熊本大学 大学院生命科学研究部　分子薬化学分野/機器分析学分野

2024

• Arae, S.; Shimoda, Y.; Kuwajima, M.; Kotani, S.; Nakajima, M. Three- and Seven-membered Annulenones as a Lewis Base Catalyst for Enantioselective meso-Epoxide Opening 🔗. Adv. Synth. Catal. 2024, e202401186. (DOI: 10.1002/adsc.202401186)
• Kotani, S.; Asano, T.; Arae, S.; Sugiura, M.; Nakajima, M. Mechanistic Investigations of Chiral Lithium Binaphtholate Catalysis for Asymmetric Aldol–Tishchenko Reaction of α‑Fluoroarylketones 🔗 🔗. J. Org. Chem. 2024, 89, 17101–17114. (DOI: 10.1021/acs.joc.4c01404)

2023

• Harada, N.; Asano, T.; Sugiura, M.; Kotani, S.; Nakajima, M. Lithium binaphtholate‑catalyzed asymmetric Michael reaction of acrylamides 🔗 🔗. Chem. Pharm. Bull. 2023, 71, 792–797. (DOI: 10.1248/cpb.c23-00435)
• Yoshiwara, Y.; Kotani, S.; Nakajima, M. Enantioselective and Chemoselective Phosphine Oxide‑catalyzed Aldol Reaction of N‑Unprotected Cyclic Carboxyimides 🔗 🔗. Chem. Eur. J. 2023, e202203506. (DOI: 10.1002/chem.202203506)

2022

• Nakajima, M.; Kotani, S.; Sugiura, M. Enantioselective Epoxide Opening 🔗 🔗. Org. React. 2022, 110, 655–902. (DOI: 10.1002/0471264180.or110.02)
• El‑desoky, A. H. H.; Eguchi, K.; Kishimoto, N.; Asano, T.; Kato, H.; Hitora, Y.; Kotani, S.; Nakamura, T.; Tsuchiya, S.; Kawahara, T.; Watanabe, M.; Wada, M.; Nakajima, M.; Watanabe, T.; Misumi, S.; Tsukamoto, S. Isolation, Synthesis, and Structure‑Activity Relationship Study on Daphnane and Tigliane Diterpenes as HIV Latency‑Reversing Agents 🔗 🔗. J. Med. Chem. 2022, 65, 3460–3472. (DOI: 10.1021/acs.jmedchem.1c01973)
• Kinoshita, K.; Yoshimizu, A.; Ichihara, Y.; Ushida, K.; Kotani, S.; Kurauchi, Y.; Seki, T.; Katsuki, H. A Nurr1 ligand C‑DIM12 attenuates brain inflammation and improves functional recovery after intracerebral hemorrhage in mice 🔗 🔗. Scientific Reports 2022, 12, 11009. (DOI: 10.1038/s41598-022-15178-7)

2021

• Sugiura, M.; Kotani, S.; Nakajima, M. Catalysis with Earth‑abundant Elements; CHAPTER 11: Catalysis by Silicon Species. RSC Catalysis Series 2021, 40, 309–333.
• Kotani, S.; Tashima, Y.; Tanaka, H.; Aoki, S.; Nakajima, M. Chiral Phosphine Oxide‑Catalyzed Enantioselective Ring Opening of Oxetanes 🔗 🔗. Heterocycles 2021, 103, 1048–1056. (DOI: 10.3987/COM-20-S(K)
• Kobashigawa, Y.; Ohara, T.; Morita, K.; Toyota, Y.; Nakamura, T.; Kotani, S.; Arimori, T.; Yamauchi, S.; Liu, C.; Kitazaki, M.; Wakayama‑Miyazaki, Y.; Suwa, Y.; Uchida‑Kamekura, M.; Fukuda, N.; Sato, T.; Nakajima, M.; Takagi, J.; Yamagata, Y.; Morioka, H. Molecular recognition of a single‑chain Fv antibody specific for GA‑pyridine… J. Biochem. 2021, 170, 379–387.

2020

• Boateng, A.; Harada, T.; Ashikari, Y.; Nakajima, M.; Sugiura, M. Synthesis of conjugated multiunsaturated thioesters via one‑pot TiCl4‑promoted aldol condensation 🔗 🔗. Tetrahedron Lett. 2020, 61, 152280. (DOI: 10.1016/j.tetlet.2020.152280)
• Kotani, S.; Hanamure, T.; Mori, Y.; Nakajima, M. Phosphine‑oxide‑catalyzed Enantioselective Cross‑aldol Reaction of Aldehydes with Trichlorosilane as Lewis Acid Promoter 🔗 🔗. ChemCatChem 2020, 12, 4780–4783. (DOI: 10.1002/cctc.202000914)
• Yoshimitsu, T.; Kuboyama, Y.; Nishiguchi, S.; Nakajima, M.; Sugiura, M. O‑Monoacyltartaric Acid/(Thio)urea Cooperative Organocatalysis for Enantioselective Conjugate Addition of Boronic Acid 🔗 🔗. Org. Lett. 2020, 22, 3780–3784. (DOI: 10.1021/acs.orglett.0c00981)
• Kotani, S.; Nakajima, M. Recent Advances in Asymmetric Phosphine Oxide Catalysis 🔗 🔗. Tetrahedron Lett. 2020, 61, 151421. (DOI: 10.1016/j.tetlet.2019.151421)

2019

• Sugiura, M.; Ashikari, Y.; Takahashi, Y.; Yamaguchi, K.; Kotani, S.; Nakajima, M. Lewis Base‑catalyzed Enantioselective Conjugate Reductions of β,β‑Disubstituted α,β‑Unsaturated Ketones with Trichlorosilane 🔗 🔗… J. Org. Chem. 2019, 84, 11458–11473. (DOI: 10.1021/acs.joc.9b01298)
• Hashimoto, Y.; Michimuko, C.; Yamaguchi, K.; Nakajima, M.; Sugiura, M. Selective Monoacylation of Diols 🔗 🔗… J. Org. Chem. 2019, 84, 9313–9321. (DOI: 10.1021/acs.joc.9b00827)
• Asano, T.; Kotani, S.; Nakajima, M. Stereoselective Synthesis of 2‑Fluoro‑1,3‑diols via Lithium Binaphtholate‑catalyzed Aldol–Tishchenko Reaction 🔗 🔗. Org. Lett. 2019, 21, 4192–4196. (DOI: 10.1021/acs.orglett.9b01371)
• Sakamoto, M.; Kaneko, T.; Orito, Y.; Shimoda, Y.; Nakajima, M. Lithium Binaphtholate‑Catalyzed Michael Reaction of Malonates 🔗 🔗… Chem. Pharm. Bull. 2019, 67, 452–446. (DOI: 10.1248/cpb.c18-00993)

2018

• Kotani, S.; Yoshiwara, Y.; Ogasawara, M.; Sugiura, M.; Nakajima, M. Catalytic Enantioselective Aldol Reactions of Unprotected Carboxylic Acids under Phosphine Oxide Catalysis 🔗 🔗. Angew. Chem. Int. Ed. 2018, 57, 15877–15881. (DOI: 10.1002/anie.201810599)
• Nakajima, M.; Watanabe, R.; Osakama, K.; Sakamoto, M.; Takemoto, D.; Kukita, K. Dramatic Enantioselectivity Reversal 🔗 🔗… Heterocycles 2018, 97, 708–711. (DOI: 10.3987/COM-18-S(T)

2017

• 中島 誠. ホスフィンオキシドを有機分子触媒とする不斉アルドール反応の開発. 化学工業 2017, 68, 66–72.
• Sugiura, M.; Kashiwagi, T.; Ito, M.; Kotani, S.; Nakajima, M. Stereoselective Synthesis of Nitrogen‑containing Compounds from Enamines. J. Org. Chem. 2017, 82, 10968–10979.
• Alim, N. R.; Miyazaki, S.; Shimoda, Y.; Sugiura, M.; Nakajima, M.; Kotani, S. Asymmetric Aldol/Vinylogous Aldol/Cyclization… Chem. Pharm. Bull. 2017, 65, 989–993.
• Asano, T.; Moritani, M.; Nakajima, M.; Kotani, S. Chiral Lithium Binaphtholate… Tetrahedron 2017, 73, 5975–5982.
• Kotani, S.; Kai, K.; Sugiura, M.; Nakajima, M. Sequential Catalysis of Phosphine Oxide… Org. Lett. 2017, 19, 3672–3675.
• Kotani, S.; Hanamure, T.; Nozaki, H.; Sugiura, M.; Nakajima, M. Enantioselective Chlorinative Aldol Reaction… Tetrahedron: Asymmetry 2017, 28, 282–287.

2016

• Sakamoto, M.; Kaneko, T.; Orito, Y.; Nakajima, M. Enantioselective Michael Addition of a Malonate Ester… Synlett 2016, 27, 2477–2780.
• Kotani, S.; Asano, T.; Moritani, M.; Nakajima, M. Enantioselective Amination of Acyclic α‑Alkylated β‑Keto Esters… Tetrahedron Lett. 2016, 57, 4217–4219.
• Osakama, K.; Nakajima, M. Asymmetric Direct 1,2‑Addition of Aryl Grignard Reagents to Aryl Alkyl Ketones 🔗 🔗. Org. Lett. 2016, 18, 236–239. (DOI: 10.1021/acs.orglett.5b03379)
• Kotani, S.; Miyazaki, S.; Kawahara, K.; Shimoda, Y.; Sugiura, M.; Nakajima, M. Stereoselective Synthesis of Highly Functionalized 2,3‑Dihydro‑4‑pyranones 🔗 🔗… Chem. Pharm. Bull. 2016, 64, 189–192. (DOI: 10.1248/cpb.c15-00806)
• Kotani, S.; Kai, K.; Shimoda, Y.; Hu, H.; Gao, S.; Sugiura, M.; Ogasawara, M.; Nakajima, M. Concise Asymmetric Construction of C2‑Symmetric 1,9‑Diarylnonanoids 🔗 🔗… Chem. Asian J. 2016, 11, 376–379. (DOI: 10.1002/asia.201501080)
• Enoki, Y.; Watanabe H.; Arake, R.; Sugimoto, R.; Imafuku, T.; Tominaga, Y.; Ishima, Y.; Kotani, S.; Nakajima, M.; Tanaka, M.; Matsushita, K.; Fukagawa, M.; Otagiri, M.; Maruyama, T. Indoxyl Sulfate Potentiates Skeletal Muscle Atrophy… Sci. Rep. 2016, 6, 32084.

2015

• Kotani, S.; Sakamoto, M.; Osakama, K.; Nakajima, M. Tertiary Amine as a Nucleophile Carrier… Eur. J. Org. Chem. 2015, 30, 6606–6609.
• Sugiura, M.; Ashigari, Y.; Nakajima, M. One‑pot Synthesis of β,β‑Disubstituted α,β‑Unsaturated Carbonyl Compounds 🔗 🔗… J. Org. Chem. 2015, 80, 8830–8835. (DOI: 10.1021/acs.joc.5b01217)
• Ishima, Y.; Narisoko, T.; Kragh‑Hansen, U.; Kotani, S.; Nakajima, M.; Otagiri, M.; Maruyama, T. Nitration of Indoxyl Sulfate 🔗 🔗… Biochem. Biophys. Res. Commun. 2015, 465, 481–487. (DOI: 10.1016/j.bbrc.2015.08.043)
• Sugiura, M.; Ishikawa, W.; Kuboyama, Y.; Nakajima, M. Conjugate Addition of Diboron Catalyzed by O‑Monoacyltartaric Acid 🔗 🔗. Synthesis 2015, 47, 2265–2269. (DOI: 10.1055/s-0034-1378835)
• Kotani, S.; Moritani, M.; Nakajima, M. Chiral Lithium Binaphtholate… Asian J. Org. Chem. 2015, 4, 616–618.

• Kotani, S.; Aoki, S.; Sugiura, M.; Ogasawara, M.; Nakajima, M. Phosphine Oxide‑Catalyzed Enantioselective Intramolecular Aldol Reaction… Org. Lett. 2014, 16, 4802–4805.
• Sugiura, M.; Kinoshita, R.; Nakajima, M. O‑Monoacyltartaric Acid‑Catalyzed Enantioselective Conjugate Addition… Org. Lett. 2014, 16, 5172–5175.
• Watanabe, H.; Sakaguchi, Y.; Sugimoto, R.; Kaneko, K.; Iwata, H.; Kotani, S.; Nakajima, M.; Ishima, Y.; Otagiri, M.; Maruyama, T. Human Organic Anion Transporters… Clin. Exp. Nephrol. 2014, 18, 814–820.