SHIMADA Naoyuki
| College of Humanities and Sciences Department of Chemistry | Associate Professor |
Researcher Information
Field Of Study
- Life sciences, Pharmaceuticals - chemistry and drug development
- Nanotechnology/Materials, Synthetic organic chemistry
- Nanotechnology/Materials, Green/sustainable/environmental chemistry
- Manufacturing technology (mechanical, electrical/electronic, chemical engineering), Catalytic processes and resource chemistry
Career
- Apr. 2022 - Present
日本大学, 文理学部化学科, 准教授 - Apr. 2019 - Mar. 2022
北里大学, 薬学部, 講師 - Apr. 2017 - Mar. 2022
Toho University, Faculty of Science, Department of Chemistry, 非常勤講師 兼務 - Jun. 2011 - Mar. 2019
Kitasato University, School of Pharmaceutical Sciences, 助教 - Jun. 2009 - May 2011
University of Hawaii, 化学科, 博士研究員 - Apr. 2008 - May 2009
北海道大学大学院, 薬学研究院, 助教 - Apr. 2007 - Mar. 2008
北海道大学大学院, 薬学研究院, 学術研究員
Research activity information
Paper
- Unified Strategy for the Concise Total Syntheses of All Six 3″-O-Acyl Quercitrins Based on Regioselective Acylation Catalyzed by Boronic Acid
Mari Tanikawa; Toshihiro Ishida; Yuki Nakamura; Kazuishi Makino; Naoyuki Shimada
The Journal of Organic Chemistry, Feb. 2025 - Synthesis of N-methyl secondary amides via diboronic acid anhydride-catalyzed dehydrative condensation of carboxylic acids with aqueous methylamine
Hinata Iwasawa; Naoya Takahashi; Naoyuki Shimada
Organic & Biomolecular Chemistry, 2025 - Boronic Acid/Palladium Hybrid Catalysis for Regioselective O-Allylation of Carbohydrates
Yuki Nakamura; Kazuma Irisawa; Kazuishi Makino; Naoyuki Shimada
The Journal of Organic Chemistry, Jan. 2024, Refereed
Last - Organoboron catalysis for direct amide/peptide bond formation
Masayoshi Koshizuka; Naoya Takahashi; Naoyuki Shimada
Chemical Communications, 2024 - Hydroxy-directed peptide bond formation from α-amino acid-derived inert esters enabled by boronic acid catalysis
Naoya Takahashi; Airi Takahashi; Naoyuki Shimada
Chemical Communications, 2024, Refereed
Last - Development of Diboronic Acid Anhydride-Catalyzed Dehydrative Amidations
Naoyuki Shimada
Journal of Synthetic Organic Chemistry, Japan, Jul. 2023, Refereed
Lead - Concise Synthesis of 2,5-Diketopiperazines via Catalytic Hydroxy-Directed Peptide Bond Formations
Masayoshi Koshizuka; Kaito Shinoda; Kazuishi Makino; Naoyuki Shimada
The Journal of Organic Chemistry, May 2023, Refereed
Last - Catalytic dehydrative amide bond formation using aqueous ammonia: synthesis of primary amides utilizing diboronic acid anhydride catalysis
Naoya Takahashi; Hinata Iwasawa; Tatsuhito Kinashi; Kazuishi Makino; Naoyuki Shimada
Chemical Communications, 2023, Refereed
Last - Direct Synthesis of N-Protected Serine- and Threonine-Derived Weinreb Amides via Diboronic Acid Anhydride-Catalyzed Dehydrative Amidation: Application to the Concise Synthesis of Garner’s Aldehyde
Naoyuki Shimada; Naoki Ohse; Naoya Takahashi; Sari Urata; Masayoshi Koshizuka; Kazuishi Makino
Synlett, Jun. 2021, Refereed
Lead - Boronic Acid-Catalyzed Regioselective Koenigs–Knorr-Type Glycosylation
Naoyuki Shimada; Tomoya Sugimoto; Mao Noguchi; Chikako Ohira; Yutaro Kuwashima; Naoya Takahashi; Noriko Sato; Kazuishi Makino
The Journal of Organic Chemistry, Apr. 2021, Refereed
Lead - Boronic Acid-Catalyzed Final-Stage Site-Selective Acylation for the Total Syntheses of O-3′-Acyl Bisabolol β-D-Fucopyranoside Natural Products and Their Analogues
Yuki Nakamura; Takayuki Ochiai; Kazuishi Makino; Naoyuki Shimada
Chemical and Pharmaceutical Bulletin, Mar. 2021, Refereed
Last - Diboronic Acid Anhydride-Catalyzed Direct Peptide Bond Formation Enabled by Hydroxy-Directed Dehydrative Condensation
Masayoshi Koshizuka; Kazuishi Makino; Naoyuki Shimada
Organic Letters, Nov. 2020, Refereed
Last - Synthesis of Weinreb amides using diboronic acid anhydride-catalyzed dehydrative amidation of carboxylic acids
Naoyuki Shimada; Naoya Takahashi; Naoki Ohse; Masayoshi Koshizuka; Kazuishi Makino
Chemical Communications, Oct. 2020, Refereed
Lead - An Efficient Deprotection of 2,6-Bis(trifluoromethyl)phenylboronic Esters via Catalytic Protodeboronation Using Tetrabutylammonium Fluoride
Sari Urata; Shinya Nojima; Kazuishi Makino; Naoyuki Shimada
Synlett, Dec. 2019, Refereed, Not invited
Last - Diboronic Acid Anhydrides as Effective Catalysts for the Hydroxy-Directed Dehydrative Amidation of Carboxylic Acids
Naoyuki Shimada; Mai Hirata; Masayoshi Koshizuka; Naoki Ohse; Ryoto Kaito; Kazuishi Makino
Organic Letters, Jun. 2019, Refereed, Not invited
Lead - Catalytic Activation of Cis-Vicinal Diols by Boronic Acids: Site-Selective Acylation of Carbohydrates
Naoyuki Shimada; Yuki Nakamura; Takayuki Ochiai; Kazuishi Makino
Organic Letters, May 2019, Refereed
Lead - Total syntheses of seminolipid and its analogues by using 2,6-bis(trifluoromethyl)phenylboronic acid as protective reagent
Naoyuki Shimada; Kenji Fukuhara; Sari Urata; Kazuishi Makino
Organic & Biomolecular Chemistry, 2019, Refereed
Lead - 2,6-Bis(trifluoromethyl)phenylboronic Esters as Protective Groups for Diols: A Protection/Deprotection Protocol for Use under Mild Conditions
Naoyuki Shimada; Sari Urata; Kenji Fukuhara; Takao Tsuneda; Kazuishi Makino
Organic Letters, Oct. 2018, Refereed
Lead - Deprotection of silyl ethers by using SO
3 H silica gel: Application to sugar, nucleoside, and alkaloid derivatives
Fujii, H.; Shimada, N.; Ohtawa, M.; Karaki, F.; Koshizuka, M.; Hayashida, K.; Kamimura, M.; Makino, K.; Nagamitsu, T.; Nagase, H.
Tetrahedron, 2017, Refereed, Not invited - C1′-Azacycloalkyl Hexahydrocannabinols
Ho, T.C.; Shimada, N.; Tius, M.A.; Nikas, S.P.; Zhang, W.; Makriyannis, A.
Journal of Organic Chemistry, 2017, Refereed, Not invited - Regioselective, Tin-Free Sulfation of Unprotected Hexopyranosides by Using Phenylboronic Acid
Fukuhara, K.; Shimada, N.; Nishino, T.; Kaji, E.; Makino, K.
European Journal of Organic Chemistry, 2016, Refereed, Not invited - Enantioselective palladium(0)-catalyzed nazarov-type cyclization
Kitamura, K.; Shimada, N.; Stewart, C.; Atesin, A.C.; Ate?in, T.A.; Tius, M.A.
Angewandte Chemie - International Edition, May 2015, Refereed - Asymmetric Total Synthesis of (-)-Englerin A through Catalytic Diastereo- and Enantioselective Carbonyl Ylide Cycloaddition
Hanari, T.; Shimada, N.; Kurosaki, Y.; Thrimurtulu, N.; Nambu, H.; Anada, M.; Hashimoto, S.
Chemistry - A European Journal, 2015, Refereed, Not invited - Enantio- and diastereoselective hetero-Diels-Alder reactions between 4-methyl-substituted Rawal's diene and aldehydes catalyzed by chiral dirhodium(II) carboxamidates: Catalytic asymmetric synthesis of (-)-cis-aerangis lactone
Watanabe, Y.; Shimada, N.; Anada, M.; Hashimoto, S.
Tetrahedron Asymmetry, 2014, Refereed, Not invited - Neutral nazarov-type cyclization catalyzed by palladium(0)
Shimada, N.; Stewart, C.; Bow, W.F.; Jolit, A.; Wong, K.; Zhou, Z.; Tius, M.A.
Angewandte Chemie - International Edition, 2012, Refereed, Not invited
Lead - Highly enantioselective cyclopropenation reaction of 1-alkynes with α-alkyl-α-diazoesters catalyzed by dirhodium(II) carboxylates
Goto, T.; Takeda, K.; Shimada, N.; Nambu, H.; Anada, M.; Shiro, M.; Ando, K.; Hashimoto, S.
Angewandte Chemie - International Edition, 2011, Refereed, Not invited - Continuous flow system with a polymer-supported dirhodium(II) catalyst: Application to enantioselective carbonyl ylide cycloaddition reactions
Takeda, K.; Oohara, T.; Shimada, N.; Nambu, H.; Hashimoto, S.
Chemistry - A European Journal, 2011, Refereed, Not invited - Catalytic enantioselective intermolecular cycloaddition of diazodiketoester-derived carbonyl ylides with indoles using chiral dirhodium(II) carboxylates
Shimada, N.; Oohara, T.; Krishnamurthi, J.; Nambu, H.; Hashimoto, S.
Organic Letters, 2011, Refereed, Not invited
Lead - Asymmetric Nazarov cyclizations
Shimada, N.; Stewart, C.; Tius, M.A.
Tetrahedron, 2011, Refereed, Not invited - Organocatalytic asymmetric aza-Nazarov cyclization of an azirine
Shimada, N.; Ashburn, B.O.; Basak, A.K.; Bow, W.F.; Vicic, D.A.; Tius, M.A.
Chemical Communications, 2010, Refereed
Lead - Catalytic asymmetric synthesis of the endo -6-Aryl-8-oxabicyclo[3.2.1]oct- 3-en-2-one natural product from ligusticum chuanxing via 1,3-dipolar cycloaddition of a formyl-derived carbonyl ylide using Rh
2 (S -TCPTTL)4
Shimada, N.; Hanari, T.; Kurosaki, Y.; Takeda, K.; Anada, M.; Nambu, H.; Shiro, M.; Hashimoto, S.
Journal of Organic Chemistry, 2010, Refereed, Not invited
Lead - Catalytic asymmetric synthesis of descurainin via 1, 3-dipolar cycloaddition of a carbonyl ylide using Rh
2 (R-TCPTTL)4
Shimada, N.; Hanari, T.; Kurosaki, Y.; Anada, M.; Nambu, H.; Hashimoto, S.
Tetrahedron Letters, 2010, Refereed, Not invited
Lead - Catalytic asymmetric construction of the exo-7-aryl-6,8-dioxabicyclo[3.2.1] octane framework of psoracorylifols B and C using a carbonyl ylide cycloaddition strategy
Kurosaki, Y.; Shimada, N.; Anada, M.; Nambu, H.; Hashimoto, S.
Bulletin of the Korean Chemical Society, 2010, Refereed, Not invited - An organocatalytic asymmetric nazarov cyclization
Basak, A.K.; Shimada, N.; Bow, W.F.; Vicic, D.A.; Tius, M.A.
Journal of the American Chemical Society, 2010, Refereed, Not invited - Asymmetric approach to the pentacyclic skeleton of Aspidosperma alkaloids via enantioselective intramolecular 1,3-dipolar cycloaddition of carbonyl ylides catalyzed by chiral dirhodium(II) carboxylates
Hisanori Nambu; Mayuka Hikime; Janagiraman Krishnamurthi; Megumi Kamiya; Naoyuki Shimada; Shunichi Hashimoto
Tetrahedron Letters, Jul. 2009, Refereed - Enantioselective construction of a 2,8-dioxabieyclo[3.2.1]oetane ring system via [2,3]-sigmatropic rearrangement of oxonium ylide using chiral dirhodium(II) carboxylates
Shimada, N.; Nakamura, S.; Anada, M.; Shiro, M.; Hashimoto, S.
Chemistry Letters, May 2009, Refereed
Lead - Asymmetric formal synthesis of (-)-pancracine via catalytic enantioselective C-H amination process
Anada, M.; Tanaka, M.; Shimada, N.; Nambu, H.; Yamawaki, M.; Hashimoto, S.
Tetrahedron, Apr. 2009, Refereed - Highly enantioselective hetero-Diels–Alder reactions between Rawal’s diene and aldehydes catalyzed by chiral dirhodium(ii) carboxamidates
Yudai Watanabe; Takuya Washio; Naoyuki Shimada; Masahiro Anada; Shunichi Hashimoto
Chemical Communications, 2009, Refereed - Catalytic enantioselective intermolecular cycloaddition of 2-diazo-3,6-diketoester-derived carbonyl ylides with alkynes and styrenes using chiral dirhodium(II) carboxylates
Shimada, N.; Anada, M.; Nakamura, S.; Nambu, H.; Tsutsui, H.; Hashimoto, S.
Organic Letters, Aug. 2008, Refereed
Lead - Catalytic enantioselective tandem carbonyl ylide formation/1,3 dipolar cycloaddition reactions of α-diazo ketones with aromatic aldehydes using dirhodium(II) tetrakis[N-benzene-fusedphthaloyl- (S)-valinate]
Tsutsui H; Shimada N; Abe T; Anada M; Nakajima M; Nakamura S; Nambu H; Hashimoto S
Advanced Synthesis and Catalysis, 2007, Refereed, Not invited - Mannich-type reactions in water using anionic water-soluble calixarenes as recoverable and reusable catalysts
Shimizu, S.; Shimada, N.; Sasaki, Y.
Green Chemistry, 2006, Refereed - A new dirhodium(II) carboxamidate complex as a chiral Lewis acid catalyst for enantioselective hetero-Diels-Alder reactions
Anada, M.; Washio, T.; Shimada, N.; Kitagaki, S.; Nakajima, M.; Shiro, M.; Hashimoto, S.
Angewandte Chemie - International Edition, May 2004, Refereed
Affiliated academic society
Research Themes
- New Directions of Organoboron Catalysis
Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (C), Apr. 2022 - Mar. 2025
嶋田 修之 - Diboronic Acid Anhydride-Catalyzed Direct Peptide Bond Formations
Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (C), Apr. 2019 - Mar. 2022
嶋田 修之 - Selective Transformations Using Organoboron Catalysis
Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research Grant-in-Aid for Young Scientists (B), Apr. 2016 - Mar. 2019
Shimada Naoyuki - Development of peptide ligation using chemical properties of boron
Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research Grant-in-Aid for Young Scientists (B), Apr. 2012 - Mar. 2014
SHIMADA Naoyuki - Development of Asymmetric Inverse Electron-Demand 1,3-Dipolar Cycloadditions of Carbonyl Ylides
Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research Grant-in-Aid for Young Scientists (Start-up), 2008 - 2009
嶋田 修之
