Faculty Profiles - OOI Takashi

Papers - OOI Takashi

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Catalysis of Chiral Iminophosphorane for Simultaneous Control of Multiple Selectivity: Experimental and Theoretical Investigation Reviewed

Daisuke Uraguchi, Takashi Ooi

Journal of Synthetic Organic Chemistry, Japan Vol. 79 ( 5 ) page： 406 - 416 2021.5

Authorship：Corresponding author Language：Japanese Publishing type：Research paper (scientific journal) Publisher：The Society of Synthetic Organic Chemistry, Japan

Simultaneous control of multiple selectivity is a powerful means for constructing structurally discrete, functionalized building blocks, yet it has remained a challenging task in organic synthesis and catalysis. We have tackled this objective by taking advantage of the unique ability of P-spiro chiral tetraaminophosphonium ion to control transition-state structures of the target reaction. Namely, the use of its conjugate base, chiral iminophosphorane, as an organic base catalyst allowed for the rigorous control of not only enantioselectivity but also additional selectivity associated with other factors, such as geometry, regiochemistry, diastereomer formation, and reaction pathway, in various carbon-carbon bond-forming reactions. Theoretical investigation revealed key elements to achieve the multiple selectivity control, which would provide a basis for the development of related and more effective catalytic systems.

DOI： 10.5059/yukigoseikyokaishi.79.406

CiNii Research

Catalytic asymmetric synthesis of 5-membered alicyclic α-quaternary β-amino acids via [3 + 2]-photocycloaddition of α-substituted acrylates Reviewed

Yuto Kimura, Daisuke Uraguchi, Takashi Ooi

Organic & Biomolecular Chemistry Vol. 19 ( 8 ) page： 1744 - 1747 2021.3

Catalytic Asymmetric Synthesis of 5-Membered Alicyclic α-Quaternary β-Amino Acids via [3+2]-Photocycloaddition of α-Substituted Acrylates Reviewed

Organic & Biomolecular Chemistry 2021.2

o-Quinone Methide with Overcrowded Olefin Component as a Dehydridation Catalyst under Aerobic Photoirradiation Conditions Reviewed Open Access

CHEMICAL SCIENCE Vol. 12 page： 2778-2783 2021.1

Mannich-type allylic C-H functionalization of enol silyl ethers under photoredox-thiol hybrid catalysis Reviewed

Tsubasa Nakashima, Kohsuke Ohmatsu, Takashi Ooi

ORGANIC & BIOMOLECULAR CHEMISTRY Vol. 19 ( 1 ) page： 141 - 145 2021.1

Hybrid Catalysis of 8-Quinolinecarboxaldehyde and Br?nsted Acid for Efficient Racemization of α-Amino Amides and Its Application in Chemoenzymatic Dynamic Kinetic Resolution Reviewed Open Access

HETEROCYCLES Vol. 2021 ( 103 ) page： xxxx-xxxx 2021

Urea as a Redox-Active Directing Group under Asymmetric Photocatalysis of Iridium-Chiral Borate Ion Pairs Reviewed

Uraguchi Daisuke, Kimura Yuto, Ueoka Fumito, Ooi Takashi

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY Vol. 142 ( 46 ) page： 19462 - 19467 2020.11

Redox-regulated divergence in photocatalytic addition of alpha-nitro alkyl radicals to styrenes Reviewed

Tsuchiya Yuto, Onai Ryota, Uraguchi Daisuke, Ooi Takashi

CHEMICAL COMMUNICATIONS Vol. 56 ( 75 ) page： 11014 - 11017 2020.9

Redox-Regulated Divergence in Photocatalytic Addition of α-Nitro Alkyl Radicals to Styrenes Reviewed

Yuto Tsuchiya, Ryota Onai, Daisuke Uraguchi and Takashi Ooi

Chemical Communications 2020.8

A Structurally Robust Chiral Borate Ion: Molecular Design, Synthesis, and Asymmetric Catalysis Reviewed Open Access

Uraguchi Daisuke, Ueoka Fumito, Tanaka Naoya, Kizu Tomohito, Takahashi Wakana, Ooi Takashi

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION Vol. 59 page： 11456-11461 2020.7

Non-Enzymatic Hybrid Catalysis for Stereoconversion of l-Amino Acid Derivatives to d-Isomers Reviewed

Nagato Yuya, Kiyokawa Mari, Ueki Yusuke, Kikuchi Jun, Ohmatsu Kohsuke, Terada Masahiro, Ooi Takashi

ASIAN JOURNAL OF ORGANIC CHEMISTRY Vol. 9 ( 4 ) page： 561-565 2020.4

Exploiting single-electron transfer in Lewis pairs for catalytic bond-forming reactions Reviewed Open Access

Aramaki Yoshitaka, Imaizumi Naoki, Hotta Mao, Kumagai Jun, Ooi Takashi

CHEMICAL SCIENCE Vol. 11 ( 17 ) page： 4305-4311 2020.3

Unveiling Latent Photoreactivity of Imines Reviewed

Uraguchi Daisuke, Tsuchiya Yuto, Ohtani Tsuyoshi, Enomoto Takafumi, Masaoka Shigeyuki, Yokogawa Daisuke, Ooi Takashi

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION Vol. 59 ( 9 ) page： 3665-3670 2020.2

Zwitterionic 1,2,3-Triazolium Amidate as a Catalyst for Photoinduced Hydrogen-Atom Transfer Radical Alkylation Reviewed

Ohmatsu Kohsuke, Suzuki Ryuhei, Furukawa Yukino, Sato Makoto, Ooi Takashi

ACS CATALYSIS Vol. 10 ( 4 ) page： 2627-2632 2020.2

Ion-paired Ligands for Palladium-catalyzed Allylic Alkylation under Base-free Conditions

Ohmatsu Kohsuke, Matsuyama Naho, Nagato Yuya, Ooi Takashi

Chemistry Letters Vol. 49 ( 9 ) page： 1114 - 1116 2020

Publishing type：Research paper (scientific journal) Publisher：公益社団法人日本化学会

The effectiveness of a catalytic amount of bromide ions for significantly accelerating the palladium-catalyzed allylation of carbonyl compounds with allylic carbonates is reported. In particular, the utilization of an ammonium–phosphine hybrid ligand bearing a bromide ion is uniquely effective for promoting allylation under mild, base-free conditions, thus obviating the need to use polar solvents and external strong Brønsted bases.

DOI： 10.1246/cl.200264

CiNii Research

Inserting Nitrogen: An Effective Concept To Create Nonplanar and Stimuli-Responsive Perylene Bisimide Analogues Open Access

Hayakawa Sakiho, Kawasaki Ayumi, Hong Yongseok, Uraguchi Daisuke, Ooi Takashi, Kim Dongho, Akutagawa Tomoyuki, Fukui Norihito, Shinokubo Hiroshi

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY Vol. 141 ( 50 ) page： 19807-19816 2019.12

Cationic Organic Catalysts or Ligands in Concert with Metal Catalysts

Ohmatsu Kohsuke, Ooi Takashi

TOPICS IN CURRENT CHEMISTRY Vol. 377 ( 6 ) 2019.12

Direct allylic C-H alkylation of enol silyl ethers enabled by photoredox-Bronsted base hybrid catalysis Open Access

Ohmatsu Kohsuke, Nakashima Tsubasa, Sato Makoto, Ooi Takashi

NATURE COMMUNICATIONS Vol. 10 2019.6

Photocatalytic borylcyclopropanation of alpha-boryl styrenes

Ohtani Tsuyoshi, Tsuchiya Yuto, Uraguchi Daisuke, Ooi Takashi

ORGANIC CHEMISTRY FRONTIERS Vol. 6 ( 11 ) page： 1734-1737 2019.6

Photocatalytic Borylcyclopropanation of α-Boryl Styrenes Reviewed

Tsuyoshi Ohtani, Yuto Tsuchiya, Daisuke Uraguchi and Takashi Ooi

Org. Chem. Front. Vol. 2019 ( 6 ) page： 1734-1737 2019.6

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Papers - OOI Takashi