770-773 (2011). http://dx.doi.org/10.1016/j.tetlet.2010.12.008

2010

T. Hamada, K. Kudo, Nanoaggregate Formation of Amphiphilic Alternating and Random Copolyimides in Water, Chem. Lett., 39, 1285-1287 (2010). DOI:10.1246/cl.2010.1285

K. Akagawa, T. Fujiwara, S. Sakamoto and K. Kudo, One-pot sequential alcohol oxidation and asymmetric alpha-oxyamination in aqueous media using recyclable resinsupported peptide catalyst, Chem. Commun. 46, 8040-8042 (2010). DOI: 10.1039/c0cc02301a.

T. Hamada, T. Takayama, and K. Kudo, Spontaneous Nanoaggregate Formation of Amphiphilic Poly(amide acid)s in Water, Chem. Lett., 39, 1106-1107 (2010). DOI:10.1246/cl.2010.1106

K. Akagawa, T. Fujiwara, S. Sakamoto, K. Kudo, Efficient Asymmetric alpha-Oxyamination of Aldehydes by Resin-Suppoted Peptide Catalyst in Aqueous Media, Org. Lett. 12, 1804-1807 (2010)

2009

K. Akagawa, T. Yamashita, S. Sakamoto, K. Kudo, Friedel-Crafts type alkylation in aqueous media using resin suppoted peptide catalyst having polyleucine, Tetrahedron Lett. 50, 5602-5604 (2009).

K. Akagawa, H. Akabane, S. Sakamoto, K. Kudo, Asymmetric transfer hydrogenation in aqueous media catalyzed by resin-supported peptide having polyleucine tether, Tetrahedron: Asymmetry, 20, 461-466 (2009).

M. Furutani, S. Sakamoto, K. Kudo, Cyclo[-His-His-] Derived C₂-Symmetric Diketopiperazine as Chiral Ligand for Asymmetric Diels-Alder Reactions, Heterocycles, 78, 1171-1176 (2009).

2008

Y. Akita, T. Ide, A. Mori, K. Kudo, S. Machida,, Studies on synthesis of 5,5'-distyryl-2,2'-bithiophene derivatives and their optical and electrochemical properties. Trans. Mater. Res. Soc. Jpn. 33, 127-130 (2008).

S. Sakamoto, K. Kudo, Supramolecular Control of Split-GFP Reassembly by Conjugation of beta-Cyclodextrin and Coumarin Units. J. Am. Chem. Soc. 130, 9574-9582 (2008).

K. Akagawa, H. Akabane, S. Sakamoto, K. Kudo, Organocatalytic Asymmetric Transfer Hydrogenation in Aqueous Media using Resin-Supported Peptide having Polyleucine Tether, Org. Lett., 10, 2035-2037 (2008).

K. Murota, S. Sakamoto, K. Kudo, Glucose Responsive Two-step Release of Hydrogel-immobilized Protein, Chem. Lett., 37, 582-583 (2008).

2007

K. Murota, S. Sakamoto, K. Kudo, Reversible Immobilization of Protein into Hydrogel Using Designed Coiled-coil Peptides, Chem. Lett., 36, 1320-1321 (2007).

K. Murota, S. Sakamoto, K. Kudo, Orientation Control of Self-stacking D,L-Alternating Cyclic Octa-a-peptide through Multiple Electrostatic Interactions, Chem. Lett., 36, 1070-1071 (2007).

K. Akagawa, S. Sakamoto, K. Kudo, Resin-supported acid-and base-catalyzed one-pot sequential reaction including an enantioselective step, Tetrahedron Lett.48, 985-987 (2007).

2006

高山，北村，小林，荒川，工藤，Alq3型側鎖を有する可溶性高分子錯体の合成と有機EL素子への応用，高分子論文集63, 696-703 (2006).

K. Kudo, T. Imai, T. Hamada, S. Sakamoto, Synthesis of Blue Emitting Alicyclic Polyimides using One-pot Alternating Copolymerization Method, High Perform. Polym. 18,  749-759 (2006).

K. Kudo, T. Yoshizawa, T. Hamada, J. Li, S. Sakamoto, S. Shiraishi, One-Pot Synthesis of an Alternating Copolyimide Based on Regioselective Reaction of a Non-Symmetrical Alicyclic Dianhydride, Macromol. Rapid Commun., 27, 1430-1436 (2006). [Featured as Back Cover]

S. Sakamoto, H. Fukushima, K. Kudo, Regulation of Catalytic Activity of Peptide-Heme Conjugate by Conformational Change with Trifluoroethanol, Chem. Lett., 35, 584-585 (2006).

M. Mochizuki, S. Sakamoto, K. Kudo, Preparation of histone H4 peptide library and binding analysis toward GCN5 bromodomain, Peptide Science  43, 339 (2006).

2005

S. Sakamoto, K. Kudo, Design and Synthesis of Semi-Artificial Myoglobin Possessing DNA-Binding Peptides on Heme Propionates, Bull. Chem. Soc. Jpn.78, 1749-1756 (2005). [won BCSJ Award and featured as Cover]

K. Akagawa, S. Sakamoto, K. Kudo, Direct asymmetric aldol reaction in aqueous media using polymer-supported peptide, Tetrahedron Lett.46, 8185-8187 (2005). [won TL2005-2008 Most Cited Paper Award]

S. Sakamoto, C. Hayashi, K. Kudo, Design, synthesis and characterization of semi-artificial myoglobin conjugated with flavin-binding peptide, Peptide Science  42, 423-426 (2005).

H Fukushima, S. Sakamoto, K. Kudo, Design and synthesis of heme-conjugated two-a-helix peptide, Peptide Science  42, 419-422 (2005).

2004

S. Sakamoto, A. Itoh, K. Kudo, Artificial Assembly of Myoglobin and Flavodoxin Reductase Using Designed Coiled-coil Peptides, Chem. Lett., 1202-1203 (2004).

S. Sakamoto, I. Okano, K. Kudo, Design of FAD-Binding Peptide Using a Combinatorial alpha-Helix Peptide Library Possessing a p-Boronobenzoic Acid, Chem. Lett., 33, 978-979 (2004).

T. Takayama, M. Kitamura, Y. Kobayashi, Y.Arakawa, K. Kudo, Soluble Polymer Complexes Having AlQ3-type Pendent Group, Macromol. Rapid Commun., 25, 1171-1174 (2004).

 
S. Sakamoto, A. Ito, K. Kudo, S. Yoshikawa, De Novo Design, Synthesis, and Function of Semi-Artificial Myoglobin Conjugated with Coiled-Coil Two-alpha-Helix Peptides, Chem. Eur. J., 3717-3726. (2004).

S. Sakamoto, K. Kudo, Design and synthesis of a peptide array for sugar-sensing, Peptide Science  41, 369-370 (2004).

2003

S. Sakamoto, C. Hayashi, K. Kudo, Design and Synthesis of de Novo Peptide Probe for Sensing of Protein Kinase, Proceedings of International Symposium of Biomolecular Chemistry, 226-227 (2003).

S. Sakamoto, I. Okano, K. Kudo, De novo design and split synthesis of an a-helix peptide library possessing an artificial sugar-binding site, Peptide Science  40, 425-428 (2003).

2002

K. Kudo, J. Li, D. Nonokawa, T. Yoshizawa, Y. Kishida, T. Takayama and S. Shiraishi, Synthesis and properties of structurally ordered alicyclic polyimides, J. Photopolym. Sci. Technol., 15, 215 (2002).

K. Kudo, D. Nonokawa, J. Li, and S. Shiraishi, Synthesis of Optically Active Alicyclic Polyimide from Chiral, Non-racemic Dianhydride, J. Polym. Sci. Part A: Polym. Chem., 40, 4038 (2002).

M. Kawamura, T. Kurahashi, S. Shiraishi and K. Kudo, Asymmetric alpha-alkylation of phenylacetates using 2-alkylamino-2'-hydroxy-1,1'-binaphthyls as chiral auxiliaries, Enantiomer, 7, 251-260 (2002). DOI: 10.1080/10242430215713

M. Kawamura, R. Kiyotake, and K. Kudo, Synthesis of a novel photoresponsive axially chiral phosphine ligand containing an arylazo group and its application to Pd-datalyzed asymmetric allylic alkylation, Chirality, 14, 724 (2002). DOI: 10.1002/chir.10131

M. Kawamura and K. Kudo, An exo-selective asymmetric Diels Alder reaction of acrylate ester, Chirality, 14, 727 (2002). DOI: 10.1002/chir.10130

2001

J. Li, S. Shiraishi, K. Kudo, First synthesis of both "head-to-head" and "head-to-tail" polyimides using a common unsymmetric alicyclic tetracarboxylic dianhydride, Bull. Chem. Soc. Jpn., 74, 1767 (2001).

K. Arimitsu, K. Kudo, H. Ohmori, K. Ichimura, Factors affecting photosensitivity enhancement of chemically amplified photoresists by an acid amplifier, J. Mater. Chem., 11, 295 (2001).

2000

J. Li, J. Kato, K. Kudo, S. Shiraishi, Synthesis and properties of novel soluble polyimides having an unsymmetric spiro tricyclic dianhydride unit, Macromol. Chem. Phys., 201, 2289 (2000).

J. Li, K. Kudo, S. Shiraishi, A study on the effect of spirocyclic structures in the main chain on the physical properties of copolyimides, Macromol. Rapid Commun., 21, 1166(2000).

J. Kato, K. Kudo, S. Shiraishi, Unexpected formation of novel [4.3.3]propellane-type trilactone by dehydration of aliphatic tetracarboxylic acid, Chem. Lett., 328 (2000).

1999

J. Kato, A. Seo, K. Kiso, K. Kudo, S. Shiraishi, Synthesis of 2,8-dioxaspiro[4.5]decane-1,3,7,9-tetron and the reactions with amines, Bull. Chem. Soc. Jpn., 72, 1075 (1999).

K. Kudo, K. Arimitsu, H. Ohmori, H. Ito, K. Ichimura, 3-phenyl-3,3-ethylenedioxy-1-propyl sulfonates as acid amplifiers to enhance the photosensitivity of positive-working photoresists, Chem. Mater., 11, 2119 (1999).

K. Kudo, K. Arimitsu, H. Ohmori, H. Ito, K. Ichimura, Acid proliferation processes of 3-phenyl-3,3-ethylenedioxypropyl sulfonates in photosensitive polymer films leading to "air infection", Chem. Mater., 11, 2126 (1999).

K. Arimitsu, K. Kudo, K. Ichimura, Autocatalytic fragmentation of acetoacetate derivatives as acid amplifiers to proliferate acid molecules, J. Am. Chem. Soc., 120, 37 (1998).