Publication

Review Article

Original Article

2023

  • Iridium-Catalyzed Branch-Selective and Enantioselective C2-Alkylation of N-Benzimidazolyl Indoles
    Kentaro Yamakawa, Takahiro Nishimura*
    Adv. Synth. Catal. 2023, 365, 2013–2017.
    DOI:10.1002/adsc.202300370
  • Ruthenium-catalysed N-alkylation of anilines with primary carbohydrate alcohols via borrowing hydrogen strategy
    Kouki Tsuge, Shunnichi Kubota, Kana Sakamoto, Kenji Kitayama, Takahiro Nishimura*
    Chem. Commun. 2023, 59, 7052–7055.
    DOI:10.1039/D3CC01931D
  • Synthesis of Chiral Spiro[4.5]decadienones via Chirality-transferring Oxidative Intramolecular Cyclization of Allenylsilane-tethered Phenols
    Ryoma Kishimoto, Yuka Iwakiri, Kazuhiko Sakaguchi,* Takahiro Nishimura
    Synthesis 2023, 55, 2713–2729.
    DOI:10.1055/a-2075-3258
  • Ir-Catalyzed α-Alkylation of Methyl Ketones with Primary Carbohydrate Alcohols
    Kouki Tsuge, Shunnichi Kubota, Kana Sakamoto, Kenji Kitayama, Takahiro Nishimura*
    Adv. Synth. Catal. 2023, 365, 971–975.
    DOI:10.1002/adsc.202300124
  • Iridium-Catalyzed Enantioselective Intermolecular Hydroarylation of 1,1-Disubstituted Alkenes
    Kentaro Yamakawa, Ikumi Nakamura, Kana Sakamoto, Takahiro Nishimura*
    J. Org. Chem. 2023, 88, 7858–7862.
    DOI:10.1021/acs.joc.2c02619

2022

  • Asymmetric addition of an N-methyl C(sp3)–H bond to cyclic alkenes enabled by an iridium/phosphine-olefin catalyst
    Kana Sakamoto and Takahiro Nishimura*
    Chem. Commun. 2022, 58, 11783-11786. Selected as the outside front cover.
    DOI:10.1039/D2CC04642C.
    Featured in Synfacts 2022, 18, 1319.
  • Iridium-Catalyzed Enantioselective Direct α-C–H Alkylation of Saturated Cyclic Amines with Alkenes
    Daisuke Yamauchi, Kentaro Yamakawa, and Takahiro Nishimura*
    Org. Lett. 2022, 24, 6828–6833.
    DOI:10.1021/acs.orglett.2c02733.
    Featured in Org. Chem. Highlights.
  • Ir-catalyzed cyclization of α,ω-dienes with an N-methyl group via two C–H activation steps
    Katsumasa Tanaka, Hiroshi Hattori, Ryota Yabe, and Takahiro Nishimura*
    Chem. Commun. 2022, 58, 5371–5374.
    DOI:10.1039/D2CC01275H.
  • Enantioselective C–H Alkylation of N-Arylbenzamides with Vinyl Ethers Catalyzed by an Iridium/Chiral Phosphoramidite–Olefin Complex
    Kotone Murakami, Kana Sakamoto, and Takahiro Nishimura*
    Synthesis 2022, 54, 4753-4763.
    DOI:10.1055/a-1672-6284.

2021

  • Iridium-catalyzed enantioselective addition of an N-methyl C–H bond to α-trifluoromethylstyrenes via C–H activation
    Daisuke Yamauchi, Ikumi Nakamura, and Takahiro Nishimura*
    Chem. Commun. 2021, 57, 11787–11790. Selected as the inside front cover.
    DOI: 10.1039/D1CC05076A.
  • Stereoselective Synthesis of Polysubstituted Tetrahydropyranones via Acid-Promoted Cyclization of β‑Silyl-γ-ethylidene-γ-butyrolactones with Aldehydes and Ketones
    Shoma Ariyoshi, Kazuhiko Sakaguchi,* and Takahiro Nishimura
    J. Org. Chem. 2021, 86, 11884-11894.
    DOI: 10.1021/acs.joc.1c01284
  • Iridium-catalyzed stereoselective [3+2] annulation of α-oxocarboxylic acids with 1,3-dienes
    Ryota Yabe, Yusuke Ebe, and Takahiro Nishimura*
    Chem. Commun. 2021, 57, 5917-5920.
    DOI: 10.1039/D1CC02003J.
  • Iridium-Catalyzed Direct C–H Allylation of Ketimines
    Ryota Yabe, Yusuke Ebe, and Takahiro Nishimura*
    Synthesis 2021, 53, 3051-3056.
    DOI: 10.1055/a-1477-7059.
  • Enantioselective synthesis of 3-substituted dihydrobenzofurans through iridium-catalyzed intramolecular hydroarylation
    Kana Sakamoto and Takahiro Nishimura*
    Org. Biomol. Chem. 2021, 19, 684–690.
    DOI: 10.1039/D0OB02421J

2020

  • Enantioselective Synthesis of Chiral Indane Derivatives by Rhodium-Catalyzed Addition of Arylboron Reagents to Substituted Indenes
    Moeko Umeda, Hikaru Noguchi, and Takahiro Nishimura*
    Org. Lett. 2020, 22, 9597–9602.
    DOI: 10.1021/acs.orglett.0c03651
  • Synthesis of Allene-containing Apocarotenoids by Cross-coupling Strategy
    Kazuhiko Sakaguchi,* Yuto Nishioka, Naoto Kinashi, Nao Yukihira, Tetsuro Shinada, Takahiro Nishimura, Hideki Hashimoto, and Shigeo Katsumura
    Synthesis 2020, 52, 3007–3017.
    DOI: 10.1055/s-0040-1707906
  • Iridium-catalyzed Annulation of α,β-Unsaturated Amides with Electron-deficient Conjugated Dienes
    Kotone Murakami, Midori Nagamoto, and Takahiro Nishimura*
    Chem. Lett. 2020, 49, 732–735.
    DOI:10.1246/cl.200193

2019

  • Rhodium-catalyzed asymmetric addition of arylboronic acids to 2H-chromenes leading to 3-arylchromane derivatives
    Moeko Umeda, Kana Sakamoto, Tomotaka Nagai, Midori Nagamoto, Yusuke Ebe, and Takahiro Nishimura*
    Chem. Commun. 2019, 55, 11876–11879.
    DOI:10.1039/C9CC06221A
  • Acid-Catalyzed Chirality-Transferring Intramolecular Friedel–Crafts Cyclization of α-Hydroxy-α-alkenylsilanes
    Kazuhiko Sakaguchi,* Shunnichi Kubota, Wataru Akagi, Naoko Ikeda, Masato Higashino, Shoma Ariyoshi, Tetsuro Shinada, Yasufumi Ohfune and Takahiro Nishimura
    Chem. Commun. 2019, 55, 8635–8638.
    DOI:10.1039/c9cc03509e
  • Iridium-Catalyzed Asymmetric Hydroarylation of Chromene Derivatives with Aromatic Ketones: Enantioselective Synthesis of 2-Arylchromanes
    Kana Sakamoto and Takahiro Nishimura*
    Adv. Synth. Catal. 2019, 361, 2124–2128. Selected as a "VIP" with Inside Cover Picture.
    DOI:10.1002/adsc.201801664
  • Iridium-Catalyzed Direct Hydroarylation of Glycals via C–H Activation: Ligand-Controlled Stereoselective Synthesis of α- and β-C-Glycosyl Arenes
    Kana Sakamoto, Masaki Nagai, Yusuke Ebe, Hideki Yorimitsu, and Takahiro Nishimura*
    ACS Catal. 2019, 9, 1347–1352.
    DOI:10.1021/acscatal.8b04686

2018

  • Iridium-Catalyzed Sequential sp3 C–H Alkylation of an N-Methyl Group with Alkenes Towards the Synthesis of α-Substituted Amines
    Hiroshi Hattori and Takahiro Nishimura*
    Adv. Synth. Catal. 2018, 360, 4827–4831.
    DOI:10.1002/adsc.201801131
    Featured in Org. Chem. Highlights.
  • Hydroxoiridium-Catalyzed sp3 C−H Alkylation of Indoline Derivatives with Terminal Alkenes
    Ikumi Nakamura, Daisuke Yamauchi, and Takahiro Nishimura*
    Asian J. Org. Chem. 2018, 7, 1347–1350.
    DOI:10.1002/ajoc.201800189
  • Stereocontrolled Synthesis of 19’-Deoxyperidinin
    Naoto Kinashi, Shigeo Katsumura,* Tetsuro Shinada, and Kazuhiko Sakaguchi*
    Org. Lett. 2018, 20, 582–585.
    DOI:10.1021/acs.orglett.7b03695
  • Iridium-Catalyzed Hydroarylation of Conjugated Dienes via π-Allyliridium Intermediates
    Midori Nagamoto, Hideki Yorimitsu, and Takahiro Nishimura*
    Org. Lett. 2018, 20, 828–831.
    DOI:10.1021/acs.orglett.7b03969
  • Iridium/Chiral Diene-Catalyzed Enantioselective (3 + 2) Annulation of Aromatic Ketimines with 1,3-Enynes
    Midori Nagamoto, Kana Sakamoto, and Takahiro Nishimura*
    Adv. Synth. Catal. 2018, 360, 791–795.
    DOI:10.1002/adsc.201701378

2017

  • Stereocontrolled Synthesis of Paracentrone
    Yuto Nishioka, Yo Yano, Naoto Kinashi, Natsumi Oku, Youhei Toriyama, Shigeo Katsumura,* Tetsuro Shinada, Kazuhiko Sakaguchi*
    Synlett 2017, 28, 327-332.
    DOI: 10.1055/s-0036-1588906
  • Hydroxoiridium-Catalyzed Hydroarylation of Alkynes and Bicycloalkenes with N-Sulfonylbenzamides
    Midori Nagamoto, Jun-ichi Fukuda, Miyuki Hatano, Hideki Yorimitsu, and Takahiro Nishimura*
    Org. Lett. 2017, 19, 5952−5955.
    DOI: 10.1021/acs.orglett.7b02950
  • Iridium-Catalyzed Intramolecular Oxidative Cyclization of Alkenyl Amides and Alkenoic Acids
    Midori Nagamoto, Takahiro Nishimura,* and Hideki Yorimitsu
    Synthesis 2017, 49, 4272–4282.
    DOI: 10.1055/s-0036-1588435
  • Iridium-catalyzed sp3 C–H Alkylation of 3-Carbonyl-2-(alkylamino)pyridines with Alkenes
    Masaki Nagai, Midori Nagamoto, Takahiro Nishimura,* and Hideki Yorimitsu
    Chem. Lett. 2017, 46, 1176–1178.
    DOI: 10.1246/cl.170373
  • Iridium-catalyzed Cleavage of C–O Bonds Using Alcohols as Reducing Reagents
    Yuta Hibe, Yusuke Ebe, Takahiro Nishimura,* and Hideki Yorimitsu
    Chem. Lett. 2017, 46, 953–955.
    DOI: 10.1246/cl.170239
  • Hydroxoiridium-Catalyzed Hydroalkylation of Terminal Alkenes with Ureas by C(sp3)–H Bond Activation
    Daisuke Yamauchi, Takahiro Nishimura,* and Hideki Yorimitsu
    Angew. Chem., Int. Ed. 2017, 56, 7200–7204.
    DOI: 10.1002/anie.201702169
  • Iridium-Catalyzed Regio- and Enantioselective Hydroarylation of Alkenyl Ethers by Olefin Isomerization
    Yusuke Ebe, Mitsuki Onoda, Takahiro Nishimura,* and Hideki Yorimitsu
    Angew. Chem., Int. Ed. 2017, 56, 5607–5611.
    DOI: 10.1002/anie.201702286
  • Asymmetric hydroarylation of vinyl ethers catalyzed by a hydroxoiridium complex: azoles as effective directing groups
    Daisuke Yamauchi, Takahiro Nishimura,* and Hideki Yorimitsu
    Chem. Commun. 2017, 53, 2760–2763.
    DOI: 10.1039/c7cc00238f
  • Regularized Regression Analysis of Digitized Molecular Structures in Organic Reactions for Quantification of Steric Effects
    Shigeru Yamaguchi,* Takahiro Nishimura, Yuta Hibe, Masaki Nagai, Hirofumi Sato, and Ian Johnston
    J. Comput. Chem. 2017, 38, 1825–1833.
    DOI: 10.1002/jcc.24791

2016

  • Preparation of E-α-Stannyl-β-trimethylsilylethynylacrylate, Building Block for Polyconjugated Ylidenebutenolide and Its Derivatives, by Novel E-Selective Ethynylstannylation of Propiolate
    Naoto Kinashi, Kazuhiko Sakaguchi,* Shigeo Katsumura,* Tetsuro Shinada
    Tetrahedron Lett. 2016, 57, 129-132.
    DOI: 10.1016/j.tetlet.2015.11.079
  • Asymmetric Cyclization of N-Sulfonyl Alkenyl Amides Catalyzed by Iridium/Chiral Diene Complexes
    Midori Nagamoto, Tomoyuki Yanagi,Takahiro Nishimura,* and Hideki Yorimitsu
    Org. Lett. 2016, 18, 4474−4477.
    DOI: 10.1021/acs.orglett.6b01954
  • Selective H/D Exchange at Vinyl and Methylidene Groups with D2O Catalyzed by an Iridium Complex
    Miyuki Hatano, Takahiro Nishimura,* and Hideki Yorimitsu
    Org. Lett. 2016, 18, 3674−3677.
    DOI: 10.1021/acs.orglett.6b01721
  • Iridium-catalyzed asymmetric [3+2] annulation of aromatic ketimines with alkynes via C–H activation: unexpected inversion of the enantioselectivity induced by protic acids
    Midori Nagamoto, Daisuke Yamauchi, and Takahiro Nishimura*
    Chem. Commun. 2016, 52, 5876–5879.
    DOI: 10.1039/c6cc01398h
    Highlighted in Synfacts, Synfacts 2016, 12, 597.
  • Asymmetric Alkylation of N-Sulfonylbenzamides with Vinyl Ethers via C−H Bond Activation Catalyzed by Hydroxoiridium/Chiral Diene Complexes
    Miyuki Hatano, Yusuke Ebe, Takahiro Nishimura,* and Hideki Yorimitsu
    J. Am. Chem. Soc. 2016, 138, 4010−4013.
    DOI: 10.1021/jacs.6b01591
    Highlighted in Synfacts, Synfacts 2016, 12, 596.
  • Rhodium-Catalyzed Enantioselective Addition of Tricyclopropylboroxin to N-Sulfonylimines
    Takahiro Nishimura,* Tomotaka Nagai, Ryosuke Takechi, Yusuke Ebe
    Synthesis 2016, 48, 2612–2618.
    DOI: 10.1055/s-0035-1561605
    Highlighted in Synfacts, Synfacts 2016, 12, 699.

2015

  • Stereoselective hydroacylation of bicyclic alkenes with 2-hydroxybenzaldehydes catalyzed by hydroxoiridium/diene complexes
    Midori Nagamoto and Takahiro Nishimura*
    Chem. Commun. 2015, 51, 13791–13794.
    DOI: 10.1039/C5CC05432J
    Highlighted in Synfacts, Synfacts 2015, 11, 1064.
  • Iridium-catalyzed asymmetric cyclization of alkenoic acids leading to γ-lactones
    Midori Nagamoto and Takahiro Nishimura*
    Chem. Commun. 2015, 51, 13466–13469.
    DOI: 10.1039/C5CC05393E
    Highlighted in Synfacts, Synfacts 2016, 12, 64.
  • Hydroxoiridium/Chiral Diene Complexes as Effective Catalysts for Asymmetric Annulation of α-Oxo- and Imino-carboxamides with 1,3-Dienes
    Miyuki Hatano and Takahiro Nishimura*
    Angew. Chem., Int. Ed. 2015, 54, 10949–10952.
    DOI: 10.1002/anie.201505382
  • Formation of Carbocycles via a 1,4-Rh Shift Triggered by a Rhodium-Catalyzed Addition of Terminal Alkynes to 3,3-Diarylcyclopropenes
    Takahiro Sawano, Minoru Hashizume, Shouta Nishimoto, Keiyu Ou, and Takahiro Nishimura*
    Org. Lett. 2015, 17, 2630–2633.
    DOI: 10.1021/acs.orglett.5b00984
  • Iridium-Catalyzed Branch-Selective Hydroarylation of Vinyl Ethers via C–H Bond Activation
    Yusuke Ebe and Takahiro Nishimura*
    J. Am. Chem. Soc. 2015, 137, 5899−5902.
    DOI: 10.1021/jacs.5b03099
    Highlighted in Synfacts, Synfacts 2015, 11, 723.
  • Enantioselective 1,4-addition of cyclopropylboronic acid catalyzed by rhodium/chiral diene complexes
    Ryosuke Takechi and Takahiro Nishimura*
    Chem. Commun. 2015, 51, 8528–8531.
    DOI: 10.1039/c5cc02140e
    Highlighted in Synfacts, Synfacts 2015, 11, 747.
  • Rhodium-catalyzed asymmetric addition of arylboronic acids to cyclic N-sulfonyl ketimines towards the synthesis of α,α-diaryl-α-amino acid derivatives
    Ryosuke Takechi and Takahiro Nishimura*
    Org. Biomol. Chem. 2015, 13, 4918–4924.
    DOI: 10.1039/c5ob00431d
  • Iridium-Catalyzed Annulation of Aromatic Imines with 1,3-Dienes via Direct Functionalization of an Aromatic C–H Bond
    Yusuke Ebe, Miyuki Hatano, and Takahiro Nishimura*
    Adv. Synth. Catal. 2015, 357, 1425–1436. (VIP)
    DOI: 10.1002/adsc.201401171

2014

  • Straightforward synthesis of fucoxanthin short-chain derivatives via modified-Julia olefination
    Satoshi Okumura, Takayuki Kajikawa, Koki Yano, Kazuhiko Sakaguchi, Daisuke Kosumi, Hideki Hashimoto, Shigeo Katsumura*
    Tetrahedron Lett. 2014, 55,, 407-410.
    DOI: 10.1016/j.tetlet.2013.11.043
  • Iridium-Catalyzed Annulation of Salicylimines with 1,3-Dienes
    Yusuke Ebe and Takahiro Nishimura*
    J. Am. Chem. Soc. 2014, 136, 9284–9287.
    DOI: 10.1021/ja504990a
    Highlighted in Synfacts as Synfact of the month, Synfacts 2014, 10, 931.
  • Catalytic [3 + 2] annulation of ketimines with alkynes via C–H activation by a cationic iridium(cod) complex
    Midori Nagamoto and Takahiro Nishimura*
    Chem. Commun. 2014, 50, 6274–6277.
    DOI: 10.1039/C4CC01874E

2013

  • Enantioselective [3 + 2] annulation via C–H activation between cyclic N-acyl ketimines and 1,3-dienes catalyzed by iridium/chiral diene complexes
    Takahiro Nishimura,* Midori Nagamoto, Yusuke Ebe, and Tamio Hayashi
    Chem. Sci. 2013, 4, 4499–4504.
    DOI: 10.1039/c3sc52379a
    Highlighted in Synfacts as Synfact of the month, Synfacts 2014, 10, 157.
  • Cobalt-Catalyzed Asymmetric Addition of Silylacetylenes to 1,1-Disubstituted Allenes
    Takahiro Sawano, Keiyu Ou, Takahiro Nishimura,* and Tamio Hayashi
    J. Org. Chem. 2013, 78, 8986−8993. [Featured Article]
    DOI: 10.1021/jo401604n
    Highlighted in Synfacts, Synfacts 2013, 8, 1321.
  • Asymmetric Synthesis of gem-Diaryl Substituted Cyclic Sulfamidates and Sufamides by Rhodium-Catalyzed Arylation of Cyclic Ketimines
    Takahiro Nishimura,* Yusuke Ebe, Hiroto Fujimoto, and Tamio Hayashi
    Chem. Commun. 2013, 49, 5504–5506.
    DOI: 10.1039/C3CC42071J
  • Rhodium-Catalyzed Asymmetric Cycloisomerization of 1,6-Ene-ynamides
    Takahiro Nishimura,* Yuka Takiguchi, Yuko Maeda, and Tamio Hayashi*
    Adv. Synth. Catal. 2013, 355, 1374–1382.
    DOI: 10.1002/adsc.201300148
  • Iridium-Catalyzed [3+2] Annulation of Cyclic N-Sulfonyl Ketimines with 1,3-Dienes via C-H Activation
    Takahiro Nishimura,* Yusuke Ebe, and Tamio Hayashi
    J. Am. Chem. Soc. 2013, 135, 2092–2095.
    DOI: 10.1021/ja311968d
    Highlighted in Synfacts as Synfact of the month, Synfacts 2013, 9, 503.
  • Hydroxorhodium/Chiral Diene Complexes as Effective Catalysts for the Asymmetric Arylation of 3-Aryl-3-hydroxyisoindolin-1-ones
    Takahiro Nishimura,* Akira Noishiki, Yusuke Ebe, and Tamio Hayashi*
    Angew. Chem., Int. Ed. 2013, 52, 1777–1780.
    DOI: 10.1002/anie201208593
    Highlighted in Synfacts, Synfacts 2013, 9, 401.

2012年以前は、コチラ(cv,publication list)をご参照ください。

大阪公立大学 理学研究科・理学部
化学専攻・化学科
精密有機化学研究室

Fine Organic Chemistry Laboratory
Department of Chemistry,
Graduate School of Science,
Osaka City University
3-3-138 Sugimoto Sumiyoshi-ku,
Osaka 558-8585, Japan

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Fine Organic Chemistry Laboratory
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