Itaru SATOProfessor
■Researcher basic information
Organization
Research Areas
Educational Background
Career
- 2014, Professor, Faculty of Science, Ibaraki University
- 2007, Associate Professor, Faculty of Science, Tohoku University
- 2004, Lecturer, Department of Science and Technology, Kwansei Gakuin University
- 2004, Lecturer, Department of Science, Tokyo University of Science
- 1997 - 1999, JSPS Research Fellow (DC2)
- 1999, Research Associate, Department of Science, Tokyo University of Science
Member History
■Research activity information
Award
- 2010, 有機合成化学協会奨励賞
- 2007, Tetrahedron: Asymmetry誌Most cited paper 2003-2006 Award 表彰(Relationship Between the Time, Yield, and Enantiomeric Excess of Asymmetric Autocatalysis of Chiral 2-Alkynyl-5-Pyrimidyl Alkanol with Amplification of Enantiomeric Excess)
- 2007, Tetrahedron: Asymmetry誌Most cited paper 2003-2006 Award 表彰(Asymmetric Synthesis of Pyrimidyl Alkanol Without Adding Chiral Substances by the Addition of Diisopropylzinc to Pyrimidine-5-Carbaldehyde in Conjunction with Asymmetric Autocatalysis)
- 2004, 日本化学会第18回若い世代の特別講演会表彰
- 2000, 有機合成化学協会「研究企画賞」
Paper
- Highly Enantioselective Organocatalytic Mannich Reaction of α-Benzylidene Succinimides with N-Boc Imines: Experimental and Theoretical Studies.
Kodai Kimura; Yuto Shimizu; Katsuya Kanno; Itaru Sato; Seiji Mori; Takeshi Oriyama, The development of efficient and practical methods for the construction of chiral succinimide frameworks, which are the backbone of various natural products and widely studied in the field of pharmaceuticals, attracts considerable research attention. In this study, an asymmetric Mannich reaction of α-benzylidene succinimides with N-Boc imines was successfully performed using a bifunctional squaramide-type organocatalyst derived from quinine, affording the corresponding Mannich adduct with two contiguous stereocenters in high yields (up to 98%) with high diastereoselectivities (up to >20:1 dr) and excellent enantioselectivities (up to 99% ee). This protocol provides a direct approach to prepare chiral succinimide derivatives from simple starting material. Density Functional Theory (DFT) calculations with conformational search using an autosampling program revealed that the enantioselectivity profile was dominated by the deformation of the organocatalyst.
The Journal of organic chemistry, 04 Apr. 2025 - Prolinate Salt as a Catalyst in the syn -Selective, Asymmetric Mannich Reaction of Alkynyl Imine
Yujiro Hayashi; Tatsuya Yamazaki; Genki Kawauchi; Itaru Sato, American Chemical Society
Organic Letters, 20 Apr. 2018, [Reviewed] - Two-Pot Synthesis of Chiral 1,3-syn-Diols through Asymmetric Organocatalytic Aldol and Wittig Reactions Followed by Domino Hemiacetal/Oxy-Michael Reactions
Yujiro Hayashi; Takanobu Saitoh; Hiromu Arase; Genki Kawauchi; Naohiro Takeda; Yasuharu Shimasaki; Itaru Sato, Wiley-VCH Verlag
Chemistry - A European Journal, 03 Apr. 2018, [Reviewed] - Point-to-Point Ultra-Remote Asymmetric Control with Flexible Linker
Tsuneomi Kawasaki; Yasuyuki Ishikawa; Yoshihiro Minato; Takashi Otsuka; Shigeru Yonekubo; Itaru Sato; Takanori Shibata; Arimasa Matsumoto; Kenso Soai
CHEMISTRY-A EUROPEAN JOURNAL, Jan. 2017, [Reviewed] - Thermodynamics of Complexation between Thiourea-based Receptor and Acetate in Water/Acetonitrile Mixture
Takaya Suzuki; Yuuta Shibuya; Takaya Sato; Seiichi Nishizawa; Itaru Sato; Akira Yamaguchi
ANALYTICAL SCIENCES, Jul. 2016, [Reviewed] - Asymmetric Aldol Reaction of alpha,alpha-Disubstituted Acetaldehydes Catalyzed by Diphenylprolinol Silyl Ether for the Construction of Quaternary Stereogenic Centers
Yujiro Hayashi; Hiroki Shomura; Qianqian Xu; Martin J. Lear; Itaru Sato
Eur. J. Org. Chem., 2015, [Reviewed] - Oxidative Amidation of Nitroalkanes with Amine Nucleophiles using Molecular Oxygen and Iodine
Jing Li; Martin J. Lear; Yuya Kawamoto; Shigenobu Umemiya; Alice R. Wong; Eunsang Kwon; Itaru Sato; Yujiro Hayashi
Angew. Chem. Int. Ed., 2015, [Reviewed] - Mukaiyama Aldol Reaction-40th Anniversary Symposium
Yujiro Hayashi; Itaru Sato
JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, Mar. 2014, [Reviewed] - Asymmetric Aldol Reaction of Formaldehyde Catalyzed by Diarylprolinol
Yusuke Yasui; Meryem Benohoud; Itaru Sato; Yujiro Hayashi
Chem. Lett., 2014, [Reviewed] - Solvent-mediated Tuning of the Regioselectivity of Intramolecular Diaryl Ether Formation: Total Synthesis of (+)-Aspercyclide C
Tatsuya Yoshino; Shuji Yamashita; Itaru Sato; Yujiro Hayashi; and Masahiro Hirama
Chem. Lett., 2014, [Reviewed] - Asymmetric Organocatalyzed Michael Addition of Nitromethane to a 2-Oxoindoline-3-ylidene Acetaldehyde and the Three One-Pot Sequential Synthesis of (-)-Horsfiline and (-)-Coerulescine
Takasuke Mukaiyama; Kento Ogata; Itaru Sato; Yujiro Hayashi
Chem.Eur. J., 2014, [Reviewed] - Diphenylprolinol Silyl Ether Catalyzed Asymmetric Michael Reaction of Nitroalkanes and β,β-Disubstituted α,β-Unsaturated Aldehydes for the Construction of All-Carbon Quaternary Stereogenic Centers
Yujiro Hayashi; Yuya Kawamoto; Masaki Honda; Daichi Okamura; Shigenobu Umemiya; Yuka Noguchi; Takasuke Mukaiyama; Itaru Sato
Chem.Eur. J., 2014, [Reviewed] - Self-Replication and Amplification of Enantiomeric Excess of Chiral Multifunctionalized Large Molecules by Asymmetric Autocatalysis
Tsuneomi Kawasaki; Mai Nakaoda; Yutaro Takahashi; Yusuke Kanto; Nanako Kuruhara; Kenji Hosoi; Itaru Sato; Arimasa Matsumoto; Kenso Soai
Angew. Chem. Int. Ed., 2014 - Asymmetric Aldol Reaction of α-Acetoxyimino Aldehydes and its Application in the Synthesis of Substituted 1,2-Oxazine Derivatives
Yusuke Yasui; Kento Ogata; Itaru Sato; Yujiro Hayashi
Adv. Synth. & Cat., 2014, [Reviewed] - Nef Reaction with Molecular Oxygen in the Absence of Metal Additives, and Mechanistic Insights
Shigenobu Umemiya; Kentaro Nishino; Itaru Sato; Yujiro Hayashi
Chem.Eur. J., 2014, [Reviewed] - Asymmetric Formal [3+2] Cycloaddition Reaction of Succinaldehyde via Diarylprolinol-Mediated Domino Aldol/Acetalization Reaction for the Construction of Tetrahydrofuran
Yujiro Hayashi; Kentaro Nishino; Itaru Sato
Chem. Lett., 2013, [Reviewed] - Diarylprolinol in an Asymmetric, Direct Cross-Aldol Reaction with Alkynyl Aldehydes
Yujiro Hayashi; Masahiro Kojima; Yusuke Yasui; Yuta Kanda; Takasuke Mukaiyama; Hiroki Shomura; Daichi Nakamura; Ritmaleni; Itaru Sato
ChemCatChem, 2013, [Reviewed] - Approaches toward the origin of homochirality using the synthetic organic chemistry - asymmetric autocatalysis with amplification of enantiomeric excess
Tsuneomi Kawasaki; Itaru Sato; Hiroko Mineki; Arimasa Matsumoto; Kenso Soai
Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry, 2013, [Reviewed] - Total Synthesis of Aspercyclides A and B via Intramolecular Oxidative Diaryl Ether Formation
Tasuya Yoshino; Itaru Sato; Masahiro Hirama
Org. Lett, 2012, [Reviewed] - Copper(II)-Catalyzed O-Arylation of Tertiary Alcohols with Arylbismuth(III) Reagents: A Convenient System for Aryl Transfer
Syuji Harada; Daisuke Hayashi; Itaru Sato; Masahiro Hirama
Synlett, 2012, [Reviewed] - The First Total Synthesis of Gravicycle
Katsuaki Ueda; Itaru Sato; Masahiro Hirama
Chem. Lett, 2012, [Reviewed] - Recent Advances in the Synthetic Studies of Nine-membered Enediyne Antitumor Antibiotics
Itaru Sato and Masahiro Hirama
J. Syn. Org. Chem. Jpn, 2010, [Reviewed] - Practical Synthesis of the C-1027 Aminosugar Moiety
Keiichiro Hirai; Yukio Tamura; Itaru Sato; and Masahiro Hirama
SYNLETT, 2010, [Reviewed] - Total Synthesis of Protected Aglycon of Kedarcidin Chromophore
Kouki Ogawa; Yasuhito Koyama; Isao Ohashi; Itaru Sato; and Masahiro Hirama
Angew. Chem. Int. Ed., 2009, [Reviewed] - Effect of Growth Temperature and Growth Phase on Lipid Composition of Archaeal Membrane from Thermococcus Kodakaraensis
Yasuhiko Matsuno; Akihiko Sugai; Hiroki Higashibata; Wakao Fukuda; Katsuaki Ueda; Ikuko Uda; Itaru Sato; Toshihiro Itoh; Tadayuki Imanaka; and Shinsuke Fujiwara
Biosci. Biotechnol. Biochem., 2009, [Reviewed] - Total Synthesis and Structure Revision of the (-)-Maduropeptin Chromophore
Kazuo Komano; Satoshi Shimamura; Yutaro Norizuki; Donglin Zhao; Chizuko Kabuto; Itaru Sato; and Masahiro Hirama
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, [Reviewed] - Secure Route to the Epoxybicyclo[7.3.0]dodecadienediyne Core of The Kedarcidin Chromophore
Kouki Ogawa; Yasuhito Koyama; Isao Ohashi; Itaru Sato; and Masahiro Hirama
Chem. Commun., 2008, [Reviewed] - Internal Amide-Triggered Cycloaromatization of Maduropeptin-Like Nine-Membered Enediyne
Yutaro Norizuki; Kazuo Komano; Itaru Sato; and Masahiro Hirama
Chem. Commun., 2008, [Reviewed] - A Highly Enantioselective Synthesis of Chiral Allylic Alcohols by Asymmetric Addition of Novel Mixed Reagents of Trialkenylbismuthines/dialkylzincs to Aldehydes
Itaru Sato; Noriaki Asakura; and Taizo Iwashita
Tetrahedron: Asymmetry, 2007, [Reviewed] - Highly Enantioselective and Catalytic Aryl Transfer Reaction using Novel Mixed Reagents of Triarylbismuthines and Dialkylzincs
Itaru Sato; Yousuke Toyota; and Noriaki Asakura
Eur. J. Org. Chem, 2007, [Reviewed] - Determination of Absolute Configurations of Amino Acids by Asymmetric Autocatalysis of 2-Alkynylpyrimidyl Alkanol as a Chiral Sensor
Itaru Sato; Yasushi Ohgo; Hirotaka Igarashi; Daisuke Nishiyama; Tsuneomi Kawasaki; and Kenso Soai
J. Organomet. Chem., 2007, [Reviewed] - Direct Observation of ESR Spectra of Bicyclic Nine-Membered Enediynes at Ambient Temperature
Masahiro Hirama; Kimio Akiyama; Parthasarathi Das; Takashi Mita; Martin J. Lear; Kyo-ichiro Iida; Itaru Sato; Fumihiko Yoshimura; Toyonobu Usuki; and Shozo Tero-Kubota
Heterocycles, 2006, [Reviewed] - Chiral Discrimination of Cryptochiral Saturated Quaternary and Tertiary Hydrocarbons by Asymmetric Autocatalysis
Tsuneomi Kawasaki; Hiroyuki Tanaka; Takashi Tsutsumi; Toshinari Kasahara; Itaru Sato; and Kenso Soai
J. Am. Chem. Soc, 2006, [Reviewed] - Enantioselective Synthesis of Near Enantiopure Compound by Asymmetric Autocatalysis Triggered by Asymmetric Photolysis with Circularly Polarized Light
Tsuneomi Kawasaki; Mirai Sato; Saori Ishiguro; Takahiro Saito; Yosuke Morishita; Itaru Sato; Hideo Nishino; Yoshihisa Inoue; and Kenso Soai
J. Am. Chem. Soc., 2005, [Reviewed] - Asymmetric Amplification Using Chiral Co-crystals Formed from Achiral Organic Molecules by Asymmetric Autocatalysis
Tsuneomi Kawasaki; Kazumichi Jo; Hirotaka Igarashi; Itaru Sato; Masaki Nagano; Hideko Koshima; and Kenso Soai
Angew. Chem. Int. Ed., 2005, [Reviewed] - Enantioselective synthesis induced by chiral epoxides in conjunction with asymmetric autocatalysis
Tsuneomi Kawasaki; Masako Shimizu; Kenta Suzuki; Itaru Sato; Kenso Soai
Tetrahedron: Asymmetry, Nov. 2004, [Reviewed] - Enantioselective synthesis induced by chiral organic-inorganic hybrid silsesquioxane In conjunction with asymmetric autocatalysis
Tsuneomi Kawasaki; Keisuke Ishikawa; Hiromitsu Sekibata; Itaru Sato; Kenso Soai
Tetrahedron Letters, Sep. 2004, [Reviewed] - Asymmetric autocatalysis initiated by chiral ephedrine immobilized on silica gel in a diisopropylzinc addition to pyrimidine-5-carbaldehyde
Itaru Sato; Masako Shimizu; Tsuneomi Kawasaki; Kenso Soai
Bulletin of the Chemical Society of Japan, Aug. 2004, [Reviewed] - Enantioselective synthesis of substituted 3-quinolyl alkanols and their application to asymmetric autocatalysis
Itaru Sato; Tomohiko Nakao; Rie Sugie; Tsuneomi Kawasaki; Kenso Soai
Synthesis, Jun. 2004, [Reviewed] - The design of chiral dendritic catalysts and ligands bearing chiral sites at the periphery for the highly enantioselective addition of dialkylzincs to aldehydes and N-diphenylphosphinylimines
Kenso Soai; Itaru Sato
Comptes Rendus Chimie, Aug. 2003, [Reviewed] - Asymmetric autocatalysis and its application to chiral discrimination
Kenso Soai; Itaru Sato
Chirality, 2002, [Reviewed]
MISC
- 向山アルドール反応40周年記念シンポジウム
林雄二郎; 佐藤格
有機合成化学協会誌, 2014 - ここまで出来る！短段階全合成
林雄二郎; 佐藤格
化学, 2014 - Synthetic Study of C-1027 Chromophore : Enantioselective Synthesis of β-Tyrosine Moiety and Effective Aryl Ether Formation.
Itaru Sato; Tsukasa Kikuchi; Masahiro Hirama
Chemistry Lett., 1999
Books and other publications
- Catalysis from A to Z 3rd ed
Kenso Soai; Itaru Sato, Joint work
Wiley, 2008 - New Frontiers in Asymmetric Catalysis
Kenso Soai; Tsuneomi Kawasaki; Itaru Sato, Joint work
Wiley, 2007 - The chemistry of organozinc compounds, Patai Series: The Chemistry of Functional Groups
Kenso Soai; Tsuneomi Kawasaki; Itaru Sato, Joint work
Wiley, 2006 - 第5版 実験化学講座
硤合 憲三; 佐藤 格, Joint work
丸善, 2004 - ACS Symposium Series 880 (Methodologies in Asymmetric Catalysis)
Kenso Soai; Itaru Sato; Takanori Shibata, Joint work
ACS, 2004
