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
Synthesis2023, 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.
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*
Synthesis2022, 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*
Synthesis2021, 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
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
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, Synfacts2016, 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, Synfacts2016, 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, Synfacts2016, 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, Synfacts2015, 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, Synfacts2016, 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, Synfacts2015, 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, Synfacts2015, 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, Synfacts2014, 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, Synfacts2014, 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, Synfacts2013, 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
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, Synfacts2013, 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, Synfacts2013, 9, 401.