Publication List






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

2024_2



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.

2024_1



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.

2023_3



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.

2023_2



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)

2023_1



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

2022_3



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)

2022_2



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

2022_1



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

2021_4



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)

2021_3



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

2021_2



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

2021_1



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.

2020_3



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

2020_2



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

2020_1



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

2019_4



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

2019_3



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

2019_2



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

2019_1



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.

2018_2



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

2018_1



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

2017_4



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)

2017_3



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

2017_2



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

2017_1



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

2016_2



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

2016_1



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

2015_2



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

2015_1



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

2014_1



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

2013_4



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

2013_3



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

2013_2



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

2013_1



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

2012_4



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

2012_3



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

2012_2



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

2012_1



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

.
2011_8



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.

2011_7



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

2011_6



(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

2011_5



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

2011_4



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

2011_3



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

2011_2



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

2011_1



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

2010_2



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

2010_1



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.

2009_8



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

2009_7



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

2009_6



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

2009_5



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

2009_4



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

2009_3



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

2009_2



Silylboranes as New Tools in Organic Synthesis

Toshimichi Ohmura, Michinori Suginome
Bull. Chem. Soc. Jpn., 2009, 82, 29-49. 10.1246/bcsj.82.29

2009_1



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.

2008_4



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

2008_3



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

2008_2



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

2008_1



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

2007_2



Synthesis of Silylboronic Esters Functionalized on Silicon

Toshimichi Ohmura, Kohei Masuda, Hideki Furukawa, Michinori Suginome
Organometallics, 2007, 26, 1291-1294. 10.1021/om0609867

2007_1



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.

2006_4



Palladium-Catalyzed Asymmetric Silaboration of Allenes

Toshimichi Ohmura, Hiroki Taniguchi, Michinori Suginome
J. Am. Chem. Soc., 2006, 128, 13682-13683. 10.1021/ja063934h

2006_3



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+

2006_2



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

2006_1



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.

2005_1



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

2003_2



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

2003_1



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

2002_2



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

2002_1



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

2000_2



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

2000_1



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

1999_2



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

1999_1



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

1998_1



2013_4