MITA, Tsuyoshi

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MITA, Tsuyoshi
Chief (Mixed-lab)
Research Areas
Synthetic Organic Chemistry, Organometallic Chemistry, Medicinal Chemistry, Computational Chemistry
Related Website
Contact

tmita atmark icredd.hokudai.ac.jp

About the Research

Research Theme

Synthetic organic chemistry (development of new chemical reactions, catalyst design)

Keyword

Development of new chemical reactions, Carbon dioxide fixation, Amino acids
Research History

See my CV.

Representative Research Achievements

  • Mita, T.*; Harabuchi, Y.; Maeda, S.* “Discovery of a Synthesis Method for a Difluoroglycine Derivative Based on a Path Generated by Quantum Chemical Calculations” Chem. Sci. 2020, 11.
    DOI: 10.1039/D0SC02089C.
  • Mita, T.*; Uchiyama, M.; Sato, Y.* “Catalytic Intramolecular Coupling of Ketoalkenes by Allylic C(sp3)–H Bond Cleavage: Synthesis of Five- and Six-Membered Carbocyclic Compounds” Adv. Synth. Catal. 2020, 362 (6), 1275-1280.
    DOI: 10.1002/adsc.201901533
  • Mita, T.*; Ishii, S.; Higuchi, Y.; Sato, Y.* “Pd-Catalyzed Dearomative Carboxylation of Indolylmethanol Derivatives” Org. Lett. 2018, 20 (23), 7603-7606.
    DOI: 10.1021/acs.orglett.8b03337
  • Michigami, K.; Mita, T.*; Sato, Y.* “Cobalt-Catalyzed Allylic C(sp3)-H Carboxylation with CO2J. Am. Chem. Soc. 2017, 139 (17), 6094-6097.
    DOI: 10.1021/jacs.7b02775
  • Mita, T.*; Sugawara, M.; Sato, Y.* “One-Pot Synthesis of α-Amino Acids through Carboxylation of Ammonium Ylides with CO2 Followed by Alkyl Migration” J. Org. Chem. 2016, 81 (12), 5236-5243.
    DOI: 10.1021/acs.joc.6b00837
  • Mita, T.*; Higuchi, Y.; Sato, Y.* “Highly Regioselective Palladium-Catalyzed Carboxylation of Allylic Alcohols with CO2 Chem. Eur. J. 2015, 21 (46), 16391-16394.
    DOI: 10.1002/chem.201503359
  • Mita, T.*; Sugawara, M.; Saito, K.; Sato, Y.* “Catalytic Enantioselective Silylation of N-Sulfonylimines: Asymmetric Synthesis of α-Amino Acids from CO2 via Stereospecific Carboxylation of α-Amino Silanes” Org. Lett. 2014, 16 (11), 3028-3031.
    DOI: 10.1021/ol501143c
  • Mita, T.*; Ikeda, Y.; Michigami, K.; Sato, Y.* “Iridium-Catalyzed Triple C(sp3)-H Borylations: Construction of Triborylated Sp3-Carbon Centers” Chem. Commun. 2013, 49 (49), 5601-5603.
    DOI: 10.1039/C3CC42675K
  • Mita, T.*; Chen, J.; Sugawara, M.; Sato, Y.* “One-Pot Synthesis of α-Amino Acids from Imines through CO2Incorporation: An Alternative Method for Strecker Synthesis” Angew. Chem. Int. Ed. 2011, 50 (6), 1393-1396.
    DOI: 10.1002/anie.201006422

Related Research

Publications

2020

  • Catalytic Intramolecular Coupling of Ketoalkenes by Allylic C(sp3)-H Bond Cleavage: Synthesis of Five- and Six-Membered Carbocyclic Compounds
    T. Mita, M. Uchiyama, Y. Sato, Adv. Synth. Catal., 2020, 362, 1275-1280
    DOI: 10.1002/adsc.201901533

2019

  • Catalytic Carboxylation of Heteroaromatic Compounds: Double and Single Carboxylation with CO2
    T. Mita, H. Masutani, S. Ishii, Y. Sato, Synlett, 2019, 30, 841-844
    DOI: 10.1055/s-0037-1612414
  • Syntheses of α-Amino Acids by Using CO2 as a C1 Source
    T. Mita, Y. Sato, Chem. Asian J., 2019, 14, 2038-2047
    DOI: 10.1002/asia.201900379

2018

  • Pd-Catalyzed Dearomative Carboxylation of Indolylmethanol Derivatives
    T. Mita, S. Ishii, Y. Higuchi, Y. Sato, Org. Lett., 2018, 20, 7603-7606
    DOI: 10.1021/acs.orglett.8b03337
  • Cobalt-Catalyzed Nucleophilic Addition of the Allylic C(sp3)-H Bond of Simple Alkenes to Ketones
    T. Mita, M. Uchiyama, K. Michigami, Y. Sato, Beilstein J. Org. Chem., 2018, 14, 2012-2017
    DOI: 10.3762/bjoc.14.176

2017

  • Palladium-Catalyzed Intramolecular Arylative Carboxylation of Allenes with CO2 for the Construction of 3-Substituted Indole-2-Carboxylic Acids
    Y. Higuchi, T. Mita, Y. Sato, Org. Lett., 2017, 19, 2710-2713
    DOI: 10.1021/acs.orglett.7b01055
  • Cobalt-Catalyzed Allylic C(sp3)-H Carboxylation with CO2
    K. Michigami, T. Mita, Y. Sato, J. Am. Chem. Soc., 2017, 139, 6094-6097
    DOI: 10.1021/jacs.7b02775
  • Cobalt-Catalyzed Direct Addition of Allylic C(sp3)-H Bonds to Ketones
    T. Mita, S. Hanagata, K. Michigami, Y. Sato, Org. Lett., 2017, 19, 5876-5879
    DOI: 10.1021/acs.orglett.7b02871

2016

  • Stereoretentive Addition of N-Tert-Butylsulfonyl-α-Amido Silanes to Aldehydes, Ketones, α,β-Unsaturated Esters, and Imines
    T. Mita, K. Saito, M. Sugawara, Y. Sato, Chem. Asian J., 2016, 11, 1528-1531
    DOI: 10.1002/asia.201600270
  • One-Pot Synthesis of α-Amino Acids through Carboxylation of Ammonium Ylides with CO2 Followed by Alkyl Migration
    T. Mita, M. Sugawara, Y. Sato, J. Org. Chem., 2016, 81, 5236-5243
    DOI: 10.1021/acs.joc.6b00837
  • Palladium-Catalyzed Carboxylation of Activated Vinylcyclopropanes with CO2
    T. Mita, H. Tanaka, Y. Higuchi, Y. Sato, Org. Lett., 2016, 18, 2754-2757
    DOI: 10.1021/acs.orglett.6b01231

2015

  • Development of Catalytic C(sp3)-H Silylation and Triborylation Followed by Carboxylation with CO2
    T. Mita, Yuki Gosei Kagaku Kyokaishi, 2015, 73, 810-820
    DOI: 10.5059/yukigoseikyokaishi.73.810
  • Highly Regioselective Palladium-Catalyzed Carboxylation of Allylic Alcohols with CO2
    T. Mita, Y. Higuchi, Y. Sato, Chem. Eur. J., 2015, 21, 16391-16394
    DOI: 10.1002/chem.201503359
  • A Strained Disilane-Promoted Carboxylation of Organic Halides with CO2 under Transition-Metal-Free Conditions
    T. Mita, K. Suga, K. Sato, Y. Sato, Org. Lett., 2015, 17, 5276-5279
    DOI: 10.1021/acs.orglett.5b02645

2014

  • Synthesis of Arylglycines from CO2 through α-Amino Organomanganese Species
    T. Mita, J. Chen, Y. Sato, Org. Lett., 2014, 16, 2200-2203
    DOI: 10.1021/ol500701n
  • Carboxylation with CO2 via Brook Rearrangement: Preparation of α-Hydroxy Acid Derivatives
    T. Mita, Y. Higuchi, Y. Sato, Org. Lett., 2014, 16, 14-17
    DOI: 10.1021/ol403099f
  • Catalytic Enantioselective Silylation of N-Sulfonylimines: Asymmetric Synthesis of α-Amino Acids from CO2 via Stereospecific Carboxylation of α-Amino Silanes
    T. Mita, M. Sugawara, K. Saito, Y. Sato, Org. Lett., 2014, 16, 3028-3031
    DOI: 10.1021/ol501143c
  • Ruthenium-Catalyzed C-H Silylation of 1-Arylpyrazole Derivatives and Fluoride-Mediated Carboxylation: Use of Two Nitrogen Atoms of the Pyrazole Group
    T. Mita, H. Tanaka, K. Michigami, Y. Sato, Synlett, 2014, 25, 1291-1294, 4 pp.
    DOI: 10.1055/s-0033-1341230

2013

  • One-Step Synthesis of Racemic α-Amino Acids from Aldehydes, Amine Components, and Gaseous CO2 by the Aid of a Bismetal Reagent
    T. Mita, Y. Higuchi, Y. Sato, Chem. Eur. J., 2013, 19, 1123-1128
    DOI: 10.1002/chem.201202332
  • Iridium-Catalyzed Triple C(sp3)-H Borylations: Construction of Triborylated sp3-Carbon Centers
    T. Mita, Y. Ikeda, K. Michigami, Y. Sato, Chem. Commun., 2013, 49, 5601-5603
    DOI: 10.1039/c3cc42675k
  • Iridium- and Rhodium-Catalyzed Dehydrogenative Silylations of C(sp3)-H Bonds Adjacent to a Nitrogen Atom Using Hydrosilanes
    T. Mita, K. Michigami, Y. Sato, Chem. Asian J., 2013, 8, 2970-2973
    DOI: 10.1002/asia.201300930
  • One-Pot Synthesis of α-Amino Acids from CO2 Using Bismetal Reagents
    T. Mita, Y. Sato, Yuki Gosei Kagaku Kyokaishi, 2013, 71, 1163-1171
    DOI: 10.5059/yukigoseikyokaishi.71.1163

2012

  • One-Pot Synthesis of α-Amino Acids from CO2 Using a Bismetal Reagent with Si-B Bond
    T. Mita, J. Chen, M. Sugawara, Y. Sato, Org. Lett., 2012, 14, 6202-6205
    DOI: 10.1021/ol302952r
  • Convenient and Practical Synthesis of α-Amido Stannanes
    T. Mita, Y. Higuchi, Y. Sato, Synthesis, 2012, 44, 194-200
    DOI: 10.1055/s-0031-1289597
  • Sequential Protocol for C(sp3)-H Carboxylation with CO2: Transition-Metal-Catalyzed Benzylic C-H Silylation and Fluoride-Mediated Carboxylation
    T. Mita, K. Michigami, Y. Sato, Org. Lett., 2012, 14, 3462-3465
    DOI: 10.1021/ol301431d
  • Synthesis of Arylglycine and Mandelic Acid Derivatives through Carboxylations of α-Amido and α-Acetoxy Stannanes with Carbon Dioxide
    T. Mita, M. Sugawara, H. Hasegawa, Y. Sato, J. Org. Chem., 2012, 77, 2159-2168
    DOI: 10.1021/jo202597p

2011

  • One-Pot Synthesis of α-Amino Acids from Imines through CO2 Incorporation: An Alternative Method for Strecker Synthesis
    T. Mita, J. Chen, M. Sugawara, Y. Sato, Angew. Chem., Int. Ed., 2011, 50, 1393-1396, S1393/1-S1393/26
    DOI: 10.1002/anie.201006422
  • Practical Synthesis of N-Boc- and N-Cbz-α-Amido Stannanes from α-Amido Sulfones Using TMSSnBu3 and CsF
    T. Mita, Y. Higuchi, Y. Sato, Org. Lett., 2011, 13, 2354-2357
    DOI: 10.1021/ol200599d

2009

  • Bifunctional Asymmetric Catalysis with Hydrogen Chloride: Enantioselective Ring Opening of Aziridines Catalyzed by a Phosphinothiourea
    T. Mita, E. N. Jacobsen, Synlett, 2009, , 1680-1684
    DOI: 10.1055/s-0029-1217344

2007

  • Toward a Rational Design of the Assembly Structure of Polymetallic Asymmetric Catalysts: Design, Synthesis, and Evaluation of New Chiral Ligands for Catalytic Asymmetric Cyanation Reactions
    I. Fujimori, T. Mita, K. Maki, M. Shiro, A. Sato, S. Furusho, M. Kanai, M. Shibasaki, Tetrahedron, 2007, 63, 5820-5831
    DOI: 10.1016/j.tet.2007.02.081
  • Second Generation Catalytic Asymmetric Synthesis of Tamiflu: Allylic Substitution Route
    T. Mita, N. Fukuda, F. X. Roca, M. Kanai, M. Shibasaki, Org. Lett., 2007, 9, 259-262
    DOI: 10.1021/ol062663c

2006

  • Key Role of the Lewis Base Position in Asymmetric Bifunctional Catalysis: Design and Evaluation of a New Ligand for Chiral Polymetallic Catalysts
    I. Fujimori, T. Mita, K. Maki, M. Shiro, A. Sato, S. Furusho, M. Kanai, M. Shibasaki, J. Am. Chem. Soc., 2006, 128, 16438-16439
    DOI: 10.1021/ja067003h
  • De Novo Synthesis of Tamiflu via a Catalytic Asymmetric Ring-Opening of meso-Aziridines with TMSN3
    Y. Fukuta, T. Mita, N. Fukuda, M. Kanai, M. Shibasaki, J. Am. Chem. Soc., 2006, 128, 6312-6313
    DOI: 10.1021/ja061696k
  • Assembly State of Catalytic Modules as Chiral Switches in Asymmetric Strecker Amino Acid Synthesis
    N. Kato, T. Mita, M. Kanai, B. Therrien, M. Kawano, K. Yamaguchi, H. Danjo, Y. Sei, A. Sato, S. Furusho, M. Shibasaki, J. Am. Chem. Soc., 2006, 128, 6768-6769
    DOI: 10.1021/ja060841r

2005

  • Catalytic Enantioselective Reactions by the Chiral Cobalt Complexes as Lewis Acid Catalysts
    T. Kezuka, T. Mita, I. Iwakura, T. Ikeno, T. Yamada, Yuki Gosei Kagaku Kyokaishi, 2005, 63, 604-615
    DOI: 10.5059/yukigoseikyokaishi.63.604
  • Catalytic Enantioselective Desymmetrization of meso-N-Acylaziridines with TMSCN
    T. Mita, I. Fujimori, R. Wada, J. Wen, M. Kanai, M. Shibasaki, J. Am. Chem. Soc., 2005, 127, 11252-11253
    DOI: 10.1021/ja053486y
  • Catalytic Enantioselective Conjugate Addition of Cyanide to α,β-Unsaturated N-Acylpyrroles
    T. Mita, K. Sasaki, M. Kanai, M. Shibasaki, J. Am. Chem. Soc., 2005, 127, 514-515
    DOI: 10.1021/ja043424s

2003

  • Enantioselective 1,3-Dipolar Cycloaddition Reaction of Nitrones with α,β-Unsaturated Aldehydes Catalyzed by Cationic 3-Oxobutylideneaminatocobalt(III) Complexes
    S. Kezuka, N. Ohtsuki, T. Mita, Y. Kogami, T. Ashizawa, T. Ikeno, T. Yamada, Bull. Chem. Soc. Jpn., 2003, 76, 2197-2207
    DOI: 10.1246/bcsj.76.2197
  • Enantioselective 1,3-Dipolar Cycloaddition Reactions between Nitrones and α-Substituted α,β-Unsaturated Aldehydes Catalyzed by Chiral Cationic Cobalt(III) Complexes
    N. Ohtsuki, S. Kezuka, Y. Kogami, T. Mita, T. Ashizawa, T. Ikeno, T. Yamada, Synthesis, 2003, , 1462-1466
    DOI:

2002

  • Enantioselective 1,3-Dipolar Cycloaddition of Nitrones Catalyzed by Optically Active Cationic Cobalt(III) Complexes
    T. Mita, N. Ohtsuki, T. Ikeno, T. Yamada, Org. Lett., 2002, 4, 2457-2460
    DOI: 10.1021/ol026079p

2001

  • Highly Active 3-Oxobutylideneaminatocobalt Complex Catalysts for an Enantioselective Hetero Diels-Alder Reaction
    S. Kezuka, T. Mita, N. Ohtsuki, T. Ikeno, T. Yamada, Bull. Chem. Soc. Jpn., 2001, 74, 1333-1342
    DOI: 10.1246/bcsj.74.1333

2000

  • Optically Active Cationic Cobalt(III) Complexes: Highly Efficient Catalysts for Enantioselective Hetero Diels-Alder Reaction
    S. Kezuka, T. Mita, N. Ohtsuki, T. Ikeno, T. Yamada, Chem. Lett., 2000, , 824-825
    DOI: 10.1246/cl.2000.824
  • Optically Active Aldiminato Cobalt(II) Complex Catalyst for Enantioselective Hetero-Diels-Alder Reaction
    T. Yamada, S. Kezuka, T. Mita, T. Ikeno, Heterocycles, 2000, 52, 1041-1045
    DOI: 10.3987/COM-99-S126