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Advanced Molecular Transformations by Organocatalysts

Administrative Group

Project AreaAdvanced Molecular Transformations by Organocatalysts
Project/Area Number 23105001
Research Category

Grant-in-Aid for Scientific Research on Innovative Areas (Research in a proposed research area)

Allocation TypeSingle-year Grants
Review Section Science and Engineering
Research InstitutionTohoku University

Principal Investigator

TERADA Masahiro  東北大学, 理学(系)研究科(研究院), 教授 (50217428)

Co-Investigator(Renkei-kenkyūsha) AKIYAMA Takahiko  学習院大学, 理学部, 教授 (60202553)
KITA Yasuyuki  立命館大学, 薬学部, 教授 (00028862)
TAKEMOTO Yoshiji  京都大学, 大学院薬学研究科, 教授 (20227060)
HAYASHI Yujiro  東北大学, 大学院理学研究科, 教授 (00198863)
Project Period (FY) 2011-04-01 – 2016-03-31
Project Status Completed (Fiscal Year 2015)
Budget Amount *help
¥31,720,000 (Direct Cost: ¥24,400,000、Indirect Cost: ¥7,320,000)
Fiscal Year 2015: ¥6,370,000 (Direct Cost: ¥4,900,000、Indirect Cost: ¥1,470,000)
Fiscal Year 2014: ¥6,370,000 (Direct Cost: ¥4,900,000、Indirect Cost: ¥1,470,000)
Fiscal Year 2013: ¥6,760,000 (Direct Cost: ¥5,200,000、Indirect Cost: ¥1,560,000)
Fiscal Year 2012: ¥6,760,000 (Direct Cost: ¥5,200,000、Indirect Cost: ¥1,560,000)
Fiscal Year 2011: ¥5,460,000 (Direct Cost: ¥4,200,000、Indirect Cost: ¥1,260,000)
Keywords有機分子触媒 / ものづくり / 不斉合成 / 環境調和 / 有用物質 / 触媒 / 水素結合 / 分子認識
Outline of Final Research Achievements

To avoid using rare and depleted resources as well as to create a sustainable recycling-oriented society, we had organized research groups that focus on a common theme, organocatalysis. We strived to develop methodologies with a superior total efficiency to synthesize useful substances by sharing and integrating valuable intellectual foundations. We intended to create the future vision of manufacturing based on innovative scientific and technological approaches. To advance the science of sustainable manufacturing and to develop effective and innovative catalytic systems, we promoted the following three research topics. A01 Group: Design of Controlling Systems in Organocatalysis, A02 Group: Development of Molecular Transformations by Organocatalysts, and A03 Group: Practical Synthesis of Useful Substances Using Organocatalysts.

Report

(6 results)
  • 2015 Annual Research Report   Final Research Report ( PDF )
  • 2014 Annual Research Report
  • 2013 Annual Research Report
  • 2012 Annual Research Report
  • 2011 Annual Research Report
  • Research Products

    (50 results)

All 2016 2015 2014 2013 2012 2011 Other

All Journal Article (17 results) (of which Peer Reviewed: 15 results,  Acknowledgement Compliant: 5 results,  Open Access: 2 results) Presentation (20 results) (of which Int'l Joint Research: 5 results,  Invited: 18 results) Book (4 results) Remarks (9 results)

  • [Journal Article] Study of Stereocontrolling Elements in Chiral Phosphoric Acid Catalyzed Addition Reaction of Vinylindoles with Azlactones2016

    • Author(s)
      Kyohei Kanomata, and Masahiro Terada
    • Journal Title

      Synlett

      Volume: 27 Issue: 04 Pages: 581-585

    • DOI

      10.1055/s-0035-1561677

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Hydrogen Bonds-Enabled Design of a C1-Symmetric Chiral Broensted Acid Catalyst2016

    • Author(s)
      Norie Momiyama, Kosuke Funayama, Hirofumi Noda, Masahiro Yamanaka, Naohiko Akasaka, Shintaro Ishida, Takeaki Iwamoto, and Masahiro Terada
    • Journal Title

      ACS Catal.

      Volume: 6 Issue: 2 Pages: 949-956

    • DOI

      10.1021/acscatal.5b02079

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Enantioselective Aza Michael-Type Addition to Alkenyl Benzimidazoles Catalyzed by Chiral Phosphoric Acid2016

    • Author(s)
      Ya-Yi Wang, Kyohei Kanomata, Toshinobu Korenaga, and Masahiro Terada
    • Journal Title

      Angew. Chem. Int. Ed.

      Volume: 55 Issue: 3 Pages: 927-931

    • DOI

      10.1002/anie.201508231

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Chiral Brønsted acid-catalyzed enantioselective Friedel–Crafts reaction of 2-methoxyfuran with aliphatic ketimines generated in situ2016

    • Author(s)
      Azusa Kondoh, Yusuke Ota, Takazumi Komuro, Fuyuki Egawa, Kyohei Kanomata and Masahiro Terada
    • Journal Title

      Chem. Sci.

      Volume: 7 Issue: 2 Pages: 1057-1062

    • DOI

      10.1039/c5sc03175c

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Kinetic Resolution of Racemic Amino Alcohols through Intermolecular Acetalization Catalyzed by Chiral Brønsted Acid2015

    • Author(s)
      Takuto Yamanaka, Azusa Kondoh, Masahiro Terada
    • Journal Title

      Journal of the American Chemical Society

      Volume: 137 Issue: 3 Pages: 1048-1051

    • DOI

      10.1021/ja512238n

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] 有機分子触媒の躍進2014

    • Author(s)
      寺田眞浩
    • Journal Title

      ファインケミカル

      Volume: 43 (6) Pages: 5-6

    • Related Report
      2014 Annual Research Report
  • [Journal Article] キラルブレンステッド酸触媒並びに塩基触媒の設計開発2014

    • Author(s)
      寺田眞浩
    • Journal Title

      化学と工業

      Volume: 67 (6) Pages: 474-476

    • Related Report
      2014 Annual Research Report
    • Acknowledgement Compliant
  • [Journal Article] Chiral Silver Phosphate Catalyzed Transformation of ortho-Alkynylaryl Ketones into 1H-Isochromene Derivatives through an Intramolecular-Cyclization/Enantioselective- Reduction Sequence2014

    • Author(s)
      M. Terada, F. Li, Y. Toda
    • Journal Title

      Angew. Chem. Int. Ed.

      Volume: 53 Issue: 1 Pages: 235-239

    • DOI

      10.1002/anie.201307371

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Development of a Chiral Bis(guanidino)iminophosphorane as an Uncharged Organosuperbase for the Enantioselective Amination of Ketones2013

    • Author(s)
      T. Takeda, M. Terada
    • Journal Title

      J. Am. Chem. Soc.

      Volume: 135 Issue: 41 Pages: 15306-15309

    • DOI

      10.1021/ja408296h

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Phosphazene-Catalyzed Intramolecular Cyclization of Nitrogen-Tethered Alkynyl Esters2013

    • Author(s)
      A. Kondoh, K. Ando, M. Terada
    • Journal Title

      Chem. Commun.

      Volume: 49 Issue: 87 Pages: 10254-10256

    • DOI

      10.1039/c3cc46100a

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Brønsted Base Catalyzed [2,3]-Wittig/Phospha-Brook Tandem Rearrangement Sequence2013

    • Author(s)
      A. Kondoh, M. Terada
    • Journal Title

      Org. Lett.

      Volume: 15 Issue: 17 Pages: 4568-4571

    • DOI

      10.1021/ol402144q

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Chiral Anion Catalysis in the Enantioselective 1,4-Reduction of 1-Benzopyrylium Ion as a Reactive Intermediate2013

    • Author(s)
      M. Terada, T. Yamanaka, Y. Toda
    • Journal Title

      Chem. Eur. J.

      Volume: 19 Issue: 41 Pages: 13658-13662

    • DOI

      10.1002/chem.201302486

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of Unsymmetrically Substituted 2,2' -Dihydroxy-1,1'-biaryl Derivatives Using Organic-Base-Catalyzed Ferrier-Type Rearrangement as the Key Step2012

    • Author(s)
      M. Terada, K. Dan
    • Journal Title

      Chem. Commum.

      Volume: 48 Issue: 46 Pages: 5781-5783

    • DOI

      10.1039/c2cc31594g

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Guanidine/Azole Binary System as an Efficient Catalyst for Morita-Baylis-Hillman Reaction2012

    • Author(s)
      M. Terada, S. Fukuchi, K. Amagai, M. Nakano, H. Ube
    • Journal Title

      ChemCatChem

      Volume: 4 Issue: 7 Pages: 963-967

    • DOI

      10.1002/cctc.201200149

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Design of Chiral Bis-phosphoric Acid Catalyst Derived from (R)-3,3'-Di(2-hydroxy-3-arylphenyl) binaphthol : Catalytic Enantioselective Diels-Alder Reaction of α,β-Unsaturated Aldehydes with Amidodienes2011

    • Author(s)
      N.Momiyama, T.Konno, T.Furiya, T.Iwamoto, M.Terada
    • Journal Title

      J.Am.Chem.Soc.

      Volume: 133 Issue: 48 Pages: 19294-19297

    • DOI

      10.1021/ja2081444

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Chiral Bronsted Acid Catalysis for Enantioselective Hosomi-Sakurai Reaction of Imines with Allyltrimethylsilane2011

    • Author(s)
      N.Momiyama, H.Nishimoto, M.Terada
    • Journal Title

      Org.Lett.

      Volume: 13 Issue: 8 Pages: 2129-2129

    • DOI

      10.1021/ol200595b

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Chiral Brensted Acid-Catalyzed Stereoselective Addition of Azlactones to 3-Vinylindoles for Facile Access to Enantioenriched Tryptophan Derivatives2011

    • Author(s)
      M.Terada, K.Moriya, K.Kanomata, K.Sorimachi
    • Journal Title

      Angew.Chem.Int.Ed.

      Volume: 50 Issue: 52 Pages: 12586-12590

    • DOI

      10.1002/anie.201105562

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Presentation] New Aspects of Enantioselective Catalysis by Chiral Phosphoric Acid2016

    • Author(s)
      Masahiro Terada
    • Organizer
      5th UK-Japanese Symposium on Asymmetric Catalysis
    • Place of Presentation
      Manchester, UK
    • Year and Date
      2016-03-14
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Enantioselective Transformation of Cationic Intermediates Mediated by Chiral Phosphoric Acid Catalyst2015

    • Author(s)
      Masahiro Terada
    • Organizer
      Pacifichem 2015
    • Place of Presentation
      Hawaii, USA
    • Year and Date
      2015-12-15
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Chiral Brønsted Acid-Catalyzed Transformations for Multistep Sequence2015

    • Author(s)
      Masahiro Terada
    • Organizer
      First Symposium DOMINOCAT
    • Place of Presentation
      Aachen, Germany
    • Year and Date
      2015-09-09
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Kinetic Resolution of Racemic Amino Alcohols through Intermolecular Acetalization Catalyzed by Chiral Brønsted Acid2015

    • Author(s)
      Masahiro Terada
    • Organizer
      Golden Jubilee Chemistry Conference
    • Place of Presentation
      Singapore
    • Year and Date
      2015-08-06
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Enantioselective Transformation of Cationic Intermediates Mediated by Chiral Phosphoric Acid Catalyst2015

    • Author(s)
      Masahiro Terada
    • Organizer
      The 39th Naito Conference The Chemistry of Organocatalyst
    • Place of Presentation
      Sapporo, Japan
    • Year and Date
      2015-07-06
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 有機分子触媒の最前線2015

    • Author(s)
      寺田眞浩
    • Organizer
      日本化学会第95春季年会
    • Place of Presentation
      船橋
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Annual Research Report
  • [Presentation] Chiral Anion Catalysis in Enantioselective Transformation of Carbocation Intermediates2013

    • Author(s)
      M.Terada
    • Organizer
      4th UK/Japan Conference in Catalytic Asymmetric Synthesis
    • Place of Presentation
      Sendai, Japan
    • Related Report
      2013 Annual Research Report
    • Invited
  • [Presentation] Chiral Phosphoric Acids as Versatile Catalysts for Enantioselective Transformations2013

    • Author(s)
      M. Terada
    • Organizer
      The 23rd French-Japanese Symposium on Medicinal and Fine Chemistry
    • Place of Presentation
      Nagasaki, Japan
    • Related Report
      2013 Annual Research Report
    • Invited
  • [Presentation] キラルブレンステッド酸触媒による不斉合成2013

    • Author(s)
      寺田眞浩
    • Organizer
      万有福岡シンポジウム
    • Place of Presentation
      福岡
    • Related Report
      2013 Annual Research Report
    • Invited
  • [Presentation] Chiral Phosphoric Acids as Versatile Catalysts for Enantioselective Transformations2013

    • Author(s)
      M.Terada
    • Organizer
      25th International Symposium on Chirality
    • Place of Presentation
      Shanghai, China
    • Related Report
      2013 Annual Research Report
    • Invited
  • [Presentation] Enantioselective Carbon-Carbon Bond Forming Reactions Catalyzed by Chiral Phosphoric Acids2013

    • Author(s)
      M. Terada
    • Organizer
      Beijing Symposium 2013 on “New Frontiers in Organic Chemistry: New Reagents, New Reactions”
    • Place of Presentation
      Beijing, China
    • Related Report
      2013 Annual Research Report
    • Invited
  • [Presentation] Chiral Phosphoric Acids as Versatile Catalysts for Enantioselective Transformations2013

    • Author(s)
      M. Terada
    • Organizer
      International Symposium on Catalysis & Fine Chemicals 2013
    • Place of Presentation
      Beijing, China
    • Related Report
      2013 Annual Research Report
    • Invited
  • [Presentation] Chiral Anion Catalysis in Enantioselective 1,4-Reduction of 1-Benzopyrylium Ion as a Reactive Intermediate2012

    • Author(s)
      M. Terada
    • Organizer
      First Japan-USA Organocatalytic Symposium
    • Place of Presentation
      Hawaii, USA
    • Year and Date
      2012-12-15
    • Related Report
      2012 Annual Research Report
    • Invited
  • [Presentation] 水素結合を戦略的相互作用とする有機分子触媒の創製2012

    • Author(s)
      寺田眞浩
    • Organizer
      第102回有機合成シンポジウム
    • Place of Presentation
      東京
    • Year and Date
      2012-11-08
    • Related Report
      2012 Annual Research Report
    • Invited
  • [Presentation] 有機分子触媒による高度分子変換2012

    • Author(s)
      寺田眞浩
    • Organizer
      CSJ化学フェスタ2012
    • Place of Presentation
      東京
    • Year and Date
      2012-10-14
    • Related Report
      2012 Annual Research Report
    • Invited
  • [Presentation] キラルブレンステッド酸触媒による炭素-炭素多重結合の活性化:水素結合ネットワーク形成の核心に迫ることができるか?2012

    • Author(s)
      寺田眞浩
    • Organizer
      新学術領域研究「有機分子触媒による未来型分子変換」第一回全体会議
    • Place of Presentation
      京都
    • Year and Date
      2012-06-08
    • Related Report
      2012 Annual Research Report
    • Invited
  • [Presentation] Enantioselective Carbon-Carbon Bond Forming Reactions Catalyzed by Chiral Phosphoric Acids2012

    • Author(s)
      M. Terada
    • Organizer
      Molecular Chirality Asia 2012
    • Place of Presentation
      Fukuoka
    • Year and Date
      2012-05-17
    • Related Report
      2012 Annual Research Report
    • Invited
  • [Presentation] キラルブレンステッド酸による不斉合成2012

    • Author(s)
      寺田眞浩
    • Organizer
      日本化学会関東支部 地区講演会
    • Place of Presentation
      東京
    • Related Report
      2012 Annual Research Report
    • Invited
  • [Presentation] Enantioselective Catalysis by Chiral Bronsted Acids and Bases2012

    • Author(s)
      M. Terada
    • Organizer
      The Nagoya Medal of Organic Chemistry 2012
    • Place of Presentation
      Nagoya
    • Related Report
      2012 Annual Research Report
    • Invited
  • [Presentation] Enantioselective Carbon-Carbon Bond Forming Reactions Catalyzed by Chiral Phosphoric Acids2012

    • Author(s)
      M.Terada
    • Organizer
      4th Novel Chiral Chemistries Japan 2012
    • Place of Presentation
      Tokyo, Japan
    • Related Report
      2011 Annual Research Report
  • [Book] キラリティ(キラル化学)―その起源から最新のキラル材料研究まで2013

    • Author(s)
      寺田眞浩
    • Total Pages
      205
    • Publisher
      化学同人
    • Related Report
      2013 Annual Research Report
  • [Book] Asymmetric Synthesis II (Asymmetric C-C Bond Formation Using Chiral Guanidine Catalysts) Eds. M. Christmann, S. Braese2012

    • Author(s)
      M. Terada
    • Publisher
      Wiley-VCH
    • Related Report
      2012 Annual Research Report
  • [Book] Science of Synthesis, Asymmetric Organocatalysis 2, Bronsted Base and Acid Catalysts, and Additional Topics (Phosphoric Acid Catalysis of Reactions not Involving Imines) Eds. K. Maruoka2012

    • Author(s)
      M. Terada
    • Publisher
      Georg Thieme Verlag KG
    • Related Report
      2012 Annual Research Report
  • [Book] Science of Synthesis, Asymmetric Organocatalysis 2, Bronsted Base and Acid Catalysts, and Additional Topics2012

    • Author(s)
      M.Terada, N.Momiyama
    • Publisher
      Phosphoric Acid Catalysis of Reactions not Involving Imines
    • Related Report
      2011 Annual Research Report
  • [Remarks] 新学術領域研究「有機分子触媒による未来型分子変換」ホームページ

    • URL

      http://www.organocatalysis.jp/

    • Related Report
      2015 Annual Research Report
  • [Remarks] 東北大学 大学院理学研究科 化学専攻 反応有機化学研究室 ホームページ

    • URL

      http://www.orgreact.sakura.ne.jp/index.html

    • Related Report
      2015 Annual Research Report
  • [Remarks] 有機分子触媒による未来型分子変換

    • URL

      http://www.organocatalysis.jp/

    • Related Report
      2014 Annual Research Report
  • [Remarks] 東北大学・大学院理学研究科・化学専攻 反応有機化学研究室ホームページ

    • URL

      http://www.orgreact.sakura.ne.jp/index.html

    • Related Report
      2014 Annual Research Report
  • [Remarks] 東北大学・大学院理学研究科・化学専攻・反応有機化学研究室HP

    • URL

      http://www.orgreact.sakura.ne.jp/index.html

    • Related Report
      2013 Annual Research Report
  • [Remarks] 新学術領域研究「有機分子触媒による未来型分子変換」HP

    • URL

      http://www.organocatalysis.jp/

    • Related Report
      2013 Annual Research Report
  • [Remarks] 新学術領域研究「有機分子触媒による未来型分子変換」

    • URL

      http://www.organocatalysis.jp/

    • Related Report
      2012 Annual Research Report
  • [Remarks] 東北大学・大学院理学研究科・化学専攻・反応有機化学研究室HP

    • URL

      http://www.orgreact.sakura.ne.jp/index.html

    • Related Report
      2012 Annual Research Report
  • [Remarks]

    • URL

      http://www.orgreact.sakura.ne.jp/publications/index.html

    • Related Report
      2011 Annual Research Report

URL: 

Published: 2011-08-01   Modified: 2019-07-29  

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