In Situ Dehydrogenative Generation of Vinyl Groups Bound to Heteroatoms by the Use of Ethyl Groups as Surrogates in Iridium-Catalyzed Intramolecular C–H/C–H Coupling
Kaito Yagi, Toshimichi Ohmura, Michinori Suginome
ACS Catal., 2024, 14, 2014-2021. 10.1021/acscatal.3c05965
今なお進化するBuchwald配位子 −触媒的不斉合成の新展開− (written in Japanese)
大村 智通
月刊 化学(2024年1月号), 化学同人, 2024, 79, 70-71.
ヒドロホウ素化の常識を打ち破る! (written in Japanese)
大村 智通
ドラマチック有機合成化学ー感動の瞬間100, 有機合成化学協会編, 化学同人, 2023, 174-175.
遷移金属触媒によるsp3炭素−水素結合活性化に基づく合成反応のデザイン・創出 (written in Japanese)
大村 智通
Organometallic News, 2023, 48-53.
有機金属化学に魅せられて (written in Japanese)
大村 智通
有機合成化学協会誌 2023, 81, 364-365. 10.5059/yukigoseikyokaishi.81.364 (Open Access)
sp3炭素−水素および炭素−ホウ素結合の触媒的高効率変換反応の開発 (written in Japanese)
大村 智通
有機合成化学協会誌 2022, 80, 1113-1125. 10.5059/yukigoseikyokaishi.80.1113
Iridium-Catalyzed Enantioselective Intramolecular Cross-Dehydrogenative Coupling of Alkyl Aryl Ethers Giving Enantioenriched 2,3-Dihydrobenzofurans
Satoshi Kusaka, Toshimichi Ohmura, Michinori Suginome
Chem. Lett., 2022, 51, 601-604. 10.1246/cl.220129 (Open Access)
Synthesis of Disilanes, Dihydrosiloles, and 1,4-Disilacyclohexa-2,5-dienes by Transition-Metal-Free Transfer of Diphenylsilylene and Dimethylsilylene from Silylboronic Esters
Ikuo Sasaki, Asahi Maebashi, Jiaying Li, Toshimichi Ohmura, Michinori Suginome
Eur. J. Org. Chem., 2022, e202101573. 10.1002/ejoc.202101573
Iridium-Catalyzed Enantioselective Intramolecular Hydroarylation of Allylic Aryl Ethers Devoid of a Directing Group on the Aryl Group
Toshimichi Ohmura, Satoshi Kusaka, Michinori Suginome
Chem. Commun., 2021, 57, 13542-13545. 10.1039/D1CC05684K
Mechanism of 2,6-Dichloro-4,4’-bipyridine-Catalyzed Diboration of Pyrazines Involving a Bipyridine-Stabilized Boryl Radical
Toshimichi Ohmura, Yohei Morimasa, Tomoya Ichino, Yusuke Miyake, Yasujiro Murata, Michinori Suginome, Kunihiko Tajima, Tetsuya Taketsugu, Satoshi Maeda
Bull. Chem. Soc. Jpn., 2021, 94, 1894-1902. 10.1246/bcsj.20210145 (Open Access)
Intramolecular Addition of a Dimethylamino C(sp3)–H Bond across C–C Triple Bonds using IrCL(DTBM-SEGPHOS)(ethylene) Catalyst: Synthesis of Indoles from 2-Alkynyl-N-methylanilines
Toshimichi Ohmura, Kaito Yagi, Takeru Torigoe, Michinori Suginome
Synthesis, 2021, 53, 3057-3064. 10.1055/a-1511-1025
Copper-Catalyzed Regioselective trans-Silaboration of Internal Arylalkynes with Stereochemical Switch to cis-Addition Mode
Toshimichi Ohmura, Yuta Takaoka, Michinori Suginome
Chem. Commun.,2021, 57, 4670-4673. 10.1039/D1CC01579F
ボリルシランをシリレンおよびシレン合成等価体として利用する触媒的分子変換(written in Japanese)
大村 智通、杉野目 道紀
ケイ素化学協会誌 2020, 37, 40-49.
Construction of Silicon-Containing Seven-Membered Rings by Catalytic [4+2+1] Cycloaddition through Rhodium Silylenoid
Ikuo Sasaki, Toshimichi Ohmura, Michinori Suginome
Org. Lett., 2020, 22, 2961-2966. 10.1021/acs.orglett.0c00690
Tandem C–H Activation by a Single Iridium Catalyst: Direct Access to Indoles and Indolines from o-Alkyl-N-methylanilines
Toshimichi Ohmura, Kaito Yagi, Satoshi Kusaka, Michinori Suginome
ACS Catal., 2020, 10, 3152-3157. 10.1021/acscatal.9b05579
4,4’-Bipyridyl-Catalyzed Reduction of Nitroarenes by Bis(neopentylglycolato)diboron
Hiromu Hosoya, Luis C. Misal Castro, Ibrahim Sultan, Yumiko Nakajima, Toshimichi Ohmura, Kazuhiko Sato, Hayato Tsurugi, Michinori Suginome, Kazushi Mashima
Org. Lett., 2019, 21, 9812-9817. 10.1021/acs.orglett.9b03419
Iridium-Catalyzed C(sp3)–H Addition of Methyl Ethers across Intramolecular Carbon–Carbon Double Bonds Giving 2,3-Dihydrobenzofurans
Toshimichi Ohmura, Satoshi Kusaka, Takeru Torigoe, Michinori Suginome
Adv. Synth. Catal., 2019, 361, 4448-4453. 10.1002/adsc.201900749
Pyridine-Based Organocatalysts for Regioselective syn-1,2-Silaboration of Terminal Alkynes and Allenes
Yohei Morimasa, Kosuke Kabasawa, Toshimichi Ohmura, Michinori Suginome
Asian J. Org. Chem., 2019, 8, 1092-1096. 10.1002/ajoc.201900176
Catalytic Generation of Rhodium Silylenoid for Alkene-Alkyne-Silylene [2+2+1] Cycloaddition
Toshimichi Ohmura, Ikuo Sasaki, Michinori Suginome
Org. Lett., 2019, 21, 1649-1653. 10.1021/acs.orglett.9b00326
鈴木-宮浦カップリング ノーベル賞後の新展開
大村 智通
化学 2018, 73, 29-32.
Enantiospecific Suzuki-Miyaura Coupling of Nonbenzylic α-(Acylamino)alkylboronic Acid Derivatives
Toshimichi Ohmura, Kyoko Miwa, Tomotsugu Awano, Michinori Suginome
Chem. Asian J., 2018, 13, 2414–2417. 10.1002/asia.201800536
Palladium-Catalyzed β-Elimination of Aminoboranes from (Aminomethylsilyl)boranes Leading to the Formation of Silene Dimers
Toshimichi Ohmura, Hiroki Nishiura, Michinori Suginome
Organometallics, 2017, 36, 4298–4304. 10.1021/acs.organomet.7b00695
4,4'-Bipyridine-Catalyzed Stereoselective trans-Diboration of Acetylenedicarboxylates to 2,3-Diborylfumarates
Toshimichi Ohmura, Yohei Morimasa, Michinori Suginome
Chem. Lett., 2017, 46, 1793–1796. 10.1246/cl.170848 (Open Access)
Asymmetric Cycloisomerization of o-Alkenyl-N-methylanilines to Indolines through Iridium-Catalyzed C(sp3)–H Addition to Carbon–Carbon Double Bonds
Takeru Torigoe, Toshimichi Ohmura, Michinori Suginome
Angew. Chem. Int. Ed., 2017, 56, 14272–14276. 10.1002/anie.201708578
Utilization of a Trimethylsilyl Group as a Synthetic Equivalent of a Hydroxyl Group via Chemoselective C(sp3)–H Borylation at the Methyl Group on Silicon
Takeru Torigoe, Toshimichi Ohmura, Michinori Suginome
J. Org. Chem., 2017, 82, 2943–2956. 10.1021/acs.joc.6b02917
Iridium-Catalyzed Intramolecular Methoxy C–H Addition to Carbon–Carbon Triple Bonds: Direct Synthesis of 3-Substituted Benzofurans from o-Methoxyphenylalkynes
Takeru Torigoe, Toshimichi Ohmura, Michinori Suginome
Chem. Eur. J., 2016, 22, 10415–10419. 10.1002/chem.201602152
A (Borylmethyl)silane Bearing Three Hydrolyzable Groups on Silicon: Synthesis via Iridium-Catalyzed C(sp3)–H Borylation and Conversion to Functionalized Siloxanes
Toshimichi Ohmura, Ikuo Sasaki, Takeru Torigoe, Michinori Suginome
Organometallics, 2016, 35, 1601–1603. 10.1021/acs.organomet.6b00316
Site- and Regioselective Silaborative C–C Cleavage of 1-Alkyl-2-Methylenecyclopropanes Using a Platinum Catalyst with a Sterically Demanding Silylboronic Ester
Toshimichi Ohmura, Hiroki Taniguchi, Michinori Suginome
ACS Catal., 2015, 5, 3074–3077. 10.1021/acscatal.5b00513
Organocatalytic Diboration Involving “Reductive Addition” of a Boron–Boron σ-Bond to 4,4’-Bipyridine
Toshimichi Ohmura, Yohei Morimasa, Michinori Suginome
J. Am. Chem. Soc., 2015, 137, 2852–2855. 10.1021/jacs.5b00546
Iridium-Catalysed Borylation of Sterically Hindered C(sp3)–H Bonds: Remarkable Rate Acceleration by a Catalytic Amount of Potassium tert-Butoxide
Toshimichi Ohmura, Takeru Torigoe, Michinori Suginome
Chem. Commun., 2014, 50, 6333–6336. 10.1039/C4CC01262C
Functionalization of Tetraorganosilanes and Permethyloligosilanes at a Methyl Group on Silicon via Iridium Catalyzed C(sp3)–H Borylation
Toshimichi Ohmura, Takeru Torigoe, Michinori Suginome
Organometallics, 2013, 32, 6170–6173. 10.1021/om400900z
Catalytic Borylation and Silylation of Unsaturated Organic Molecules: Reaction Control by Transition Metal Catalysts and Applications to Organic Synthesis (written in Japanese)
Toshimichi Ohmura
J. Synth. Org. Chem. Jpn., 2013, 71, 804–817. 10.5059/yukigoseikyokaishi.71.804
Cycloaddition-based Formal C–H Alkynylation of Isoindoles Leading to the Synthesis of Air-stable Fluorescent 1,3-Dialkynylisoindoles
Toshimichi Ohmura, Akihito Kijima, Yusuke Komori, Michinori Suginome
Org. Lett., 2013, 15, 3510–3513. 10.1021/ol401051d
Synthesis of Cyclic Alkenylborates via Silaboration of Alkynes Followed by Hydrolysis for Utilization in External-Base-Free Cross Coupling
Toshimichi Ohmura, Kazuyuki Oshima, Michinori Suginome
Organometallics, 2013, 32, 2870–2873. 10.1021/om400138u
Catalytic Functionalization of Methyl Group on Silicon: Iridium-Catalyzed C(sp3)–H Borylation of Methylchlorosilanes
Toshimichi Ohmura, Takeru Torigoe, Michinori Suginome
J. Am. Chem. Soc., 2012, 134, 17416–17419. 10.1021/ja307956w
Dearomatizing conversion of pyrazines to 1,4-dihydropyrazine derivatives via transition-metal-free diboration, silaboration, and hydroboration
Kazuyuki Oshima, Toshimichi Ohmura, Michinori Suginome
Chem. Commun., 2012, 48, 8571–8573. 10.1039/C2CC34086K
Enhanced Catalyst Activity and Enantioselectivity with Chirality-Switchable Polymer Ligand PQXphos in Pd-Catalyzed Asymmetric Silaborative Cleavage of meso-Methylenecyclopropanes
Yuto Akai, Takeshi Yamamoto, Yuuya Nagata, Toshimichi Ohmura, Michinori Suginome
J. Am. Chem. Soc., 2012, 134, 11092–11095. 10.1021/ja303506k
Regioselective Synthesis of 1,2-Dihydropyridines by Rhodium-Catalyzed Hydroboration of Pyridines
Kazuyuki Oshima, Toshimichi Ohmura, Michinori Suginome
J. Am. Chem. Soc., 2012, 134, 3699–3702. 10.1021/ja3002953
1,3,2-Dioxaborolane, 2-(dimethylphenylsilyl)-4,4,5,5-tetramethyl-
Toshimichi Ohmura, Michinori Suginome
Handbook of Reagents for Organic Synthesis, Reagents for Silicon-Mediated Organic Synthesis, P. L. Fuchs Ed., Wiley, 2011, 270–276
Transition Metal-Catalyzed Element-Boryl Additions to Unsaturated Organic Compounds
Michinori Suginome, Toshimichi Ohmura
Boronic Acids Second Edition, D. G. Hall Ed., Wiley, 2011, 1, 171–212.
Inversion or Retention? Effects of Acidic Additives on the Stereochemical Course in Enantiospecific Suzuki–Miyaura Coupling of α-(Acetylamino)benzylboronic Esters
Tomotsugu Awano, Toshimichi Ohmura, Michinori Suginome
J. Am. Chem. Soc., 2011, 133, 20738–20741. 10.1021/ja210025q
(E)- and (Z)-β-Borylallylsilanes via Alkyne Silaboration Followed by Regio- and Stereoselective Double Bond Migration
Toshimichi Ohmura, Kazuyuki Oshima, and Michinori Suginome
Angew. Chem. Int. Ed., 2011, 50, 12501–12504. 10.1002/anie.201106077
Dinuclear Palladium and Platinum Complexes with Bridging Silylene Ligands. Preparation Using (Aminosilyl)boronic Ester as the Ligand Precursor and Their Reactions with Alkynes
Makoto Tanabe, Jian Jiang, Hideto Yamazawa, Kohtaro Osakada, Toshimichi Ohmura, Michinori Suginome
Organometallics, 2011, 30, 3981–3991. 10.1021/om200156g
Palladium-Catalyzed Regioselective Silaboration of Pyridines Leading to the Synthesis of Silylated Dihydropyridines
Kazuyuki Oshima, Toshimichi Ohmura, Michinori Suginome
J. Am. Chem. Soc., 2011, 133, 7324–7327. 10.1021/ja2020229
2-Vinylindoles As the Four-Atom Component in a Catalytic [4+1] Cycloaddition with a Silylene-Palladium Species Generated from (Aminosilyl)boronic Ester
Kohei Masuda, Toshimichi Ohmura, Michinori Suginome
Organometallics, 2011, 30, 1322–1325. 10.1021/om200135u
Integrated Catalytic C−H Transformations for One-Pot Synthesis of 1-Arylisoindoles from Isoindolines via Palladium-Catalyzed Dehydrogenation Followed by C−H Arylation
Toshimichi Ohmura, Akihito Kijima, Michinori Suginome
Org. Lett., 2011, 13, 1238–1241. 10.1021/ol2001232
Stereospecific Suzuki-Miyaura Coupling of Chiral α-(Acylamino)benzylboronic Esters with Inversion of Configuration
Toshimichi Ohmura, Tomotsugu Awano, Michinori Suginome
J. Am. Chem. Soc., 2010, 132, 13191–13193. 10.1021/ja106632j
Switch of Regioselectivity in Palladium-Catalyzed Silaboration of Terminal Alkynes by Ligand-Dependent Control of Reductive Elimination
Toshimichi Ohmura, Kazuyuki Oshima, Hiroki Taniguchi, Michinori Suginome
J. Am. Chem. Soc., 2010, 132, 12194–12196. 10.1021/ja105096r
触媒的ヒドロホウ素化の新展開:銅および鉄触媒の利用
大村 智通
Organometallic News, 2010, 28, 28–28.
Palladium-Catalyzed Silylene-1,3-Diene [4 + 1] Cycloaddition with Use of (Aminosilyl)boronic Esters as Synthetic Equivalents of Silylene
Toshimichi Ohmura, Kohei Masuda, Ichiro Takase, Michinori Suginome
J. Am. Chem. Soc., 2009, 131, 16624–16625. 10.1021/ja907170p
Nickel-Catalyzed Ring-Opening Hydroacylation of Methylenecyclopropanes: Synthesis of γ,δ-Unsaturated Ketones from Aldehydes
Hiroki Taniguchi, Toshimichi Ohmura, Michinori Suginome
J. Am. Chem. Soc., 2009, 131, 11298-11299. 10.1021/ja9046894
Kinetic Resolution of Racemic 1-Alkyl-2-methylenecyclopropanes via Palladium-Catalyzed Silaborative C–C Cleavage
Toshimichi Ohmura, Hiroki Taniguchi, Michinori Suginome
Org. Lett., 2009, 11, 2880-2883. 10.1021/ol900829c
α-Amidobenzylation of Aryl and Alkenyl Halides via Palladium-catalyzed Suzuki-Miyaura Coupling with α-(Acylamino)benzylboronic Esters
Toshimichi Ohmura, Tomotsugu Awano, Michinori Suginome
Chem. Lett., 2009, 38, 664-665. 10.1246/cl.2009.664
Synthesis of 1-Borylisoindoles via Palladium-Catalyzed Dehydrogenation/C−H Borylation of Isoindolines
Toshimichi Ohmura, Akihito Kijima, Michinori Suginome
J. Am. Chem. Soc., 2009, 131, 6070-6071. 10.1021/ja901095h
Stereoselective Synthesis of cis-β-Methyl- and Phenyl-Substituted Alkenylboronates by Platinum-Catalyzed Dehydrogenative Borylation
Toshimichi Ohmura, Yuta Takasaki, Hideki Furukawa, Michinori Suginome
Angew. Chem. Int. Ed., 2009, 48, 2372-2375. 10.1002/anie.200805406
Silylboranes as New Tools in Organic Synthesis
Toshimichi Ohmura, Michinori Suginome
Bull. Chem. Soc. Jpn., 2009, 82, 29-49. 10.1246/bcsj.82.29
遷移金属触媒とシリレン等価体による炭素―ケイ素結合形成
大村智通, 杉野目道紀
ケイ素化学協会誌, 2008, 25, 32-35.
Palladium-Catalysed cis- and trans-Silaboration of Terminal Alkynes: Complementary Access to Stereo-Defined Trisubstituted Alkenes
Toshimichi Ohmura, Kazuyuki Oshima, Michinori Suginome
Chem. Commun., 2008, 6070-6071. 10.1039/b800181b
Synthetic Application of Intramolecular Cyanoboration on the Basis of Removal and Conversion of a Tethering Group by Palladium-Catalyzed Retro-Allylation
Toshimichi Ohmura, Tomotsugu Awano, Michinori Suginome, Hideki Yorimitsu, Koichiro Oshima
Synlett, 2008, 423-427. 10.1055/s-2008-1032075
Silylboranes Bearing Dialkylamino Groups on Silicon as Silylene Equivalents: Palladium-Catalyzed Regioselective Synthesis of 2,4-Disubstituted Siloles
Toshimichi Ohmura, Kohei Masuda, Michinori Suginome
J. Am. Chem. Soc., 2008, 130, 1526-1527. 10.1021/ja073896h
Palladium-Catalyzed Asymmetric Silaborative C-C Cleavage of meso-Methylenecyclopropanes
Toshimichi Ohmura, Hiroki Taniguchi, Yoshiyuki Kondo, Michinori Suginome
J. Am. Chem. Soc., 2007, 129, 3518-3519. 10.1021/ja0703170
Synthesis of Silylboronic Esters Functionalized on Silicon
Toshimichi Ohmura, Kohei Masuda, Hideki Furukawa, Michinori Suginome
Organometallics, 2007, 26, 1291-1294. 10.1021/om0609867
C-E Bond Formation through Element-Element Addition to Carbon-Carbon Multiple Bonds
Michinori Suginome, Takanori Matsuda, Toshimichi Ohmura, Atsushi Seki, Masahiro Murakami
In Comprehensive Organometallic Chemistry III; Crabtree, R. and Mingos, M. Eds.; Ojima, I. Vol. Ed.; Elsevier, 2007, 10, 725-787.
Palladium-Catalyzed Asymmetric Silaboration of Allenes
Toshimichi Ohmura, Hiroki Taniguchi, Michinori Suginome
J. Am. Chem. Soc., 2006, 128, 13682-13683. 10.1021/ja063934h
Ligand-Controlled, Complementary Stereoselectivity in the Platinum-Catalyzed Intramolecular Silaboration of Alkenes
Toshimichi Ohmura, Hideki Furukawa, Michinori Suginome
J. Am. Chem. Soc., 2006, 128, 13366-13367. 10.1021/ja065588+
Asymmetric Silaboration of Terminal Allenes Bearing α-Stereogenic Centers: Stereoselection Based on "Reagent Control"
Toshimichi Ohmura, Michinori Suginome
Org. Lett., 2006, 8, 2503-2506. 10.1021/ol060666j
有機ケイ素化合物合成の新展開ーC-H結合活性化を利用したC-Si結合形成
大村智通, 杉野目道紀
化学, 2005, 60, 68-69.
Enantioface-Selective Palladium-Catalyzed Silaboration of Allenes via Double Asymmetric Induction
Michinori Suginome, Toshimichi Ohmura, Yoshihiro Miyake, Shin’ichirou Mitani, Yoshihiko Ito, Masahiro Murakami
J. Am. Chem. Soc., 2003, 125, 11174-11175. 10.1021/ja0368958
Regio- and Enantioselective Iridium-Catalyzed Intermolecular Allylic Etherification of Achiral Allylic Carbonates with Phenoxides
Fernando López, Toshimichi Ohmura, John F. Hartwig
J. Am. Chem. Soc., 2003, 125, 3426-3427. 10.1021/ja029790y
Regio- and Enantioselective Allylic Amination of Achiral Allylic Esters Catalyzed by an Iridium–Phosphoramidite Complex
Toshimichi Ohmura, John F. Hartwig
J. Am. Chem. Soc., 2002, 124, 15164-15165. 10.1021/ja028614m
Inter- and Intramolecular Additions of 1-Alkenylboronic Acids or Esters to Aldehydes and Ketones Catalyzed by Rhodium(I) Complexes in Basic, Aqueous Solutions
Akinori Takezawa, Kenji Yamaguchi, Toshimich Ohmura, Yasunori Yamamoto, Norio Miyaura
Synlett, 2002, 1733-1735. 10.1055/s-2002-34219
Rhodium- or Iridium-Catalyzed trans-Hydroboration of Terminal Alkynes, Giving (Z)-1-Alkenylboron Compounds
Toshimich Ohmura, Yasunori Yamamoto, Norio Miyaura
J. Am. Chem. Soc., 2000, 122, 4990-4991. 10.1021/ja0002823
Iridium-Catalyzed Dimerization of Terminal Alkynes to (E)-Enynes, (Z)-Enynes, or 1,2,3-Butatrienes
Toshimich Ohmura, Shun-ichi Yorozuya, Yasunori Yamamoto, Norio Miyaura
Organometallics, 2000, 19, 365-367. 10.1021/om990912d
Stereoselective Synthesis of Silyl Enol Ethers via the Iridium-Catalyzed Isomerization of Allyl Silyl Ethers
Toshimich Ohmura, Yasunori Yamamoto, Norio Miyaura
Organometallics, 1999, 18, 413-416. 10.1021/om980794e
Synthesis of Chiral Esters of (E)-3-(Silyloxy)-2-propenylboronic Acid via the Iridium-Catalyzed Isomerization of the Double Bond
Yasunori Yamamoto, Takahiro Miyairi, Toshimich Ohmura, Norio Miyaura
J. Org. Chem., 1999, 64, 296-298. 10.1021/jo9814288
A Stereoselective Isomerization of Allyl Silyl Ethers to (E)- or (Z)-Silyl Enol Ethers by the Cationic Iridium Complexes
Toshimich Ohmura, Yasuo Shirai, Yasunori Yamamoto, Norio Miyaura
Chem. Commun., 1998, 1337-1338. 10.1039/A802760I