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Arai Noriyoshi
| Faculty of Engineering Applied Chemistry Industrial Organic Chemistry | Associate Professor |
| Institute for Academic Innovation | Associate Professor |
Researcher basic information
■ Degree■ URL
researchmap URLホームページURL■ Various IDs
J-Global ID■ Research Keywords and Fields
Research Field
- Life Science, Bioorganic chemistry
- Nanotechnology/Materials, Structural organic chemistry and physical organic chemistry
- Bachelor's degree program, School of Engineering
- Master's degree program, Graduate School of Chemical Sciences and Engineering
- Doctoral (PhD) degree program, Graduate School of Chemical Sciences and Engineering
Career
■ CareerCareer
- Apr. 2006 - Present
Hokkaido University, Faculty of Engineering, 准教授 - Apr. 2005 - Mar. 2006
名古屋産業科学研究所中部TLO, 博士研究員 - Apr. 2000 - Mar. 2005
科学技術振興機構戦略的基礎研究推進事業, 分子複合系の構築と機能, 博士研究員 - Mar. 1998 - Mar. 2000
日立化成工業株式会社総合研究所 - Apr. 1997 - Mar. 1998
東京大学 大学院・理学系研究科, 助手
- Apr. 1993 - Mar. 1996, 東京大学大学院, 理学系研究科, 化学専攻博士課程
- Apr. 1991 - Mar. 1993, 東京大学大学院, 理学系研究科, 化学専攻修士課程
- Apr. 1989 - Mar. 1991, The University of Tokyo, Faculty of Science, Department of Chemistry
- Apr. 1987 - Mar. 1989, The University of Tokyo, College of Arts and Sciences, 理科I類
Research activity information
■ Papers- Asymmetric Hydrogenation of α-Alkyl-Substituted β-Keto Esters and Amides through Dynamic Kinetic Resolution
Taiga Yurino; Ryo Nishihara; Toshihisa Yasuda; Shuangli Yang; Noriyuki Utsumi; Takeaki Katayama; Noriyoshi Arai; Takeshi Ohkuma
Organic Letters, American Chemical Society (ACS), 11 Jan. 2024
Scientific journal - Asymmetric Hydrogenation of α-Amino Esters into Optically Active β-Amino Alcohols through Dynamic Kinetic Resolution Catalyzed by Ruthenabicyclic Complexes
Hiroki Ishikawa; Taiga Yurino; Ryo Komatsu; Ming-Yuan Gao; Noriyoshi Arai; Taichiro Touge; Kazuhiko Matsumura; Takeshi Ohkuma
Organic Letters, American Chemical Society (ACS), 24 Mar. 2023
Scientific journal - Intramolecular [2 + 2] Cycloaddition of Isocarbostyrils Catalyzed by an Iridium Visible-Light Photocatalyst
Noriyoshi Arai
The Journal of Organic Chemistry, 88, 7, 4848, 4853, American Chemical Society (ACS), 09 Mar. 2023, [Peer-reviewed], [Lead author, Corresponding author]
English, Scientific journal - Formation of
anti‐Bredt ‐type azabicyclo[4.2.0]octene frameworks through photochemical intramolecular [2+2] cycloaddition between indole and a distal double bond of allene
Noriyoshi Arai
Journal of Heterocyclic Chemistry, 60, 2, 219, 231, Wiley, Feb. 2023, [Peer-reviewed], [Lead author, Corresponding author]
English, Scientific journal, Abstract
Irradiation of 1‐(penta‐3,4‐dienoyl)indole derivatives in the presence of an aromatic ketone by a high‐pressure mercury lamp through Pyrex glass gave two types of cyclized products stereoselectively in high combined yields. The major product was a tetracyclic indoline derivative containing anti‐Bredt‐type azabicyclo[4.2.0]octene moiety produced via photo [2+2] cycloaddition between indole and a distal double bond of allene, accompanied by a small amount of proximal [2+2] adduct. Among a range of aromatic ketones screened, 3′,4′‐methylenedioxyacetophenone was found to sensitize the substrate most effectively. - Stereospecific Skeletal Rearrangement of Epoxides Derived from Methylenecyclobutane-Fused N-Heterocycles
Noriyoshi Arai
HETEROCYCLES, 106, 7, 1198, 1198, CLOCKSS Archive, 2023, [Peer-reviewed], [Lead author, Corresponding author]
English, Scientific journal - Stereoselective construction of cycloheptene-fused indoline frameworks through photosensitised formal [5+2] cycloaddition
Noriyoshi Arai; Takeshi Ohkuma
Tetrahedron Letters, 88, 153588, 153588, Elsevier BV, Jan. 2022, [Peer-reviewed], [Lead author, Corresponding author]
English, Scientific journal - Asymmetric (Transfer) Hydrogenation of Functionalized Ketones
Noriyoshi Arai; Takeshi Ohkuma
Asymmetric Hydrogenation and Transfer Hydrogenation, 55, 85, Wiley, 26 Apr. 2021, [Peer-reviewed], [Invited]
English, Scientific journal - Photosensitized Intramolecular [2+2] Cycloaddition of 1H-Pyrrolo[2,3-b]pyridines Enabled by the Assistance of Lewis Acids
Noriyoshi Arai; Takeshi Ohkuma
The Journal of Organic Chemistry, 85, 23, 15717, 15725, Nov. 2020, [Peer-reviewed], [Lead author, Corresponding author]
English, Scientific journal - Isomerization‐Asymmetric Hydrogenation Sequence Converting Racemic β‐Ylidenecycloalkanols into Stereocontrolled β‐Substituted Cycloalkanols Using a Ru Catalytic System with Dual Roles
Noriyoshi Arai; Yuki Okabe; Takeshi Ohkuma
Advanced Synthesis & Catalysis, 361, 24, 5540, 5547, Wiley, 17 Dec. 2019, [Peer-reviewed], [Lead author]
English, Scientific journal - Stereoselective preparation of methylenecyclobutane-fused angular tetracyclic spiroindolines via photosensitized intramolecular [2+2] cycloaddition with allene
Noriyoshi Arai; Takeshi Ohkuma
Tetrahedron Letters, 60, 46, 151252, 151252, Elsevier BV, Nov. 2019, [Peer-reviewed], [Lead author, Corresponding author]
English, Scientific journal - Stereoselective Construction of Methylenecyclobutane-Fused Indolines through Photosensitized [2+2] Cycloaddition of Allene-Tethered Indole Derivatives
Noriyoshi Arai; Takeshi Ohkuma
Organic Letters, 21, 5, 1506, 1510, American Chemical Society (ACS), Mar. 2019, [Peer-reviewed], [Lead author, Corresponding author]
English, Scientific journal - Chemoselectivity Control in the Asymmetric Hydrogenation of γ- and δ-Keto Esters into Hydroxy Esters or Diols
Noriyoshi Arai; Takanori Namba; Kei Kawaguchi; Yuki Matsumoto; Takeshi Ohkuma
Angewandte Chemie - International Edition, 57, 5, 1386, 1389, Wiley-VCH Verlag, 26 Jan. 2018, [Peer-reviewed], [Lead author]
English, Scientific journal - Construction of Unique Heterocyclic Frameworks by Photochemical Reaction of 5- and 6-Membered Heteroaromatics
Arai, Noriyoshi; Ohkuma, Takeshi
Heterocycles, 96, 6, 997, 1035, 2018, [Peer-reviewed], [Invited], [Lead author, Corresponding author]
English, Scientific journal - Asymmetric Hydrogenation of Polysubstituted Aromatic Ketones Catalyzed by the DIPSkewphos/PICA Derivative-Ruthenium(II) Complexes
Utsumi, Noriyuki; Arai, Noriyoshi; Kawaguchi, Kei; Katayama, Takeaki; Yasuda, Toshihisa; Murata, Kunihiko; Ohkuma, Takeshi
ChemCatChem, 10, 18, 3955, 3959, 2018, [Peer-reviewed]
English, Scientific journal - Photochemically Promoted Aza-Diels Alder-Type Reaction: High Catalytic Activity of the Cr(III)/Bipyridine Complex Enhanced by Visible Light Irradiation
Noriyoshi Arai; Takeshi Ohkuma
JOURNAL OF ORGANIC CHEMISTRY, 82, 14, 7628, 7636, Jul. 2017, [Peer-reviewed], [Lead author, Corresponding author]
English, Scientific journal - Double Asymmetric Hydrogenation of Linear beta,beta-Disubstituted alpha,beta-Unsaturated Ketones into gamma-Substituted Secondary Alcohols using a Dual Catalytic System
Noriyoshi Arai; Hironori Satoh; Ryo Komatsu; Takeshi Ohkuma
CHEMISTRY-A EUROPEAN JOURNAL, 23, 37, 8806, 8809, Jul. 2017, [Peer-reviewed], [Lead author]
English, Scientific journal - Advancement in Catalytic Asymmetric Hydrogenation of Ketones and Imines, and Development of Asymmetric Isomerization of Allylic Alcohols
Takeshi Ohkuma; Noriyoshi Arai
CHEMICAL RECORD, 16, 6, 2801, 2819, Dec. 2016, [Peer-reviewed]
English, Scientific journal - Efficient chemoselective hydrogenation of organic azides catalyzed by palladium nanoparticles with alkyne-derived homogeneous supports
Noriyoshi Arai; Nozomi Onodera; Takeshi Ohkuma
TETRAHEDRON LETTERS, 57, 37, 4183, 4186, Sep. 2016, [Peer-reviewed], [Lead author]
English, Scientific journal - Development of Methods for Construction of Heterocyclic Frameworks by Photochemical Activation of Molecules
Noriyoshi Arai; Takeshi Ohkuma
JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 74, 4, 360, 371, Apr. 2016, [Peer-reviewed], [Invited], [Lead author, Corresponding author]
Japanese, Scientific journal - Hydrogenation of nitroarenes with palladium nanoparticles stabilized by alkyne derivatives in homogeneous phase
Noriyoshi Arai; Nozomi Onodera; Atsushi Dekita; Junichi Hori; Takeshi Ohkuma
TETRAHEDRON LETTERS, 56, 25, 3913, 3915, Jun. 2015, [Peer-reviewed], [Lead author]
English, Scientific journal - NOVEL INTRAMOLECULAR CYCLIZATION-SKELETAL REORGANIZATION OF 2-ARYLTHIAZOLES UNDER PHOTOIRRADIATION
Noriyoshi Arai; Moe Mizota; Takeshi Ohkuma
HETEROCYCLES, 90, 1, 607, 616, Jan. 2015, [Peer-reviewed], [Lead author, Corresponding author]
English, Scientific journal - Stereoselective Preparation of Spiro[4.4] Cyclic Compounds by the Photochemical Activation of Oxazoles
Noriyoshi Arai; Moe Mizota; Takeshi Ohkuma
ORGANIC LETTERS, 17, 1, 86, 89, Jan. 2015, [Peer-reviewed], [Lead author, Corresponding author]
English, Scientific journal - Enantioselective Isomerization of Primary Allylic Alcohols into Chiral Aldehydes with the tol-binap/dbapen/Ruthenium(II) Catalyst
Noriyoshi Arai; Keisuke Sato; Keita Azuma; Takeshi Ohkuma
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 52, 29, 7500, 7504, Jul. 2013, [Peer-reviewed], [Lead author]
English, Scientific journal - Asymmetric Hydrogenation of Alkynyl Ketones with the eta(6)-Arene/TsDPEN-Ruthenium(II) Catalyst
Noriyoshi Arai; Hironori Satoh; Noriyuki Utsumi; Kunihiko Murata; Kunihiko Tsutsumi; Takeshi Ohkuma
ORGANIC LETTERS, 15, 12, 3030, 3033, Jun. 2013, [Peer-reviewed], [Lead author]
English, Scientific journal - Asymmetric hydrogenation of quinoxalines, benzoxazines, and a benzothiazine catalyzed by chiral ruthenabicyclic complexes
Noriyoshi Arai; Yu Saruwatari; Kotaro Isobe; Takeshi Ohkuma
Advanced Synthesis and Catalysis, 355, 14-15, 2769, 2774, Wiley-VCH Verlag, 2013, [Peer-reviewed], [Lead author]
English, Scientific journal - 5.11 Reduction - Hydrogenation: C=O; Chemoselective
T. Ohkuma; N. Arai
Comprehensive Chirality, 5, 270, 300, Elsevier Ltd, Sep. 2012, [Peer-reviewed]
English, In book - Asymmetric Hydrogenation of N-Arylimines Catalyzed by the Xyl-Skewphos/DPEN-Ruthenium(II) Complex
Noriyoshi Arai; Noriyuki Utsumi; Yuki Matsumoto; Kunihiko Murata; Kunihiko Tsutsumi; Takeshi Ohkuma
ADVANCED SYNTHESIS & CATALYSIS, 354, 11-12, 2089, 2095, Aug. 2012, [Peer-reviewed], [Lead author]
English, Scientific journal - Design of molecular catalysts for achievement of high turnover number in homogeneous hydrogenation
Noriyoshi Arai; Takeshi Ohkuma
CHEMICAL RECORD, 12, 2, 284, 289, Apr. 2012, [Peer-reviewed], [Invited]
English, Scientific journal - Novel Intramolecular Photocyclization of alpha-Arylthiophene Derivatives
Noriyoshi Arai; Koichiro Tanaka; Takeshi Ohkuma
ORGANIC LETTERS, 14, 6, 1488, 1491, Mar. 2012, [Peer-reviewed], [Lead author, Corresponding author]
English, Scientific journal - Catalyst-Controlled Diastereoselection in the Hydrogenation of Heterocycloalkyl Ketones
Masaya Akashi; Noriyoshi Arai; Tsutomu Inoue; Takeshi Ohkuma
ADVANCED SYNTHESIS & CATALYSIS, 353, 11-12, 1955, 1960, Aug. 2011, [Peer-reviewed]
English, Scientific journal - Chiral Ruthenabicyclic Complexes: Precatalysts for Rapid, Enantioselective, and Wide-Scope Hydrogenation of Ketones
Kazuhiko Matsumura; Noriyoshi Arai; Kiyoto Hori; Takao Saito; Noboru Sayo; Takeshi Ohkuma
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 133, 28, 10696, 10699, Jul. 2011, [Peer-reviewed]
English, Scientific journal - Intramolecular iminium ene reaction with Cu(I) catalysts: facile formation of 4-amino-3-methylenechromans from O-propargyl salicylaldehydes and dialkylamines
Noriyoshi Arai; Takeshi Ohkuma
TETRAHEDRON, 67, 9, 1617, 1622, Mar. 2011, [Peer-reviewed], [Lead author, Corresponding author]
English, Scientific journal - Asymmetric Hydrogenation of Bicyclic Ketones Catalyzed by BINAP/IPHAN-Ru(II) Complex
Noriyoshi Arai; Masaya Akashi; Satoshi Sugizaki; Hirohito Ooka; Tsutomu Inoue; Takeshi Ohkuma
ORGANIC LETTERS, 12, 15, 3380, 3383, Aug. 2010, [Peer-reviewed], [Lead author]
English, Scientific journal - Photosensitized intramolecular cyclization of furan and non-activated alkene: pathway switching by the substituent on the furan ring
Noriyoshi Arai; Koichiro Tanaka; Takeshi Ohkuma
TETRAHEDRON LETTERS, 51, 9, 1273, 1275, Mar. 2010, [Peer-reviewed], [Lead author, Corresponding author]
English, Scientific journal - ASYMMETRIC HYDROGENATION OF AROMATIC HETEROCYCLIC KETONES CATALYZED BY THE MsDPEN-Cp*Ir(III) COMPLEX
Noriyuki Utsumi; Kunihiko Tsutsumi; Masahiko Watanabe; Kunihiko Murata; Noriyoshi Arai; Nobuhito Kurono; Takeshi Ohkume
HETEROCYCLES, 80, 1, 141, 147, Jan. 2010, [Peer-reviewed]
English, Scientific journal - Highly Active and Selective Semihydrogenation of Alkynes with the Palladium Nanoparticles-Tetrabutylammonium Borohydride Catalyst System
Junichi Hori; Kunihiko Murata; Toshiki Sugai; Hisanori Shinohara; Ryoji Noyori; Noriyoshi Arai; Nobuhito Kurono; Takeshi Ohkuma
ADVANCED SYNTHESIS & CATALYSIS, 351, 18, 3143, 3149, Dec. 2009, [Peer-reviewed]
English, Scientific journal - Practical Asymmetric Hydrogenation of 3-Quinuclidinone Catalyzed by the XylSkewphos/PICA-Ruthenium(II) Complex
Kunihiko Tsutsumi; Takeaki Katayama; Noriyuki Utsumi; Kunihiko Murata; Noriyoshi Arai; Nobuhito Kurono; Takeshi Ohkuma
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 13, 3, 625, 628, May 2009, [Peer-reviewed]
English, Scientific journal - Asymmetric Hydrogenation of Aromatic Ketones Catalyzed by the TolBINAP/DMAPEN-Ruthenium(II) Complex: A Significant Effect of N-Substituents of Chiral 1,2-Diamine Ligands on Enantioselectivity
Hirohito Ooka; Noriyoshi Arai; Keita Azuma; Nobuhito Kurono; Takeshi Ohkuma
JOURNAL OF ORGANIC CHEMISTRY, 73, 22, 9084, 9093, Nov. 2008, [Peer-reviewed]
English, Scientific journal - Carbonyl Hydroboration
Noriyoshi Arai; Takeshi Ohkuma
Modern Reduction Methods, 159, 181, John Wiley and Sons, 04 Apr. 2008, [Peer-reviewed]
English, In book - Highly enantioselective hydrogenation of aryl vinyl ketones to allylic alcohols catalyzed by the tol-binap/dmapen ruthenium(II) complex
Noriyoshi Arai; Keita Azuma; Noriyuki Nii; Takeshi Ohkuma
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 47, 39, 7457, 7460, 2008, [Peer-reviewed], [Lead author]
English, Scientific journal - Asymmetric hydrogenation of aromatic, aliphatic, and alpha,beta-unsaturated acyl silanes catalyzed by tol-binap/pica ruthenium(II) complexes: Practical synthesis of optically active alpha-hydroxysilanes
Noriyoshi Arai; Ken Suzuki; Satoshi Sugizaki; Hiroko Sorimachi; Takeshi Ohkuma
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 47, 9, 1770, 1773, 2008, [Peer-reviewed]
English, Scientific journal - Asymmetric hydrogenation of alpha-hydroxy ketones catalyzed by MsDPEN-Cp*Ir(III) complex
Takeshi Ohkuma; Noriyuki Utsumi; Masahito Watanabe; Kunihiko Tsutsumi; Noriyoshi Arai; Kunihiko Murata
ORGANIC LETTERS, 9, 13, 2565, 2567, Jun. 2007, [Peer-reviewed]
English, Scientific journal - General asymmetric hydrogenation of alpha-branched aromatic ketones catalyzed by TolBINAP/DMAPEN-ruthenium(II) complex
Noriyoshi Arai; Hirohito Ooka; Keita Azuma; Toshio Yabuuchi; Nobuhito Kurono; Tsutomu Inoue; Takeshi Ohkuma
ORGANIC LETTERS, 9, 5, 939, 941, Mar. 2007, [Peer-reviewed]
English, Scientific journal - Asymmetric hydrogenation of alpha-chloro aromatic ketones catalyzed by eta(6)-arene/TsDPEN-ruthenium(II) complexes
Takeshi Ohkuma; Kunihiko Tsutsumi; Noriyuki Utsumi; Noriyoshi Arai; Ryoji Noyori; Kunihiko Murata
ORGANIC LETTERS, 9, 2, 255, 257, Jan. 2007, [Peer-reviewed]
English, Scientific journal - Generation of nitrile oxides from oxime derivatives by the oxidation with ammonium hexanitratocerate(IV)
N Arai; M Iwakoshi; K Tanabe; K Narasaka
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 72, 10, 2277, 2285, Oct. 1999, [Peer-reviewed]
English, Scientific journal - Generation of radical species from cyclohexane-1,2-dione and the reaction with olefins: Preparation of 4,5-dihydro-7(6H)-benzofuranone derivatives
M Miura; N Arai; K Narasaka
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 71, 6, 1437, 1441, Jun. 1998
English, Scientific journal - Oxidative generation of 1-nitroalkyl radicals and their addition reaction to olefins
N Arai; K Narasaka
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 70, 10, 2525, 2534, Oct. 1997
English, Scientific journal - Generation of alpha-alkylthio radicals by photoinduced one-electron oxidation of alpha-stannyl sulfides and their use for carbon-carbon bond formation
T Ikeno; M Harada; N Arai; K Narasaka
CHEMISTRY LETTERS, 2, 169, 170, 1997
English, Scientific journal - Development of new methods for generation of radical species by one-electron oxidation with metallic oxidants toward construction of carbon skeletons
N Arai; K Narasaka
JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 54, 11, 964, 975, Nov. 1996, [Peer-reviewed]
English, Scientific journal - GENERATION OF ALPHA-NITROALKYL RADICALS BY OXIDATION OF NITRONATE ANIONS WITH CERIUM(IV) AMMONIUM-NITRATE AND THEIR ADDITION-REACTION TO ELECTRON-RICH OLEFINS
N ARAI; K NARASAKA
CHEMISTRY LETTERS, 11, 987, 988, Nov. 1995
English, Scientific journal - GENERATION OF ARYL RADICALS BY THE OXIDATION OF ALPHA-(ARYLAZO)TRIPHENYLMETHANES BY CERIUM(IV) AMMONIUM-NITRATE
N ARAI; K NARASAKA
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 68, 6, 1707, 1714, 1995, [Peer-reviewed]
English, Scientific journal - OXIDATIVE GENERATION OF THIOALKYL CATIONS FROM 2-TRIBUTYLSTANNYL-1,3-DITHIANES AND 1-(TRIBUTYLSTANNYL)ALKYL SULFIDES AND THEIR REACTIONS WITH OLEFINIC NUCLEOPHILES
K NARASAKA; N ARAI; T OKAUCHI
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 66, 10, 2995, 3003, Oct. 1993, [Peer-reviewed]
English, Scientific journal - GENERATION OF CATION RADICALS FROM 2-TRIBUTYLSTANNYL-1,3-DITHIANES AND THEIR REACTION WITH OLEFINS
K NARASAKA; T OKAUCHI; N ARAI
CHEMISTRY LETTERS, 7, 1229, 1232, Jul. 1992
English, Scientific journal
- Investigation on the stereoselective construction of fused-ring frameworks by using photochemical properties of N-heteroaromatic compounds
Noriyoshi Arai, Journal of Synthetic Organic Chemistry, Japan, 82, 3, 234, 246, Mar. 2024, [Peer-reviewed], [Lead author, Corresponding author]
Japanese - Asymmetric Hydrogenation of α-Amino Esters through Dynamic Kinetic Resolution Catalyzed by Ruthenabicyclic Complexes (RUCY)
石川宏紀; 百合野大雅; 百合野大雅; 小松稜; GAO Ming-Yuan; 新井則義; 峠太一郎; 松村和彦; 大熊毅; 大熊毅, シンポジウム「モレキュラー・キラリティー」講演要旨集, 2023 (CD-ROM), 2023 - Development of Asymmetric Reactions Catalyzed by Ruthenium Complexes with Two Kinds of Ligands
Takeshi Ohkuma; Nobuhito Kurono; Noriyoshi Arai, Bulletin of the Chemical Society of Japan, 92, 3, 475, 504, 2019, [Peer-reviewed]
English, Introduction scientific journal - 基礎講座:有機合成化学(2) あの身近な化合物はこうやって作られた
新井則義; 大熊毅, 現代化学, 561, 18, 23, Dec. 2017, [Invited]
東京化学同人, Japanese, Introduction other - 基礎講座:有機合成化学(1) 有機化合物の作り方事始め
新井則義; 大熊毅, 現代化学, 560, 17, 21, Nov. 2017, [Invited]
Japanese, Introduction other - Design of molecular catalysts for achievement of high turnover number in homogeneous hydrogenation
Noriyoshi Arai; Takeshi Ohkuma, CHEMICAL RECORD, 12, 2, 284, 289, Apr. 2012, [Peer-reviewed]
English, Introduction scientific journal - 4 Studies toward the Total Synthesis of Kazusamycin, an Antitumor Compound
Arai Noriyoshi; Chikaraishi Noriko; Omura Satoshi; Kuwajima Isao, Symposium on the Chemistry of Natural Products, symposium papers, 0, 44, 19, 24, 01 Sep. 2002
Kazusamycin, which was isolated as a metabolite of actinomycete strain 81-484, attracts much attention due to its potent antitumor activity on P388 leukemia and sarcoma 180. It was also effective in completely preventing growth of HeLa cells at a concentration of 3.3ng/ml. On the other hand, from the structural point of view, only its planar structure was elucidated, and both its absolute configuration and complete relative configuration remain unknown. We are making an effort on the total synthesis of Kazusamycin in order to determine its absolute configuration and to establish a practical..., Symposium on the chemistry of natural products, Japanese - スズヒドリドに代わる新規ラジカルメディエーター:シリルシクロヘキサジエン
新井 則義, 化学と工業 = Chemistry and chemical industry, 54, 4, 492, 492, 01 Apr. 2001
Japanese
- 有機合成実験法ハンドブック
大熊毅; 新井則義, 25.1.4 還元法―水素ガスを用いる―触媒の調製と反応例
丸善, 2015, [Joint work] - e-EROS Encyclopedia of Reagents for Organic Synthesis
Ohkuma, Takeshi; Arai, Noriyoshi, Phosphine, 1,1'-(1R)-[1,1'-binaphtharene]-2,2'-diylbis[bis(4-methylphenyl)-; Phosphine, 1,1'-(1S)-[1,1'-binaphtharene]-2,2'-diylbis[bis(4-methylphenyl)-
Wiley Online Library, 2014, [Joint work] - Comprehensive Chirality
Ohkuma, Takeshi; Arai, Noriyoshi, Reduction–Hydrogenation: C=O; Chemoselective
Elsevier, 2012, [Joint work] - Science of Synthesis, Stereoselective Synthesis 2
Arai, Noriyoshi; Ohkuma, Takeshi, Reduction of Carbonyl Groups: Hydrogenation
Thieme, 2010, [Joint work] - 触媒便覧
大熊毅; 新井則義, 17.6.2不斉水素化反応
講談社サイエンティフィク, 2008, [Joint work] - Modern Reduction Methods
Arai, Noriyoshi; Ohkuma, Takeshi, Carbonyl Hydroboration
Wiley-VCH, 2008, [Joint work]
- Generation of Molecular Complexity by Photochemical Activation of 5-Membered Heteroaromatics
Noriyoshi Arai
18th Malaysian International Chemical Congress, 03 Nov. 2014, English, Invited oral presentation
[Invited], [International presentation] - Enantioselective 1,3-Hydrogen Migration of Primary Allylic Alcohols Catalyzed by Diphosphine–Ru(II) Complexes
Arai, Noriyoshi; Sato, Keisuke; Ohkuma, Takeshi
26th International Conference on Organometallic Chemistry, 14 Jul. 2014, English, Oral presentation
[International presentation]
■ Affiliated academic society
■ Research Themes
- 光による分子活性化を活用した高立体選択的有機分子構築手法の開発
科学研究費助成事業,基盤研究C
Apr. 2013 - Mar. 2015
新井則義
日本学術振興会, Principal investigator, Competitive research funding - 高原子価金属化合物による酸化反応を利用した1、3−双極子発生手法の開発
科学研究費助成事業
1997 - 1998
新井 則義
筆者は,α-ヒドロキシイミノカルボン酸に対し,アルケン,またはアルキン類の存在下,硝酸アンモニウムセリウム(IV)(CAN)を作用させることによりニトリルオキシドを生成し,対応する付加生成物として4,5-ジヒドロイソオキサゾール,あるいはイソオキサゾール誘導体がそれぞれ得られることをすでに見出している。今年度の検討において,ニトリルオキシドの前駆体としてα-ヒドロキシイミノカルボン酸のみならず2-オキソアルドキシムも有効に活用でき,アシル(アロイル)ニトリルオキシドの発生に利用できることを見出した。たとえば,フェニルグリオキサール-1-オキシムに対しアクリル酸エチルの存在下CANを作用させると,生じたベンゾイルニトリルオキシドとアクリル酸エチルとの環状付加反応が進行し,3-ベンゾイル-4,5-ジヒドロイソオキサゾール-5-カルボン酸エチルが85%の収率で得られる。アシル(アロイル)ニトリルオキシドの効率の良い発生手法についてはわずかしか報告例がないが,本手法を用いることにより3-アシルイソオキサゾール誘導体を収率良く合成することができる。さらに,2-オキソアルドキシムに代え2-オキソアルデヒド-1-ヒドラゾンを用いれば,ニトリルオキシドと同様1,3-双極子の一種であるニトリルイミンを発生させることも可能なのではないかと考え,フェニルグリオキサール-1-アセチルヒドラゾンに対し,CANを作用させ反応を試みた。その結果,オレフィンとの付加生成物は得られなかったものの,自己環化生成物である1,3,4-オキサジアゾール誘導体が得られた。この化合物はニトリルイミンの発生を示唆するものと考えられる。
日本学術振興会, 奨励研究(A), 東京大学, 09740462
