Laboratory for Organic Synthesis & Catalysis, Full Publications List of Associate Prof. Ohmatsu

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原著論文 : Original Papers

44.

Zwitterionic Diphenylphosphinyl Amidate as a Powerful Photoinduced Hydrogen-Atom-Transfer Catalyst for C-H Alkylation of Simple Alkanes

Kohsuke Ohmatsu, Ryuhei Suzuki, Hiroki Fujira, and Takashi Ooi

J. Org. Chem. 2023, xx, xxxx-xxxx.

DOI: 10.1021/acs.orglett.2c00817
43.

Hydrogen-Atom Transfer Catalysis for C-H Alkylation of Benzylic Fluorides

Kohsuke Ohmatsu, Hiroki Fujira, Ryuhei Suzuki, and Takashi Ooi

Org. Lett. 2022, 24, 3134-3137.

DOI: 10.1021/acs.orglett.2c00817
42.

Thioamidate Ion as Effective Cocatalystfor Photoinduced C-H Alkylation via Multisite Proton-coupled Electron Transfer

Kohsuke Ohmatsu, Haruka fujimori, Kodai Minami, Kosuke Nomura, Mari Kiyokawa, and Takashi Ooi

Chem. Lett. 2022, 51, 445-447.

DOI: 10.1246/cl.220026
41.

In Silico Analysis and Synthesis of Nafamostat Derivatives and Evaluation of Their Anti-SARS-CoV-2 Activity

Kazuhiro J. Fujimoto, Daniel C. F. Hobbs, Miki Umeda, Akihiro Nagata, Rie Yamaguchi, Yoshitaka Sato, Ayato Sato, Kohsuke Ohmatsu, Takashi Ooi, Takeshi Yanai, Hiroshi Kimura, Takayuki Murata

Viruses 2022, 14, 389.

DOI: 10.3390/v14020389
40.

Hydrogen-Atom-Transfer-Mediated Acceptorless Dehydrogenative Cross-Coupling Enabled by Multiple Catalytic Functions of Zwitterionic Triazolium Amidate

Kodai Minami, Kohsuke Ohmatsu, and Takashi Ooi

ACS Catal. 2022, 12, 1971-1976

DOI: 10.1021/acscatal.1c05604
39.

Catalytic Asymmetric Strecker Reaction of Ketoimines with Potassium Cyanide

Kohsuke Ohmatsu, Yusuke Morita, Mari Kiyokawa, Kimihiro Hoshino, and Takashi Ooi

Asian J. Org. Chem. 2021, 10, 3237-3240

DOI: 10.1002/ajoc.202100608
38. Catalytic Asymmetric Cyanoalkylation of Electron-Deficient Olefins with Potassium Cyanide and Alkyl Halides Kohsuke Ohmatsu, Yusuke Morita, Mari Kiyokawa, and Takashi Ooi J. Am. Chem. Soc. 2021, 143, 11218-11224 DOI: 10.1021/jacs.1c05380
37. Exploiting Transient Radical Cations as Brønsted Acids for Allylic C-H Heteroarylation of Enol Silyl Ethers Tsubasa Nakashima, Haruka Fujimori, Kohsuke Ohmatsu, and Takashi Ooi Chem. Eur. J. 2021, 27, 9253-9256 DOI: 10.1002/chem.202101352
36. Hybrid Catalysis of 8-Quinolinecarboxaldehyde and Br?nsted Acid for Efficient Racemization of α-Amino Amides and Its Application in Chemoenzymatic Dynamic Kinetic Resolution Kohsuke Ohmatsu, Mari Kiyokawa, Yuto Shirai, Yuya Nagato, Takashi Ooi HETEROCYCLES 2021, 103, 218-224 DOI: 10.3987/COM-20-S(K)32
35. Mannich-type allylic C?H functionalization of enol silyl ethers under photoredox?thiol hybrid catalysis Tsubasa Nakashima, Kohsuke Ohmatsu, Takashi Ooi Org. Biomol. Chem. 2021, 19, 141-145 DOI: 10.1039/D0OB01862G
34. Ion-Paired Ligands for Palladium-Catalyzed Allylic Alkylation under Base-Free Conditions Kohsuke Ohmatsu, Naho Matsuyama, Yuya Nagato, and Takashi Ooi Chem. Lett. 2020, 49, 1114-1116 DOI: 10.1246/cl.200264
33. Non‐Enzymatic Hybrid Catalysis for Stereoconversion of l-Amino Acid Derivatives to d-Isomers Yuya Nagato, Mari Kiyokawa, Yusuke Ueki, Jun Kikuchi, Kohsuke Ohmatsu, Masahiro Terada, Takashi Ooi Asian J. Org. Chem. 2020, 9, 561-565 DOI: 10.1002/ajoc.202000067
32. Zwitterionic 1,2,3-Triazolium Amidate as a Catalyst for Photoinduced Hydrogen-Atom Transfer Radical Alkylation Kohsuke Ohmatsu, Ryuhei Suzuki, Yukino Furukawa, Makoto Sato, and Takashi Ooi ACS Catal. 2020, 10, 2627-2632 DOI: 10.1021/acscatal.9b04491
31. Direct allylic C-H alkylation of enol silyl ethers enabled by photoredox-Brønsted base hybrid catalysis Kohsuke Ohmatsu, Tsubasa Nakashima, Makoto Sato, and Takashi Ooi Nat. Commun. 2019, 10, 2706 DOI: 10.1038/s41467-019-10641-y
30. Protonated Bis-1,2,3-triazole as an Anion-Binding Chiral Br&onsted Acid for Catalytic Asymmetric Friedel-Crafts Reaction of Indoles with Imines Yukino Furukawa, Ryuhei Suzuki, Tsubasa Nakashima, Rafael Gramage-Doria, Kohsuke Ohmatsu, Takashi Ooi Bull. Chem. Soc. J. 2018, 91, 1252-1257 DOI: 10.1246/bcsj.20180098
29. Diastereo- and enantioselective phase-transfer alkylation of 3-substituted oxindoles with racemic secondary alkyl halides Kohsuke Ohmatsu, Yukino Furukawa, Mari Kiyokawa, and Takashi Ooi Chem. Commun. 2017, 53, 13113-13116 DOI: 10.1039/ c7cc07122a
28. Determination of the absolute configuration of compounds bearing chiral quaternary carbon centers using the crystalline sponge method Shiho Sairenji, Takashi Kikuchi, Mohamed Ahmed Abozeid, Shinobu Takizawa, Hiroaki Sasai, Yuichiro Ando, Kohsuke Ohmatsu, Takashi Ooi and Makoto Fujita Chem. Sci. 2017, 8, 5132-5136 DOI: 10.1039/c7sc01524k
27.

In Situ Electrophilic Activation of Hydrogen Peroxide for Catalytic Asymmetric α-Hydroxylation of 3-Substituted Oxindoles

Kohsuke Ohmatsu, Yuichiro Ando, Takashi Ooi

Synlett 2017, 28, 1291-1294

DOI: 10.1055/s-0036-1558958

SYNLETT Cluster: Asymmetric Brønsted Base Catalysis

Selected as a " News article"

Selected as a " Front Cover"
26. A Modular Strategy for the Direct Catalytic Asymmetric α-Amination of Carbonyl Compounds Kohsuke Ohmatsu, Yuichiro Ando, Tsubasa Nakashima, Takashi Ooi Chem 2016, 1, 802-810 DOI: 10.1016/j.chempr.2016.10.012 Highlighted in Chem-Station (化学者のつぶやき) Highlighted in Phys.Org Highlighted in Scienmag プレスリリース (名古屋大学HP) 中日新聞・日経産業新聞・日刊工業新聞 (2016年11月11日), 科学新聞（2016年11月25日）掲載
25.

Multiple Absolute Stereocontrol in Pd-Catalyzed [3+2] Cycloaddition of Oxazolidinones and Trisubstituted Alkenes Using Chiral Ammonium-Phosphine Hybrid Ligands

Naomichi Imagawa, Yuya Nagato, Kohsuke Ohmatsu, and Takashi Ooi

Bull. Chem. Soc. Jpn. 2016, 89, 649-656

DOI: 10.1246/bcsj.20160053

Selected as a "selected as BCSJ Award Article and Cover Picture"
24. Anion-Stoichiometry-Dependent Selectivity Enhancement in Ion-Paired Chiral Ligand-Palladium Complex Catalyzed Enantioselective Allylic Alkylation Kohsuke Ohmatsu, Yoshiyuki Hara, Yuya Kusano, Takashi Ooi Synlett 2016, 27, 1047-1050 DOI: 10.1055/s-0035-1561403 SYNLETT Cluster: Non-Covalent Interactions in Asymmetric Catalysis
23.

Palladium-Catalyzed Branch-Selective Decarboxylative Allylation Using Ion-Paired Ligands

Yoshiyuki Hara, Yuya Kusano, Kohsuke Ohmatsu, and Takashi Ooi

Chem. Lett. 2016, 45, 552-554

DOI: 10.1246/cl.160158

Selected as a "Editor's Choice"
22. Catalytic Asymmetric Cyanation of Alkylideneindolenines Generated from Sulfonylalkylindoles Kohsuke Ohmatsu, Yukino Furukawa, Daigo Nakaguro, Takashi Ooi Chem. Lett. 2015, 44,1350-1352 DOI: 10.1246/cl.150581
21.

Palladium-Catalyzed Asymmetric [3 + 2] Cycloaddition of 5-Vinyloxazolidinones with Imines Using Chiral Ammonium-Phosphine Hybrid Ligand

Kohsuke Ohmatsu, Shinya Kawai, Naomichi Imagawa, Takashi Ooi

ACS Catal. 2014, 4, 4304-4306

DOI: 10.1021/cs501369z

Selected as a "Cover Picture"
20. In-Situ Generation of Ion-Paired Chiral Ligands: Rapid Identification of Optimal Ligand for Palladium-Catalyzed Asymmetric Allylation Kohsuke Ohmatsu, Yoshiyuki Hara, Takashi Ooi Chem. Sci. 2014, 5, 3645-3650 DOI: 10.1039/C4SC01032A
19.

Ligand-controlled E/Z selectivity and enantioselectivity in palladium-catalyzed allylation of benzofuranones with 1,2-disubstituted allylic carbonates

Kohsuke Ohmatsu, Mitsunori Ito , Takashi Ooi

Chem. Commun. 2014, 50, 4554-4557

DOI: 10.1039/C3CC49338E

Highlighted in Synfacts 2014, 706.

Selected as a "Outside Back Cover"
18. Asymmetric Alkylation of α-Cyanosulfones Catalyzed by Chiral 1,2,3-Triazolium Salts Kohsuke Ohmatsu, Yusuke Hakamata, Ayano Goto, Takashi Ooi Heterocycles 2014, 88, 1661-1666 DOI: 10.3987/COM-13-S(S)121
17. Ligand-enabled multiple absolute stereocontrol in metal-catalysed cycloaddition for construction of contiguous all-carbon quaternary stereocenters Kohsuke Ohmatsu, Naomichi Imagawa, Takashi Ooi Nature Chem. 2014, 6, 47-51 DOI: 10.1038/nchem.1796 Highlighted in Synform 2014, A81-84. http://dx.doi.org/10.1055/s-0033-1339014 (Synstory) Highlighted in Synfacts 2014, 354. http://dx.doi.org/10.1055/s-0033-1341001 Highlighted in Chem-Station (化学者のつぶやき) プレスリリース (名古屋大学HP) 中日新聞・日経産業新聞 (2013年11月25日)掲載 CBCテレビ(2013年11月25日)
16. Asymmetric Substitution at the Tetrasubstituted Chiral Carbon: Catalytic Ring-Opening Alkylation of Racemic 2,2-Disubstituted Aziridines with 3-Substituted Oxindoles Kohsuke Ohmatsu, Yuichiro Ando , Takashi Ooi J. Am. Chem. Soc. 2013, 135, 18706-18709 DOI: 10.1021/ja411647x
15. Carbene Transfer from Triazolylidene Gold Complexes as a Potent Strategy for Inducing High Catalytic Activity Daniel Canseco-Gonzalez, Ana Petronilho, Helge Mueller-Bunz, Kohsuke Ohmatsu, Takashi Ooi, Martin Albrecht J. Am. Chem. Soc. 2013, 135, 13193-13203 DOI: 10.1021/ja406999p
14. Exploiting the Modularity of Ion-Paired Chiral Ligands for Palladium-Catalyzed Enantioselective Allylation of Benzofuran-2(3H)-ones Kohsuke Ohmatsu, Mitsunori Ito, Tomoatsu Kunieda, and Takashi Ooi J. Am. Chem. Soc. 2013, 135, 590－593 DOI: 10.1021/ja312125a Highlighted in Synfacts 2013, 407.
13. Catalytic Asymmetric Ring Openings of Meso and Terminal Aziridines with Halides Mediated by Chiral 1,2,3-Triazolium Silicates Kohsuke Ohmatsu, Yuta Hamajima, Takashi Ooi J. Am. Chem. Soc. 2012, 134, 8794-8797. DOI: 10.1021/ja3028668 Highlighted in Synfacts 2012, 892. http://dx.doi.org/10.1055/s-0032-1316631 Highlighted in Synfacts 2012, 911. http://dx.doi.org/10.1055/s-0032-1316697
12.

Catalytic Asymmetric Mannich-Type Reactions of α-Cyano α-Sulfonyl Carbanions

Kohsuke Ohmatsu, Ayano Goto, Takashi Ooi

Chem. Commun. 2012, 48, 7913-7915.

DOI: 10.1039/C2CC32398B

Selected as a "Cover Picture"
11. Ion-paired chiral ligands for asymmetric palladium catalysis Ohmatsu, Kohsuke; Ito, Mitsunori; Kunieda, Tomoatsu; Ooi, Takashi Nat. Chem. 2012, 4, 473-477. DOI:10.1038/nchem.1311 Highlighted in Nature Chemistry (News and Views) Highlighted in Synfacts 2012, 876. http://dx.doi.org/10.1055/s-0032-1316660 Highlighted in Synform 2012, A113-A114. http://dx.doi.org/10.1055/s-0032-1316780 (Synstory) プレスリリース (名古屋大学HP) 中日新聞 (2012年4月2日朝刊)掲載 NHKおはよう東海(2012年4月2日)
10. Chiral 1,2,3-Triazoliums as New Cationic Organic Catalysts with Anion-Recognition Ability: Application to Asymmetric Alkylation of Oxindoles Kohsuke Ohmatsu, Mari Kiyokawa, Takashi Ooi J. Am. Chem. Soc. 2011, 133, 1307-1309. DOI: 10.1021/ja1102844 Highlighted in Synfacts 2011, 324. http://dx.doi.org/10.1055/s-0030-1259452
9. Al Lewis acid-catalyzed regiodivergent 1,2-rearrangement of α-siloxy aldehydes: scope and mechanism Kohsuke Ohmatsu, Takayuki Tanaka, Takashi Ooi, Keiji Maruoka Tetrahedron. 2009, 65, 7516-7522. http://dx.doi.org/10.1016/j.tet.2009.06.126
8. 8. An “Anti-Baldwin” 3-Exo-Dig Cyclization: Preparation of Vinylidene Cyclopropanes from Electron-Poor Alkenes Matthew J. Campbell, Patrick D. Pohlhaus, Geanna Min, Kohsuke Ohmatsu, Johnson, Jeffrey S. J. Am. Chem. Soc. 2008, 130, 9180-9181. http://dx.doi.org/10.1021/ja803553a
7. Complete Switch of Migratory Aptitude in Aluminum-Catalyzed 1,2-Rearrangement of Differently a,a-Disubstituted a-Siloxy Aldehydes Kohsuke Ohmatsu, Takayuki Tanaka, Takashi Ooi, Keiji Maruoka Angew. Chem. Int. Ed. 2008, 47, 5203-5206. http://dx.doi.org/10.1002/anie.200800801
6. Practical Stereoselective Synthesis of β-Branched α-Amino Acids through Efficient Kinetic Resolution in the Phase-Transfer-Catalyzed Asymmetric Alkylations Takashi Ooi, Daisuke Kato, Koji Inamura, Kohsuke Ohmatsu, Keiji Maruoka Org. Lett. 2007, 9, 3945-3948. http://dx.doi.org/10.1021/ol701558e
5. Catalytic Asymmetric Rearrangement of α,α-Disubstituted α-Siloxy Aldehydes to Optically Active Acyloins Using Axially Chiral Organoaluminum Lewis Acids Takashi Ooi, Kohsuke Ohmatsu, Keiji Maruoka J. Am. Chem. Soc. 2007, 129, 2410-2411. http://dx.doi.org/10.1021/ja063051q
4. Organoaluminum-Mediated Selective 1,2-Rearrangement of γ,γ-Disubstituted γ-Amino α,β-Unsaturated Carbonyl Compounds Leading to Unsymmetrically Substituted Pyrroles Takashi Ooi, Kohsuke Ohmatsu, Hiroki Ishii, Akira Saito, Keiji Maruoka Tetrahedron Lett. 2004, 45, 9315-9317. http://dx.doi.org/10.1016/j.tetlet.2004.10.126
3. Meerwein-Ponndorf-Verley Alkynylation of Aldehydes: Essential Modification of Aluminum Alkoxides for Rate Acceleration and Asymmetric Synthesis Takashi Ooi, Tomoya Miura, Kohsuke Ohmatsu, Akira Saito, Keiji Maruoka Org. Biomol. Chem. 2004, 2, 3312-3319. http://dx.doi.org/10.1039/B411090K
2. Efficient Asymmetric Catalysis of Chiral Organoaluminum Complex for Enantioselective Ene Reactions of Aldehydes Takashi Ooi, Kohsuke Ohmatsu, Daisuke Uraguchi, Keiji Maruoka Tetrahedron Lett. 2004, 45, 4481-4484. http://dx.doi.org/10.1016/j.tetlet.2004.04.052
1. Isopropoxyaluminum 1,1'-Biphenyl-2-oxy-2'-perfluorooctanesulfonamide as a Catalyst for Tishchenko Reaction Takashi Ooi, Kohsuke Ohmatsu, Kouji Sasaki, Tomoya Miura, Keiji Maruoka Tetrahedron Lett. 2003, 44, 3191-3193. http://dx.doi.org/10.1016/S0040-4039(03)00472-6

総説等 : Reviews

6.

Catalytic acceptorless dehydrogenative coupling mediated by photoinduced hydrogen-atom transfer

Kohsuke Ohmatsu, Takashi Ooi

Nature Synth. 2023, xx, xxxx-xxxx.

DOI: 10.1038/s44160-022-00195-1
5. Cationic Organic Catalysts or Ligands in Concert with Metal Kohsuke Ohmatsu, Takashi Ooi Topics in Current Chemistry 2019, 377, 31. https://link.springer.com/article/10.1007/s41061-019-0256-1
4. Design of supramolecular chiral ligands for asymmetric metal catalysis Kohsuke Ohmatsu, Takashi Ooi Tetrahedron Lett. 2015, 56, 2043-2048. http://dx.doi.org/10.1016/j.tetlet.2015.02.096
3. Development of Ion-Paired Chiral Ligands for Asymmetric Transition-Metal Catalysis 大松亨介, 大井貴史 有機合成化学協会誌 2015, 73, 140-150. http://doi.org/10.5059/yukigoseikyokaishi.73.140
2. Aluminum amides Kohsuke Ohmatsu, Takashi Ooi Science of Synthesis, Knowledge Updates 2011, 4, 131-138.
1. Aluminum alkoxides and phenoxides (update 2011) Kohsuke Ohmatsu, Takashi Ooi Science of Synthesis, Knowledge Updates 2011, 4, 113-130.

解説・紀要等 :

3. α-アミノカルボニル化合物の効率的不斉合成 中島翼，大松亨介, 大井貴史 PHARMSTAGE 2017, 17, 61-67.
2. イオン対による不斉配位子の機能分担～高性能な不斉触媒を簡単につくる～ 大松亨介 化学と工業 2014, 67, 703-704.
1. 超分子相互作用を活かした多成分型不斉触媒～不斉触媒の開発・探索を、簡単かつ迅速に～ 大松亨介 化学と工業 2013, 66, 712-713.

著書等 : Books

2. "Axially Chiral C₂-Symmetric Catalysts" Daisuke Uraguchi, Kohsuke Ohmatsu, Takashi Ooi "Comprehensive Enantioselective Organocatalysis" Wiley-VCH Verlag GmbH; 161-193 (2013)
1. "Asymmetric phase-transfer catalysis" Kohsuke Ohmatsu, Daisuke Uraguchi, Takashi Ooi "Stereoselective Synthesis of Drugs and Natural Products" Wiley-VCH Verlag GmbH (2013)

依頼・招待講演 : Invited Lectures

13.

「Exloiting Ionic Molecules for Hitherto Difficult Catalytic Transformations」

Merck-Banyu Lectures

Ludwig-Maximilians University (LMU), 2022年10月10日

Max-Planck Institute (MPI), 2022年10月12日

ETH, 2022年10月14日

Princeton University, 2022年10月17日

Merck, 2022年10月18日

MIT, 2022年10月20日

Harvard University, 2022年10月21日

Caltech, 2022年10月24日

University of California, Berkeley, 2022年10月25日

Stanford University, 2022年10月26日

12.

「Catalyst Design with Ionic Small Moleules」

Otsu Conference 2022

大津プリンスホテル, 2022年10月3日

11.

「Catalysis of 1,2,3-Triazolium Ions」

Global Webinar at iCAST and Chemistry Department in National Chung Hsing University

online, 2022年9月14日

10.

「なぜ新しい触媒をつくるのか？」

東京農工大学　有機触媒特別講義

オンライン, 2022年2月8日

9.

「イオン性分子の特徴を活かして新しいラジカル触媒を創る」

京都大学大学院理学研究科

オンライン, 2021年10月27日

8.

「イオン性分子触媒の創製：高難度分子変換の実現を目指して」

第32回万有仙台シンポジウム

オンライン, 2021年5月15日

7.

「Design of Modular Chiral Ionic Catalysts for Asymmetric Reactions」

Shibasaki Colloquium

微生物化学研究所, 2016年9月30日, 東京都品川区

6.

「イオン対の特性を活かした不斉触媒の設計と機能創出」

東京農工大学若手講演会

東京農工大学（小金井キャンパス）, 2016年4月15日, 小金井市

5.

「イオン対の特性を活かした新奇触媒の創製と高難度分子変換反応の開拓」

日本化学会第96春季年会「進歩賞受賞講演」

同志社大学（京田辺キャンパス）, 2016年3月24日, 京田辺市

4.

「Design of Small Molecules for Chemistry and Biology」

The 2nd CSRS-ITbM Joint Workshop

理化学研究所, 2016年1月7日, 和光市

3.

「Chiral 1,2,3-Triazolium Salts for Catalytic Asymmetric Reactions」

日本化学会第95春季年会特別企画「Cutting-Edge of Organocatalysts」

日本大学（船橋キャンパス）, 2015年3月26日, 船橋市

2.

「Asymmetric Synthesis of Chiral Small Molecules Containing Contiguous All-Carbon Quaternary Stereocenters」

The 2nd International Symposium on Transformative Bio-Molesules

名古屋大学, 2014年5月12日, 名古屋市

1.

「有機イオン対の特性を活かした不斉触媒の設計と機能創出」

日本化学会第94春季年会「若い世代の特別講演会」

名古屋大学, 2014年3月28日, 名古屋市