Ohashi lab title

Paper

2021

D. E. Sunagawa, N. Ishida, H. Iwamoto, M. Ohashi, C. Fruit, S. Ogoshi,
J. Org. Chem. , 2021, 86, 6015-6024.
Synthesis of Fluoroalkyl Sulfides via Additive-free Hydrothiolation and Sequential Functionalization Reactions

A modular synthetic method, involving a hydrothiolation, silylation, and fluoroalkylation, for the construction of highly functionalized fluoroalkyl sulfides has been developed. The use of the aprotic polar solvent N,N-dimethylacetamide is the key to success in the additive-free chemoselective hydrothiolation of tetrafluoroethylene, trifluorochloroethylene, and hexafluoropropene with various thiols.
N. Ishida, T. Adachi, H. Iwamoto, M. Ohashi, S. Ogoshi
Chem. Lett. , 2021, 50, 442-444.
Copper(I)-Mediated C–N/C–C Bond-Forming Reaction with Tetrafluoroethylene for the Synthesis of N-Fluoroalkyl Heteroarenes via an Azacupration/Coupling Mechanism

A novel copper-mediated N-fluoroalkylation of heteroarenes has been developed. Treating an in-situ-generated N–Cu complex with tetrafluoroethylene in the presence of iodoarenes furnished the corresponding N- and aryl-difunctionalized tetrafluoroethanes in up to 98% yield. This method enables the synthesis of tetrafluoroethylene-bridged heteroarenes in a one-pot reaction.

2020

H. Iwamoto, H. Imiya, M. Ohashi, S. Ogoshi
J. Am. Chem. Soc. , 2020, 142, 19360-19367.
Cleavage of C(sp3)–F Bonds in Trifluoromethylarenes Using a Bis(NHC)nickel(0) Complex

The oxidative addition of a single C(sp3)–F bond in trifluoromethylarenes to a transition-metal complex is described. A nickel(0) complex that bears two NHC ligands is able to cleave the C(sp3)–F bonds. Isolation and characterization studies suggested that the cleavage of the C(sp3)−F bond proceeds via a η2-arene nickel(0) complex.
N. Ishida, H. Iwamoto, D. E. Sunagawa, M. Ohashi, S. Ogoshi
Synthesis , 2020, eFirstArticle.
CsF-Catalyzed Fluoroacylation of Tetrafluoroethylene Using Acyl Fluorides for the Synthesis of Pentafluoroethyl Ketones

A catalytic method for the preparation of pentafluoroethyl ketones has been developed. The cesium fluoride catalyst can be used to convert acyl fluorides into the pentafluoroethyl ketones under tetrafluoroethylene pressure without generating stoichiometric quantities of chemical waste.
K. Kikushima, Y. Etou, R. Kamura, I. Takeda, H. Ito, M. Ohashi, S. Ogoshi
Org. Lett., 2020, 22, 8167-8172.
Direct Transformation of Tetrafluoroethylene to Trifluorovinylzinc via sp2 C–F Bond Activation

A novel synthetic approach for the preparation of trifluorovinylzinc chloride via a C–F bond activation of tetrafluoroethylene (TFE) is disclosed. The present system provides a practical synthetic route to various trifluorovinyl derivatives with very low energy consumption.
K. Ashida, Y. Hoshimoto, N. Tohnai, D. Scott, M. Ohashi, H. Imaizumi, Y. Tsuchiya, S. Ogoshi
J. Am. Chem. Soc., 2020, 142, 1594-1602.
Enantioselective Synthesis of Polycyclic γ-Lactams with Multiple Chiral Carbon Centers via Ni(0)-Catalyzed Asymmetric Carbonylative Cycloadditions without Stirring

A novel strategy to construct polycyclic γ-lactam derivatives that contain more than two contiguous stereogenic centers in an enantioselective as well as atom-economic manner is reported. The results of mechanistic studies, including the isolation of a chiral heteronickelacycle key intermediate, support that the enantioselectivity on the two contiguous carbon atoms of the γ-lactams is determined during the oxidative cyclization on nickel(0).

2019

H. Shirataki, T. Ono, M. Ohashi, and S. Ogoshi
Org. Lett., 2019, 21, 851-856.
Ni(0)-Catalyzed Three-Component Coupling Reaction of Tetrafluoroethylene and N-Sulfonyl-Substituted Imines with Silanes via Aza-Nickelacycles

A nickel-catalyzed three-component coupling reaction of tetrafluoroethylene (TFE) and N--sulfonyl-substituted imines with silanes that furnishes a variety of fluorine-containing amines is disclosed. Stoichiometric experiments revealed that the aza-nickelacycles generated via oxidative cyclization of TFE and N--sulfonyl-substituted imines on Ni(0) were identified as the key intermediates in this catalytic reaction. A single-crystal X-ray diffraction study on such an aza-nickelacycle revealed that the O atom of the N--sulfonyl group stabilizes the key intermediate via coordination to the nickel center.
H. Shirataki, M. Ohashi, and S. Ogoshi
Eur. J. Org. Chem., 2019, 9, 1883-1887.
Nickel-catalyzed Three-component Coupling Reaction of Tetrafluoroethylene and Aldehydes with Silanes via Oxa-Nickelacycles

The nickel-catalyzed synthesis of a variety of fluorine-containing silyl ethers from tetrafluoroethylene (TFE) and aldehydes with silanes in a selective manner is disclosed. Stoichiometric reactions revealed that the oxa-nickelacycle, which is generated upon oxidative cyclization of TFE and an aldehyde with Ni(0), is the key intermediate, whose molecular structure was confirmed by single-crystal X-ray diffraction analysis. Highlighted as a Cover Picture
T. Kawashima, M. Ohashi, S. Ogoshi,
J. Am. Chem. Soc. 2018, 140, 17423−17427 (DOI: 10.1021/jacs.8b11671).
Selective Catalytic Formation of Cross-Tetramers from Tetrafluoroethylene, Ethylene, Alkynes, and Aldehydes via Nickelacycles as Key Reaction Intermediates
Y. Hoshimoto, T. Kinoshita, S. Hazra, M. Ohashi, S. Ogoshi,
J. Am. Chem. Soc. 2018, 140, 7292−7300.
Main-Group-Catalyzed Reductive Alkylation of Multiply Substituted Amines with Aldehydes Using H2
M. Ohashi, Naoyoshi Ishida, Kota Ando, Yu Hashimoto, Anna Shigaki, Kotaro Kikushima, S. Ogoshi,
Chem. Eur. J. 2018, 24, 9794–9798.
CuI-Catalyzed Pentafluoroethylation of Aryl Iodides in the Presence of Tetrafluoroethylene and Cesium Fluoride: Determining the Route to Key Pentafluoroethyl CuI Intermediate
H. Sakaguchi, M. Ohashi, S. Ogoshi,
Angew. Chem. Int. Ed. 2018, 57, 328–332.
Fluorinated Vinylsilanes from the Copper-Catalyzed Defluorosilylation of Fluoroalkene Feedstocks
T. Kawashima, M. Ohashi, S. Ogoshi,
J. Am. Chem. Soc. 2017, 139, 17795−17798.
Nickel-Catalyzed Formation of 1,3-Dienes via a Highly Selective Cross-Tetramerization of Tetrafluoroethylene, Styrenes, Alkynes, and Ethylene
K. Kikushima, M. Grellier, M. Ohashi, S. Ogoshi,
Angew. Chem. Int. Ed. 2017, 56, 16191–16196.
Transition-metal-free catalytic hydrodefluorination of polyfluoroarenes via a concerted nucleophilic aromatic substitution with a hydrosilicate
H. Sakaguchi, Y. Uetake, M. Ohashi, T. Niwa, S. Ogoshi, T. Hosoya,
J. Am. Chem. Soc. 2017, 139, 12855−12862.
Copper-Catalyzed Regioselective Monodefluoroborylation of Polyfluoroalkenes en Route to Diverse Fluoroalkenes
M. Ohashi, T. Adachi, N. Ishida, K. Kikushima, S. Ogoshi,
Angew. Chem. Int. Ed. 2017, 56, 11911–11915.
Synthesis and Reactivity of Fluoroalkyl Copper Complexes by the Oxycupration of Tetrafluoroehtylene
Y. Hoshimoto, T. Asada, S. Hazra, M. Ohashi, S. Ogoshi,
Chem. Lett. 2017, 46, 1211−1213.
Phosphorylation of Isocyanates and Aldehydes Mediated by Multifunctional N-Phosphine Oxide-Substituted Imidazolylidenes
Y. Hayashi, Y. Hoshimoto, R. Kumar, S. Hazra, M. Ohashi, S. Ogoshi,
Chem. Lett. 2017, 46, 1096−1098.
Main-Group-Catalyzed Reductive Alkylation of Multiply Substituted Amines with Aldehydes Using H2
R. Kumar, Y. Hoshimoto, E. Tamai, M. Ohashi, S. Ogoshi,
Nature Commun. 2017, 8, 32–38.
Two-step synthesis of chiral fused tricyclic scaffolds from phenols via desymmetrization on nickel
Y. Hoshimoto, K. Ashida, Y. Sasaoka, R. Kumar, K. Kamikawa, X. Verdaguer, A. Riera, M. Ohashi, S. Ogoshi,
Angew. Chem. Int. Ed. 2017, 56, 8206–8210.
Efficient Synthesis of Polycyclic γ-Lactams by Catalytic Carbonylation of Ene-Imines via Nickelacycle Intermediate
M. Ohashi, Y. Ueda, S. Ogoshi,
Angew. Chem. Int. Ed. 2017, 56, 2435–2439.
Nickel(0)-Mediated Transformation of Tetrafluoroethylene and Vinylarenes into Fluorinated Cyclobutyl Compounds
Y. Hoshimoto, Y. Hayashi, M. Ohashi, S. Ogoshi,
Chem. Asian J. 2017, 12, 278−282.
Kinetic and Theoretical Studies on Ni(0)/N-Heterocyclic Carbene-Catalyzed Intramolecular Alkene Hydroacylation
Y. Hoshimoto, T. Asada, S. Hazra, T. Kinoshita, P. Sombit, R. Kumar, M. Ohashi, S. Ogoshi,
Angew. Chem. Int. Ed. 2016, 55, 16075−16079.
Strategic Utilization of Multifunctional Carbene for Direct Synthesis of Carboxylic-Phosphinic Mixed Anhydride from CO2
R. Kumar, E. Tamai, A. Onishi, A. Nishimura, Y. Hoshimoto, M. Ohashi, S. Ogoshi,
Synthesis 2016, 48, 2789−2794.
Nickel-Catalyzed Enantioselective Synthesis of Cyclobutenes via [2+2] Cycloaddition of α,β-Unsaturated Carbonyls with 1,3-Enynes
Y. Hayashi, Y. Hoshimoto, R. Kumar, M. Ohashi, S. Ogoshi,
Chem. Commun. 2016, 52, 6237−6240.
Ni(0)-catalyzed intramolecular reductive coupling of alkenes and aldehydes or ketones with hydrosilane
R. Doi, M. Ohashi, S. Ogoshi,
Angew. Chem. Int. Ed. 2016, 55, 341−344.
Copper-Catalyzed Reaction of Trifluoromethylketones with Aldehydes via a Copper Difluoro¬enolate
R. Kumar, H. Tokura, A. Nishimura, T. Mori, Y. Hoshimoto, M. Ohashi, S. Ogoshi,
Org. Lett. 2015, 17, 6018−6021.
Nickel(0)/N-Heterocyclic Carbene-Catalyzed Asymmetric [2+2+2] Cycloaddition of Two Enones and an Alkyne: Access to Cyclohexenes with Four Contiguous Stereogenic Centers
R. Kumar, Y. Hoshimoto, H. Yabuki, M. Ohashi, S. Ogoshi,
J. Am. Chem. Soc. 2015, 137, 11838−11845.
Nickel(0)-Catalyzed Enantio- and Diastereoselective Synthesis of Benzoxasiloles: Ligand-Controlled Switching from Inter- to Intramolecular Aryl-Transfer Process
Y. Hoshimoto, T. Kinoshita, M. Ohashi, S. Ogoshi,
Angew. Chem. Int. Ed. 2015, 54, 11666−11671.
A Strategy to Control the Revival of Frustrated Lewis Pairs from Shelf-Stable Carbene-Borane Complexes
M. Ohashi, H. Shirataki, K. Kikushima, S. Ogoshi,
J. Am. Chem. Soc. 2015, 137, 6496−6499.
Nickel-Catalyzed Formation of Fluorine-Containing Ketones via the Selective Cross-Trimerization Reaction of Tetrafluoroethylene, Ethylene, and Aldehydes
M. Ohashi, T. Kawashima, T. Taniguchi, K. Kikushima, S. Ogoshi,
Organometallics 2015, 34, 1604−1607.
2,2,3,3-Tetrafluoronickelacyclopentanes Generated via the Oxidative Cyclization of Tetrafluoroethylene and Simple Alkenes: A Key Intermediate in Nickel-Catalyzed C-C Bond-Forming Reactions
K. Kikushima, H. Sakaguchi, H. Saijo, M. Ohashi, S. Ogoshi,
Chem. Lett. 2015, 44, 1019−1021.
Copper-Mediated One-Pot Synthesis of Trifluorostyrene Derivatives from Tetrafluoroethlene and Arylboronate
R. Doi, K. Kikushima, M. Ohashi, S. Ogoshi,
J. Am. Chem. Soc. 2015, 137, 3276−3282.
Synthesis, Characterization, and Unique Catalytic Activities of a Fluorinated Nickel Enolate
Y. Hoshimoto, H. Yabuki, R. Kumar, H. Suzuki, M. Ohashi, S. Ogoshi,
J. Am. Chem. Soc. 2014, 136, 16752−16755.
Highly Efficient Activation of Organosilanes with η2-Aldehyde Nickel Complexes: Key for Catalytic Syntheses of Aryl-, Vinyl-, and Alkynyl-benzoxasiloles.
Y. Hoshimoto, T. Ohata, Y. Sasaoka, M. Ohashi, S. Ogoshi,
J. Am. Chem. Soc. 2014, 136, 15877−15880.
Nickel(0)-Catalyzed [2+2+1] Carbonylative Cycloaddition of Imines and Alkynes or Norbornene Leading to -Lactams.
H. Saijo, M. Ohashi, S. Ogoshi,
J. Am. Chem. Soc. 2014, 136, 15158−15161.
Fluoroalkylcopper(I) Complexes Generated by the Carbocupration of Tetrafluoroethylene: Construction of a Tetrafluoroethylene-Bridging Structure.
M. Ohashi, M. Shibata, S. Ogoshi,
Angew. Chem. Int. Ed. 2014, 53, 13578–13582.
Regioselective C-F Bond Activation of Hexafluoropropylene on Pd(0): Formation of a Cationic η2-Perfluoroallyl-palladium Complex.
H. Saijo, H. Sakaguchi, M. Ohashi, S. Ogoshi,
Organometallics 2014, 33, 3669–3672.
Base-Free Hiyama Coupling Reaction via a Group 10 Metal Fluoride Intermediate Generated by C–F Bond Activation.
A. Nishimura, E. Tamai, M. Ohashi, S. Ogoshi,
Chem. Eur. J. 2014, 20, 6613−6617.
Synthesis of Cyclobutenes and Allenes via Cobalt-Catalyzed Cross-Dimerization of Simple Alkenes with 1,3-Enynes.
Y. Hoshimoto, Y. Hayashi, H. Suzuki, M. Ohashi, S. Ogoshi,
Organometallics 2014, 33, 1276–1282.
One-Pot, Single-Step and Gram-Scale Synthesis of Mononuclear [(η6-arene)Ni(N-heterocyclic Carbene)] Complexes: Useful Precursors of the Ni0-NHC Unit
Y. Hoshimoto, T. Ohata, M. Ohashi, S. Ogoshi,
Chem. Eur. J. 2014, 20, 4105−4110.
Nickel-Catalyzed Synthesis of N-Aryl-1,2-Dihydropyridines by [2+2+2] Cycloaddition of Imines with Alkynes through T-Shaped 14-Electron AzaNickelacycle Key Intermediates.
M. Ohashi, R. Doi, S. Ogoshi,
Chem. Eur. J. 2014, 20, 2040–2048.
Palladium-Catalyzed Coupling Reaction of Perfluoroarenes with Diarylzinc Compounds.
M. Ohashi, M. Shibata, H. Saijo, T. Kambara, S. Ogoshi,
Organometallics 2013, 34, 3631–3639.
Carbon-Fluorine Bond Activation of Tetrafluoroethylene on Palladium(0) and Nickel(0):Heat or Lewis Acidic Additive Promoted Oxidative Addition.
M. Ohashi, R. Kamura, R. Doi, S. Ogoshi,
Chem. Lett. 2013, 42, 933–935.
Preparation of Trifluorovinyl Compounds by Lithium Salt Promoted Monoalkylation of Tetrafluoroethylene.
A. Abulimiti, A. Nishimura, M. Ohashi, S. Ogoshi,
Chem. Lett. 2013, 42, 904–905.
Nickel-catalyzed [2+2] Cycloaddition Reaction of Bulky Enones with Simple Alkynes. Effect of Bulkiness of Substituent Attached at β-Carbon.
R. Yamasaki, M. Ohashi, K. Maeda, T. Kitamura, M. Nakagawa, K. Kato, T. Fujita, R. Kamura, K. Kinoshita, H. Masu, I. Azumaya, S. Ogoshi, S. Saito,
Chem. Eur. J. 2013, 19, 3415–3425.
Ni-Catalyzed [4+3+2] Cycloaddition of Ethyl Cyclopropylideneacetate and Dienynes: Scope and Mechanistic Insights.
M. Ohashi, H. Saijo, M. Shibata, S. Ogoshi,
Eur. J. Org. Chem. 2013, 443-447.
Palladium-Catalyzed Base-Free Suzuki-Miyaura Coupling Reactions of Fluorinated Alkenes and Arenes via a Palladium Fluoride Key Intermediate.
Y. Hoshimoto, Y. Hayashi, H. Suzuki, M. Ohashi, S. Ogoshi,
Angew. Chem. Int. Ed. 2012, 51, 10812-10815.
Synthesis of Five- and Six-Membered Benzocyclic Ketones through Intramolecular Alkene Hydroacylation Catalyzed by Nickel(0)/N-Heterocyclic Carbenes.
A. Nishimura, M. Ohashi, S. Ogoshi,
J. Am. Chem. Soc. 2012, 134, 15692-15695.
Nickel-Catalyzed Intermolecular [2 + 2] Cycloaddition of Conjugated Enynes with Alkenes.
K. Namura, M. Ohashi, H. Suzuki,
Organometallics 2012, 31, 5979-5982.
Synthesis and Structure of a Mixed-Ligand Dinuclear Ruthenium Trihydrido Complex Supported by Cn* and Cp* Ligands (Cn* = 1,4,7-Trimethyl-1,4,7-triazacyclononane, Cp* = η5-C5Me5): Enhancement of Reactivity toward CO2 by Introduction of the Cn* Ligand.
M. Ohashi, I. Takeda, M. Ikawa, S. Ogoshi,
J. Am. Chem. Soc. 2011, 133, 18018-18021.
Nickel-catalyzed Dehydrogenative [4 + 2] Cycloaddition of 1,3-Dienes with Nitriles.
T. Tamaki, M. Ohashi, S. Ogoshi,
Angew. Chem. Int. Ed. 2011, 50, 12067-12070.
[3+2] Cycloaddition Reaction of Cyclopropyl Ketones with Alkynes Catalyzed by Nickel/Me2AlCl.
M. Ohashi, T. Taniguchi, S. Ogoshi,
J. Am. Chem. Soc. 2011, 133, 14900-14903.
Nickel-Catalyzed Formation of Cyclopentenone Derivatives via the Unique Cycloaddition of α,β-Unsaturated Phenyl Esters with Alkynes.
M. Ohashi, M. Ikawa, S. Ogoshi,
Organometallics 2011, 30, 2765−2774.
Intramolecular Oxidative Cyclization of Alkenes and Nitriles with Nickel(0)
Y. Hoshimoto, M. Ohashi, S. Ogoshi,
J. Am. Chem. Soc. 2011, 133, 4668−4671.
Nickel-Catalyzed Selective Conversion of Two Different Aldehydes to Cross-Coupled Esters.
M. Ohashi, T. Kambara, T. Hatanaka, H. Saijo, R. Doi, S. Ogoshi,
J. Am. Chem. Soc. 2011, 133, 3256−3259.
Palladium-Catalyzed Coupling Reactions of Tetrafluoroethylene with Arylzinc Compounds.
T. Tamaki, M. Ohashi, S. Ogoshi,
Chem. Lett. 2011, 40, 248-249.
Formation of Six-membered Aza-nickelacycles by Oxidative Addition of Cyclopropyl Imines to Nickel(0).
S. Tanaka, A. Yagyu, M. Kikugawa, M. Ohashi, T. Yamagata, K. Mashima,
Chem. Eur. J. 2011, 17, 3693−3709.
Rational Synthesis of Supramolecular Assemblies Based on Tetraplatinum Units: Synthesis, Characterization, and Selective Substitution Reactions of Four Different Pt4 Clusters.
M. Ueda, M. Hayama, H. Hashishita, A. Munechika, T. Fukuyama,
Eur. J. Org. Chem. 2019, accepted.
Controlled [3+2] and [2+2] Cycloadditions of 1,3-Bifunctional Allenes with C60 by Using a Flow Reaction System
M. Ueda, M. Hayama, H. Hashishita,
Synlett 2019, accepted.
[2+2] Photocycloaddition of 3-Alkoxycoumarins with C60
M. Ueda, A. Maeda, M. Sasano, T. Fukuyama, I. Ryu,
Synthesis 2019, 51, 1171-1177.
Bromine-Radical Mediated Site-Selective Allylation of C(sp3)-H Bonds
M. Ueda, D. Nakakoji, T. Morisaki, I. Ryu,
Eur. J. Org. Chem. 2017, 7040-7045.
Transition-Metal-Catalyst-Free Cross-Coupling Reaction of Secondary Propargylic Acetates with Alkenyl- and Arylboronic Acids
M. Ueda, T. Ueno, Y. Suyama, I. Ryu,
Tetrahedron Lett. 2017, 58, 2972-2974.
Cobalt-Catalyzed Regioselective [3+2] Annulation of ortho-Formyl and Acetyl Substituted Phenylboronic Acids with Alkynes
M. Ueda, Y. Yagyu, I. Ryu,
Tetrahedron: Asymmetry 2017, 28, 1070-1077.
Ammonium Chiral Borate Salt Catalyzed Asymmetric Friedel-Crafts Alkylation of Indoles with a,b-Disubstituted Enals
M. Ueda, N. Imai, S. Yoshida, H. Yasuda, T. Fukuyama, I. Ryu,
Eur. J. Org. Chem. 2017, 6483-6485.
Scalable Flow Synthesis of [6,6]-Phenyl-C61-Butyric Acid Methyl Ester (PCBM) using a Flow Photoreactor with a Sodium Lamp
T. Kippo, K. Hamaoka, M. Ueda, T. Fukuyama, I. Ryu,
Org. Lett. 2017, 19, 5198-5200.
Bromoallylation of Alkenes Leading to 4-Alkenyl Bromides Based on Trapping of b-Bromoalkyl Radicals
T. Kippo, Y. Kimura, M. Ueda, T. Fukuyama, I. Ryu,
Synlett 2017, 28, 1733-1737.
Bromine-Radical-Mediated Synthesis of b-Functionalized b,g- and d,e-Unsaturated Ketones via C-H Functionalization of Aldehydes
M. Ueda, T. Ueno, Y. Suyama, I. Ryu,
Chem. Commun. 2016, 52, 13237-13240.
Synthesis of 2,3-Disubstituted Indenones by Cobalt-Catalyzed [3+2] Annulation of o-Methoxycarbonylphenylboronic Acid with Alkynes
M. Ueda, T. Sakaguchi, M. Hayama, T. Nakagawa, Y. Matsuo, A. Munechika, S. Yoshida, H. Yasuda, I. Ryu,
Chem. Commun. 2016, 52, 13175-13178.
Regio- and Stereo-Selective Intermolecular [2+2] Cycloaddition of Allenol Esters with C60 Leading to Alkylidenecyclobutane-Annulated Fullerenes
M. Ueda, D. Nakakoji, Y. Kuwahara, K. Nishimura, I. Ryu,
Tetrahedron Lett. 2016, 57, 4142-4144.
Transition-Metal-Free Cross-Coupling Reaction of Benzylic Halides with Arylboronic Acids Leading to Diarylmethanes
T. Kippo, K. Hamaoka, M. Ueda, T. Fukuyama, I. Ryu,
Tetrahedron 2016, 72, 7866-7874.
Radical Bromoallylation of Alkynes Leading to 1-Bromo-1,4-Dienes
I. Ryu, G. Yamamura, S. Minakata, M. Komatsu, H. Kubo, M. Ueda,
Synlett 2015, 26, 2413-2417.
Intramolecular Carbolithiation of 3-Lithioxy-5-Alkenyllithiums as a Platform for Cyclopentanols and Cyclopentanones
M. Ueda, K. Nishimura, I. Ryu,
Synlett 2013, 24, 1683-1686.
Transition-Metal-Free Suzuki-Miyaura Coupling Reaction of Arylpropar¬gylic Bromides with Aryl- and Alkenylboronic Acids
M. Ueda, Y. Uenoyama, N. Terasoma, S. Doi, S. Kobayashi, I. Ryu, J. A. Murphy,
Beilstein J. Org. Chem. 2013, 9, 1340-1345.
A Construction of 4,4-Spirocyclic γ-Lactams by Tandem Radical Cyclization with Carbon Monoxide
M. Ueda, K. Nishimura, R. Kashima, I. Ryu,
Synlett 2012, 23, 1085-1089.
A Transition-Metal-Free Cross-Coupling Reaction of Allylic Bromides with Aryl- and Vinylboronic Acids
L. M. Stanley, C. Bai, M. Ueda, J. F. Hartwig,
J. Am. Chem. Soc. 2010, 132, 8918-8920.
Iridium-Catalyzed Kinetic Asymmetric Transformations of Racemic Allylic Benzoates
M. Ueda, J. F. Hartwig,
Org. Lett. 2010, 12, 92-94.
Iridium-Catalyzed, Regio- and Enantioselective Allylic Substitution with Aromatic and Aliphatic Sulfinates
D. J. Weix, D. Markovic, M. Ueda, J. F. Hartwig,
Org. Lett. 2009, 11, 2944-2947.
Direct, Intermolecular, Enantioselective, Iridium-Catalyzed Allylation of Carbamates to Form Carbamate-Protected, Branched Allylic Amines
M. Ueda, T. Kano, K. Maruoka,
Org. Biomol. Chem. 2009, 7, 2005-2012.
Organocatalyzed Direct Asymmetric α-Halogenations of Carbonyl Compounds
T. Kano, M. Ueda, K. Maruoka,
J. Am. Chem. Soc. 2008, 130, 3728-3729.
Direct Asymmetric Iodination of Aldehydes Using an Axially Chiral Bifunctional Amino Alcohol Catalyst
S. Shirakawa, M. Ueda, Y. Tanaka, T. Hashimoto, K. Maruoka,
Chem. Asian J. 2007, 2, 1276-1281.
Design of Binaphthyl-Modified Symmetrical Chiral Phase-Transfer Catalysts: Substituent Effect of 4,4’,6,6’-Positions of Binaphthyl Rings in the Asymmetric Alkylation of a Glycine Derivative
Y.-G. Wang, M. Ueda, X. Wang, Z. Han, K. Maruoka,
Tetrahedron 2007, 63, 6042-6050.
Convenient Preparation of Chiral Phase-Transfer Catalysts with Conformationally Fixed Biphenyl Core for Catalytic Asymmetric Synthesis of α-Alkyl- and α,α-Dialkyl-α-Amino Acids: Application to the Short Asymmetric Synthesis of BIRT-377
T. Kano, M. Ueda, J. Takai, K. Maruoka,
J. Am. Chem. Soc. 2006, 128, 6046-6047.
Direct Asymmetric Hydroxyamination Reaction Catalyzed by an Axially Chiral Secondary Amine Catalyst
T. Kotake, S. Rajesh, Y. Hayashi, Y. Mukai, M. Ueda, T. Kimura, Y. Kiso,
Tetrahedron Lett. 2004, 45, 3651-3654.
A New Polymer-Supported Evans-type Chiral Auxiliary Derived from α-Hydroxy-β-Amino Acid, Phenylnorstatine: Synthesis and Application in Solid-Phase Asymmetric Alkylation Reactions
K. Michigami, T. Sakaguchi, Y. Takemoto
ACS Catal. 2020, 10, 683–688.
Catalytic Dehydrative Peptide Synthesis with gem-Diboronic Acids
H. Murakami, A. Yamada, K. Michigami, Y. Takemoto
Asian J. Org. Chem 2021, 10, 1097–1101.
Novel Aza-Michael Addition-Asymmetric Protonation to α,β-Unsaturated Carboxylic Acids with Chiral Thiourea-Boronic Acid Hybrid Catalysts
K. Michigami, H. Murakami, T. Nakamura, N. Hayama, Y. Takemoto
Org. Biomol. Chem. 2019, 17, 2331–2335.
Catalytic asymmetric aza-Michael addition of fumaric monoacids with multifunctional thiourea/boronic acids
T. Mita, M. Uchiyama, K. Michigami, Y. Sato
Beilstein J. Org. Chem. 2018, 14, 2012–2017.
Cobalt-Catalyzed Nucleophilic Addition of the Allylic C(sp3)-H Bond of Simple Alkenes to Ketones
T. Mita, S. Hanagata, K. Michigami, Y. Sato
Org. Lett. 2017, 19, 5876-5879.
Cobalt-Catalyzed Direct Addition of Allylic C(sp3)–H Bonds to Ketones
K. Michigami, T. Mita, Y. Sato
J. Am. Chem. Soc. 2017, 139, 6094-6097.
Cobalt-Catalyzed Allylic C(sp3)–H Carboxylation with CO2
K. Michigami, T. Mita, Y. Sato
J. Am. Chem. Soc. 2017, 139, 6094-6097.
Cobalt-Catalyzed Allylic C(sp3)–H Carboxylation with CO2
S. Schaubach, K. Michigami, A. Fürstner
JSynthesis 2017, 49,202–208.
Hydroxyl-Assisted trans-Reduction of 1,3-Enynes: Application to the Formal Synthesis of (+)-Aspicilin
T. Mita, H. Tanaka, K. Michigami, Y. Sato
Synlett 2014, 25, 1291–1294.
Ruthenium-Catalyzed C-H Silylation of 1-Arylpyrazole Derivatives and Fluoride-Mediated Carboxylation: Use of Two Nitrogen Atoms of the Pyrazole Group
T. Mita, Y. Ikeda, K. Michigami, Y. Sato
Chem. Commun. 2013, 49, 5601–5603.
Iridium-catalyzed triple C(sp3)-H borylations: construction of triborylated sp3-carbon center
T. Mita, K. Michigami, Y. Sato
Chem. Asian J. 2013, 8, 2970–2973.
Iridium- and Rhodium-Catalyzed Dehydrogenative Silylation of C(sp3)-H Bonds Adjacent to a Nitrogen Atom Using Hydrosilanes
T. Mita, K. Michigami, Y. Sato
Org. Lett. 2012, 14, 3462-3465.
Sequential Protocol for C(sp3)-H Carboxylation with CO2: Transition-Metal- Catalyzed Benzylic C-H Silylation and Fluoride-Mediated Carboxylation