Grant-in-Aid for Scientific Research on Innovative AreasPrecise Formation of a Catalyst Having a Specified Field for Use in Extremely Difficult Substrate Conversion Reactions

Masato Kitamura » Japanese

Affiliation Graduate School of Pharmaceutical Sciences, Nagoya University
Position Professor
Contact Email
HP http://www.ps.nagoya-u.ac.jp/os/en/
Speciality Organic Synthetic Chemistry
Keyword Molecular Catalyst, Mechanism, Asymmetric Synthesis
Institute The Pharmaceutical Society of Japan, The Chemical Society of Japan, Japan Society of Bioscience, Biotechnology, and Agrochemistry, The Society of Synthetic Organic Chemistry, Japan, American Chemical Society

Abstract

Development of Chiral Multidentate Ligands toward Precise Control of Metal Catalysts

Achievement

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Original papers

  • "CpRu/Brønsted Acid-Catalyzed Enantioselective Dehydrative Cyclization of Pyrroles N-Tethered with Allylic Alcohols"
    Iwase, S.; Suzuki, Y.; Tanaka, S.; *Kitamura, M.
    Org. Lett. , 2020, 22, ASAP
  • "CpRuII-Chiral Bisamidine Complex Catalyzed Asymmetric Carroll-type Decarboxylative Allylation of β-Keto Allyl Esters"
    Ogawa, S.; Miyata, K.; Kawakami, S.; *Tanaka, S.;* Kitamura, M.
    Tetrahedron, 2020, 76, 130888
  • "Synthesis of the core structure of phalarine"
    Douki, K.; Shimokawa, J.; *Kitamura, M.
    Organic & Biomolecular Chemistry, 2019, 17, 1727-1730
  • "Bisamidine–Cu(I)-catalyzed C-Allylation of 1,3-Dicarbonyl Compounds with Simple Cyclic Alkenes Using Di-tert-butyl Peroxide"
    Tanaka, S.; Ramachandran, G.; Hori, Y.; *Kitamura, M.
    Chemistry Letters, 2018, 47, 1486-1489
  • "Revisiting the CuII-Catalyzed Asymmetric Friedel–Crafts Reaction of Indole with Trifluoropyruvate"
    Le, T. P.; Higashita, K.; Tanaka, S.; Yoshimura, M.; *Kitamura, M.
    Organic Letters, 2018, 20, 7149-7153
  • "Mechanistic Study of the Ru-Catalyzed Asymmetric Hydrogenation of Nonchelatable and Chelatable tert-Alkyl Ketones Using the Linear Tridentate sp3P/sp3NH/sp2N-Combined Ligand PN(H)N: RuNH- and RuNK-Involved Dual Catalytic Cycle"
    Nakane, S.; Yamamura, T.; Manna, S. K.; Tanaka, S.; *Kitamura, M.
    ACS Catal, 2018, 8, 11059-11075
  • "Synthesis of fluspidine via asymmetric NaBH4 reduction of silicon enolates of b-keto esters"
    Nakane, S.; Yoshinaka, S.; Iwase, S.; Shuto, Y.; Bunse, P.; Wünsch, B.; Tanaka, S.; *Kitamura, M.
    Tetrahedron, 2018, 74, 5069-5084
  • "Synthetic analogs of a protozoan glycolipid designed to combat intracellular Leishmania infection"
    Choy, S. L.; Bernin, H.; Aiba, T.; Bifeld, E.; Lender, S. C.; Mühlenpfordt, M.; Noll, J.; Eick, J.; Marggra, C.; Niss, H.; Roldán, N. G.; Tanaka, S.; Kitamura, M.; Fukase, K.; Clos, J.; Tannich, E.; Fujimoto, Y.; *Lotter, H.
    Scientific Reports, 2017, 7, 9472
  • "Modular Construction of Protected 1,2/1,3-Diols, -Amino Alcohols, and -Diamines via Catalytic Asymmetric Dehydrative Allylation: An Application to Synthesis of Sphingosine"
    Tanaka, S.; Gunasekar, R.; Tanaka, T.; Iyoda, Y.; Suzuki, Y.; *Kitamura, M.
    J. Org. Chem., 2017, 82, 9160–9170
  • "π-Allyl Donicity Switch in Catalytic Asymmetric Allylation: Usability of a Robust and Feasible Allyl Methyl Ether"
    Suzuki, Y.; Iwase, S.; Hashimoto, K.; Tanaka, S.; *Kitamura, M.
    Chem. Lett., 2017, 46, 1308–1310
  • "Synthesis and biological evaluation of chemokine receptor ligands with 2-benzazepine scaffold"
    Thum, S.; Kokornaczyk, A. K.; Seki, T.; Maria, M. D.; Zacarias, N. V. O.; Vries, H.; Weiss, C.; Koch, M.; Schepmann, D.; Kitamura, M.; Tschammer, N.; Heitman, L. H.; Junker, A.; *Wünsch, B.
    Eur. J. Med. Chem., 2017, 135, 401–413
  • "Do GluN2B subunit containing NMDA receptors tolerate a fluorine atom in the phenylalkyl side chain?"
    Shut, Y.; Thum, S.; Temme, L.; Schepmann, D.; Kitamura, M.; *Wünsch, B.
    MedChemComm, 2017, 8, 975–981
  • "Enantio- and Diastereoselective Dehydrative “One-Step” Construction of Spirocarbocycles via a Ru/H<sup>+</sup>-Catalyzed Tsuji–Trost Approach"
    Suzuki, Y.; Vatmurge, N.; Tanaka, S.; Kitamura, M
    Chemistry - An Asian Journal, 2017, 12(6), 633–637
  • "Development of an axially chiral sp3P/sp3NH/sp2N-combined linear tridentate ligand—fac-selective formation of Ru(II) complexes and application to ketone hydrogenation"
    Yamamura, T.; Nakane, S.; Nomura, Y.; Tanaka, S.; Kitamura, M.
    Tetrahedron, 2016, 72, 3781–3789
  • "Development of a Divergent Synthetic Route to the Erythrina Alkaloids: Asymmetric Syntheses of 8-Oxo-erythrinine, Crystamidine, 8-Oxo-erythraline, and Erythraline"
    Umihara, H.; Yoshiko, T.; Shimokawa, J.; Kitamura, M.; Fukuyama, T.
    Angew. Chem. Int. Ed., 2016, 55, 6915–6918
  • "Enantioselective Total Synthesis of (+)-Hinckdentine A via a Catalytic Dearomatization Approach"
    Douki, K.; Ono, H.; Taniguchi, T.; Shimokawa, J.; Kitamura, M.; Fukuyama, T.
    J. Am. Chem. Soc, 2016, 138, 14578–14581

Conference

  • International Congress on Pure&Applied Chemistry 2018
    "Donor-Acceptor Bifunctional Catalyst—From DAIB–Zn to Ru/Brønsted Acid Combined Catalyst—", Oral Presentation
    北村雅人
    3/2018~3/2018, Siem Reap, Cambodia
  • International Symposium on Pure & Applied Chemistry
    "ビスアミジン型sp2N系二座配位子の開発", Oral Presentation
    北村雅人
    6/2017~6/2017, Ho Chi Minh, Vietnam
  • 精密制御反応場国際シンポジウム
    "Syntheses and Analyses of fac-Ruthenium Complexes with R-PN(H)N toward Mechanistic Study on Asymmetric Hydrogenation of Ketones", Oral Presentation
    北村雅人
    5/2017~5/2017, Osaka, Japan

National Conference

  • 新学術領域研究「精密制御反応場」第4回公開シンポジウム
    "PNN–Ru–DMSO錯体を触媒に用いるケトン類の不斉水素化の機構", 口頭発表
    北村雅人
    1/2018~1/2018, 東京

Media

  • Chem. Asian J., カバーピクチャ
    「Water, an Essential Element for a ZnII‐Catalyzed Asymmetric Quinone Diels‐Alder Reaction: Multi‐Selective Construction of Highly Functionalized cis‐Decalins」
    Morimoto, K.; Le, T. P.; Manna, S. K.; Kiran, I. N. C.; Tanaka, S.; Kitamura, M., 9/16/2019
    PDF File