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Spontaneous formation, amplification and multiplication of enantioenriched aminonitriles by using circularly polarized light and quartz as origins of chirality

Research Project

Project/Area Number 16K05692
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Organic chemistry
Research InstitutionTokyo University of Science (2017-2018)
University of Fukui (2016)

Principal Investigator

Kawasaki Tsuneomi  東京理科大学, 理学部第一部応用化学科, 准教授 (40385513)

Project Period (FY) 2016-04-01 – 2019-03-31
Project Status Completed (Fiscal Year 2018)
Budget Amount *help
¥4,810,000 (Direct Cost: ¥3,700,000、Indirect Cost: ¥1,110,000)
Fiscal Year 2018: ¥780,000 (Direct Cost: ¥600,000、Indirect Cost: ¥180,000)
Fiscal Year 2017: ¥910,000 (Direct Cost: ¥700,000、Indirect Cost: ¥210,000)
Fiscal Year 2016: ¥3,120,000 (Direct Cost: ¥2,400,000、Indirect Cost: ¥720,000)
Keywordsストレッカー合成 / 不斉増幅 / エナンチオ選択的合成 / 不斉の起源 / アミノ酸 / アミノニトリル / 自己複製 / 不斉発生 / ホモキラリティーの起源 / キラル化学
Outline of Final Research Achievements

Significant amplification of ee from ca. 0.05% ee to >99.5% ee and highly enantioselective reactive crystallization was found in the Strecker-type reaction forming aminonitriles in solid-state. Based on this observation, asymmetric Strecker-type synthesis was realized, in which L- and D-amino acids enantioselectively induced the formation and amplification of their own chiral intermediates L- and D-aminonitriles, respectively. Thus, highly enantioenriched amino acids with the same structure and the same absolute configuration as that of the original compounds could be replicatively produced. Furthermore, an enantiotopic crystal surface of an achiral imine acted as an origin of chirality for the enantioselective formation of aminonitriles by the addition of HCN, therefore, a large amount of near enantiopure amino acids, with the L- and D-handedness corresponding to the molecular orientation of the imine, could be synthesized.

Academic Significance and Societal Importance of the Research Achievements

アミノ酸に代表される生体関連化合物のホモキラリティーは、生命の起源とも関連する未解決の謎であり、多くの興味を集めている。本研究により、提唱される前生物的生成機構(ストレッカー合成)によってキラルアミノ酸が不斉増幅・増殖を伴いながら不斉自己複製する反応を明らかにした。また、中間体イミンの単結晶表面で分子配向を起源とするエナンチオ選択的シアン化水素付加反応を見出した。これまでに考えられてきたアミノ酸生成機構に不斉発生と増幅・増殖の概念を新たに導入した本結果は、アミノ酸ホモキラリティーの起源を検証する上で意義深い。

Report

(4 results)
  • 2018 Annual Research Report   Final Research Report ( PDF )
  • 2017 Research-status Report
  • 2016 Research-status Report
  • Research Products

    (80 results)

All 2019 2018 2017 2016 Other

All Journal Article (15 results) (of which Peer Reviewed: 13 results,  Open Access: 5 results,  Acknowledgement Compliant: 6 results) Presentation (53 results) (of which Int'l Joint Research: 15 results,  Invited: 1 results) Book (10 results) Remarks (2 results)

  • [Journal Article] Absolute asymmetric Strecker synthesis in a mixed aqueous medium: reliable access to enantioenriched α-aminonitrile2019

    • Author(s)
      Miyagawa Shinobu、Aiba Shohei、Kawamoto Hajime、Tokunaga Yuji、Kawasaki Tsuneomi
    • Journal Title

      Organic & Biomolecular Chemistry

      Volume: 17 Issue: 5 Pages: 1238-1244

    • DOI

      10.1039/c8ob03092h

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Achiral amino acid glycine acts as an origin of homochirality in asymmetric autocatalysis2019

    • Author(s)
      Matsumoto Arimasa、Ozaki Hanae、Tsuchiya Sumeru、Asahi Toru、Lahav Meir、Kawasaki Tsuneomi、Soai Kenso
    • Journal Title

      Organic & Biomolecular Chemistry

      Volume: 17 Issue: 17 Pages: 4200-4203

    • DOI

      10.1039/c9ob00345b

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Formation of enantioenriched alkanol with stochastic distribution of enantiomers in the absolute asymmetric synthesis under heterogeneous solid?vapor phase conditions2019

    • Author(s)
      Kaimori Yoshiyasu、Hiyoshi Yui、Kawasaki Tsuneomi、Matsumoto Arimasa、Soai Kenso
    • Journal Title

      Chemical Communications

      Volume: 55 Issue: 36 Pages: 5223-5226

    • DOI

      10.1039/c9cc01875a

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] 研究室便り 東京理科大学理学部応用化学科 川﨑研究室2018

    • Author(s)
      川﨑常臣
    • Journal Title

      有機結晶部会ニュースレター

      Volume: 2018 Pages: 137-138

    • Related Report
      2018 Annual Research Report
  • [Journal Article] Highly Stereoselective Strecker Synthesis Induced by a Slight Modification of Benzhydrylamine from Achiral to Chiral2018

    • Author(s)
      Takamatsu Naoya、Aiba Shohei、Yamada Takuya、Tokunaga Yuji、Kawasaki Tsuneomi
    • Journal Title

      Chemistry - A European Journal

      Volume: 24 Issue: 6 Pages: 1304-1310

    • DOI

      10.1002/chem.201704033

    • Related Report
      2017 Research-status Report
    • Peer Reviewed
  • [Journal Article] Asymmetric autocatalysis of pyrimidyl alkanol and related compounds. Self-replication, amplification of chirality and implication for the origin of biological enantioenriched chirality2018

    • Author(s)
      Soai Kenso、Kawasaki Tsuneomi、Matsumoto Arimasa
    • Journal Title

      Tetrahedron

      Volume: 74 Issue: 16 Pages: 1973-1990

    • DOI

      10.1016/j.tet.2018.02.040

    • Related Report
      2017 Research-status Report
    • Peer Reviewed
  • [Journal Article] Formation of [2]- and [3]Rotaxanes through Bridging under Kinetic and Thermodynamic Control2018

    • Author(s)
      Takaaki Fujino, Hirotake Naitoh, Shinobu Miyagawa, Masaki Kimura, Tsuneomi Kawasaki, Kazuyuki Yoshida, Hajime Inoue, Hiroaki Takagawa, Yuji Tokunaga
    • Journal Title

      Org. Lett.

      Volume: 20 Issue: 2 Pages: 369-372

    • DOI

      10.1021/acs.orglett.7b03615

    • Related Report
      2017 Research-status Report
    • Peer Reviewed
  • [Journal Article] Cover Feature: Highly Stereoselective Strecker Synthesis Induced by a Slight Modification of Benzhydrylamine from Achiral to Chiral (Chem. Eur. J. 6/2018)2018

    • Author(s)
      Takamatsu Naoya、Aiba Shohei、Yamada Takuya、Tokunaga Yuji、Kawasaki Tsuneomi
    • Journal Title

      Chemistry - A European Journal

      Volume: 24 Issue: 6 Pages: 1218-1218

    • DOI

      10.1002/chem.201705072

    • Related Report
      2017 Research-status Report
    • Open Access
  • [Journal Article] Four-State Molecular Shuttling of [2]Rotaxanes in Response to Acid/Base and Alkali-Metal Cation Stimuli2017

    • Author(s)
      Kimura Masaki、Mizuno Takuma、Ueda Masahiro、Miyagawa Shinobu、Kawasaki Tsuneomi、Tokunaga Yuji
    • Journal Title

      Chemistry An Asian Journal

      Volume: 12 Issue: 12 Pages: 1381-1390

    • DOI

      10.1002/asia.201700493

    • Related Report
      2017 Research-status Report
    • Peer Reviewed
  • [Journal Article] Asymmetric Strecker Reaction Arising from the Molecular Orientation of an Achiral Imine at the Single-Crystal Face: Enantioenriched L- and D-Amino Acids2017

    • Author(s)
      Shinobu Miyagawa, Koji Yoshimura, Yusuke Yamazaki, Naoya Takamatsu, Tetsuya Kuraishi, Shohei Aiba, Yuji Tokunaga, Tsuneomi Kawasaki
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 56 Issue: 4 Pages: 1055-1058

    • DOI

      10.1002/anie.201611128

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Achiral Inorganic Gypsum Acts as an Origin of Chirality through Its Enaniotopic Surface in Conjunction with Asymmetric Autocatalysis.2017

    • Author(s)
      A. Matsumoto, Y. Kaimori, M. Uchida, H. Omori, T. Kawasaki, K. Soai
    • Journal Title

      Angew. Chem. Int. Ed.

      Volume: 56 Issue: 2 Pages: 545-548

    • DOI

      10.1002/anie.201610099

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Point-to-Point Ultra-Remote Asymmetric Control with Flexible Linker2017

    • Author(s)
      T. Kawasaki, Y. Ishikawa, Y. Minato, T. Otsuka, S. Yonekubo, I. Sato, T. Shibata, A. Matsumoto, K. Soai
    • Journal Title

      Chem. -A Eur. J.

      Volume: 23 Issue: 2 Pages: 282-285

    • DOI

      10.1002/chem.201605076

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Replication of α-amino acids via Strecker synthesis with amplification and multiplication of chiral intermediate aminonitriles2016

    • Author(s)
      Shohei Aiba, Naoya Takamatsu, Taichiro Sasai, Yuji Tokunaga, Tsuneomi Kawasaki
    • Journal Title

      Chemical Communications

      Volume: 52 Issue: 72 Pages: 10834-10837

    • DOI

      10.1039/c6cc05544c

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Open Access / Acknowledgement Compliant
  • [Journal Article] Asymmetric Induction by Nitrogen 14N/15N Isotopomer in Conjunction with Asymmetric Autocatalysis2016

    • Author(s)
      A. Matsumoto, H. Ozaki, S. Harada, K. Tada, T. Ayugase, H. Ozawa, T. Kawasaki, K. Soai
    • Journal Title

      ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

      Volume: 55 Issue: 49 Pages: 15246-15249

    • DOI

      10.1002/anie.201608955

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Open Access / Acknowledgement Compliant
  • [Journal Article] Elucidation of the Structures of Asymmetric Autocatalyst Based on X-ray Crystallography2016

    • Author(s)
      A. Matsumoto, S. Fujiwara, T. Abe, A. Hara, T. Tobita, T. Sasagawa, T. Kawasaki, K. Soai
    • Journal Title

      Bulletin of the Chemical Society of Japan

      Volume: 89 Issue: 10 Pages: 1170-1177

    • DOI

      10.1246/bcsj.20160160

    • NAID

      130006770665

    • ISSN
      0009-2673, 1348-0634
    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Open Access / Acknowledgement Compliant
  • [Presentation] ストレッカーアミノ酸合成におけるキラル中間体α-(1-naphthyl)glycine nitrileの不斉発生と増幅2019

    • Author(s)
      田中雄大・會場翔平・川﨑常臣
    • Organizer
      日本化学会第99春季年会(2019)
    • Related Report
      2018 Annual Research Report
  • [Presentation] 水素/重水素同位体不斉を有するベンズヒドリルアミンの合成とそれを不斉源とするエナンチオ選択的ストレッカーアミノ酸合成 (2)2019

    • Author(s)
      西條太規・久保宏樹・川﨑常臣
    • Organizer
      日本化学会第99春季年会(2019)
    • Related Report
      2018 Annual Research Report
  • [Presentation] ストレッカーシアノヒドリン反応における自発的絶対不斉合成とヒドロキシ酸の不斉自己複製2019

    • Author(s)
      會場翔平・田中雄大・髙松直矢・徳永雄次・川﨑常臣
    • Organizer
      日本化学会第99春季年会(2019)
    • Related Report
      2018 Annual Research Report
  • [Presentation] シアノヒドリンが形成するキラルなラセミ化合物結晶を基質及び不斉源とする高エナンチオ選択的ストレッカーアミノ酸合成2019

    • Author(s)
      吉村悠希・小林諒大・髙松直矢・徳永雄次・川﨑常臣
    • Organizer
      日本化学会第99春季年会(2019)
    • Related Report
      2018 Annual Research Report
  • [Presentation] 未公開2018

    • Author(s)
      Tsuneomi Kawasaki
    • Organizer
      Solvay workshop: Chiral symmetry breaking at molecular level
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Presentation] シアノヒドリンが形成するクリプトラセメートの絶対配置決定と固体状態における反応2018

    • Author(s)
      吉村悠希・小林諒大・髙松直矢・川﨑常臣
    • Organizer
      第27回有機結晶シンポジウム
    • Related Report
      2018 Annual Research Report
  • [Presentation] 水素・重水素同位体置換キラルアミンを不斉源とするエナンチオ選択的ストレッカーアミノ酸合成2018

    • Author(s)
      久保宏樹・西條太規・西山悟史・徳永雄次・川﨑常臣
    • Organizer
      第27回有機結晶シンポジウム
    • Related Report
      2018 Annual Research Report
  • [Presentation] ストレッカーアミノ酸合成のキラル中間体アミノニトリルの不斉増幅とアミノ酸の不斉自己複製2018

    • Author(s)
      會場翔平,髙松直矢,徳永雄次,川﨑常臣
    • Organizer
      第35回有機合成化学セミナー
    • Related Report
      2018 Annual Research Report
  • [Presentation] ストレッカーシアノヒドリン反応におけるコングロメレート形成に基づく不斉発生と増幅2018

    • Author(s)
      田中雄大,會場翔平,髙松直矢,川﨑常臣
    • Organizer
      第35回有機合成化学セミナー
    • Related Report
      2018 Annual Research Report
  • [Presentation] 未公開2018

    • Author(s)
      Tsuneomi Kawasaki
    • Organizer
      Systems Chemistry, Gordon Research Conference
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Stereoselective Strecker Synthesis of α-Aminonitriles by a Slight Modification of Benzhydrylamine from Achiral to Chiral.2018

    • Author(s)
      Shohei Aiba, Naoya Takamatsu, Takuya Yamada, Masanao Seki, Yuji Tokunaga, Tsuneomi Kawasaki
    • Organizer
      Chirality 2018; ISCD-30
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Asymmetric Strecker Amino Acids Synthesis Induced by Chiral Hydrogen Isotopomers of Benzhydrylamine-d52018

    • Author(s)
      Hiroki Kubo, Satoshi Nishiyama, Yuji Tokunaga, Tsuneomi Kawasaki
    • Organizer
      Chirality 2018; ISCD-30
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Presentation] 水素・重水素同位体置換キラル化合物を不斉源とする高エナンチオ選択的ストレッカーアミノ酸合成2018

    • Author(s)
      久保宏樹・西山悟史・徳永雄次・川﨑常臣
    • Organizer
      シンポジウム モレキュラーキラリティー2018
    • Related Report
      2018 Annual Research Report
  • [Presentation] アキラルなo-テルフェニルのキラル結晶を不斉トリガーとする不斉自己触媒反応2018

    • Author(s)
      米満健人・川﨑常臣・硤合憲三
    • Organizer
      シンポジウム モレキュラーキラリティー2018
    • Related Report
      2018 Annual Research Report
  • [Presentation] 水素/重水素同位体不斉を有するベンズヒドリルアミンの合成とそれを不斉源とするエナンチオ選択的ストレッカーアミノ酸合成2018

    • Author(s)
      久保宏樹・西山悟史・徳永雄次・川﨑常臣
    • Organizer
      日本化学会第98春季年会(2018)
    • Related Report
      2017 Research-status Report
  • [Presentation] ストレッカーアミノ酸合成のキラル中間体o-トリルグリシンニトリルの固体状態における不斉発生と増幅2018

    • Author(s)
      會場翔平・髙松直矢・徳永雄次・川﨑常臣
    • Organizer
      日本化学会第98春季年会(2018)
    • Related Report
      2017 Research-status Report
  • [Presentation] アキラルなo-テルフェニルが形成するキラル結晶を用いた不斉自己触媒反応2018

    • Author(s)
      米満健人・川﨑常臣・硤合憲三
    • Organizer
      日本化学会第98春季年会(2018)
    • Related Report
      2017 Research-status Report
  • [Presentation] 水素結合によるポルフィリンのヘテロダイマーカプセル2018

    • Author(s)
      木村元紀・宮下純一・宮川しのぶ・川﨑常臣・徳永雄次
    • Organizer
      日本化学会第98春季年会(2018)
    • Related Report
      2017 Research-status Report
  • [Presentation] キラルな金クラスターを不斉開始剤とする不斉自己触媒反応2017

    • Author(s)
      島田晴哉・原奈津希・井出貴大・貝森功康・松本有正・藏重亘・根岸雄一・川崎常臣・そ合憲三
    • Organizer
      日本化学会第97春季年会 (2017)
    • Place of Presentation
      横浜市・慶応義塾大学日吉キャンパス
    • Year and Date
      2017-03-16
    • Related Report
      2016 Research-status Report
  • [Presentation] アミノ酸合成キラル中間体アミノニトリルの水溶液中からの高エナンチオ選択的不斉発生2017

    • Author(s)
      會場翔平・高松直矢・宮川しのぶ・川本源・徳永雄次・川崎常臣
    • Organizer
      日本化学会第97春季年会 (2017)
    • Place of Presentation
      横浜市・慶応義塾大学日吉キャンパス
    • Year and Date
      2017-03-16
    • Related Report
      2016 Research-status Report
  • [Presentation] アキラル中間体イミンのエナンチオトピック面を不斉源とするエナンチオ選択的ストレッカーアミノ酸合成2017

    • Author(s)
      宮川しのぶ・吉村浩司・山崎裕介・高松直矢・會場翔平・倉石哲哉・徳永雄次・川崎常臣
    • Organizer
      日本化学会第97春季年会 (2017)
    • Place of Presentation
      横浜市・慶応義塾大学日吉キャンパス
    • Year and Date
      2017-03-16
    • Related Report
      2016 Research-status Report
  • [Presentation] アミノニトリル類の固体状態におけるキラリティー向上を導入した高立体選択的ストレッカー合成2017

    • Author(s)
      高松直矢・徳永雄次・川崎常臣
    • Organizer
      日本化学会第97春季年会 (2017)
    • Place of Presentation
      横浜市・慶応義塾大学日吉キャンパス
    • Year and Date
      2017-03-16
    • Related Report
      2016 Research-status Report
  • [Presentation] Replication of L- and D-Amino Acids via Strecker Synthesis with Asymmetric Amplification and Multiplication of L- and D-Aminonitrile2017

    • Author(s)
      Tsuneomi Kawasaki
    • Organizer
      BIT's 15th Annual Congress of International Drug Discovery Science & Technology -2017
    • Related Report
      2017 Research-status Report
  • [Presentation] 1-および2-アザ[6]ヘリセンを不斉源とする不斉自己触媒反応2017

    • Author(s)
      米満健人・尾崎花恵・松本有正・川﨑常臣・Misek Jiri・Ivo Stary・Irena Stara・硤合憲三
    • Organizer
      7th CSJ Chemistry Festa
    • Related Report
      2017 Research-status Report
  • [Presentation] 水を溶媒とするストレッカー反応におけるアミノ酸自発的絶対不斉合成の試み2017

    • Author(s)
      會場翔平・髙松直矢・徳永雄次・川﨑常臣
    • Organizer
      7th CSJ Chemistry Festa
    • Related Report
      2017 Research-status Report
  • [Presentation] クラウンエーテルの分子内架橋による条件特異的な[2]及び[3]ロタ キサンの形成2017

    • Author(s)
      藤野貴明・内藤博健・宮川しのぶ・川﨑常臣・徳永雄次
    • Organizer
      平成29年度有機合成化学北陸セミナー
    • Related Report
      2017 Research-status Report
  • [Presentation] アミジニウム-カルボキシレート相互作用に基づくヘテロ多量体の構築2017

    • Author(s)
      木村元紀・宮下純一・宮川しのぶ・ 川﨑常臣・徳永雄次
    • Organizer
      平成29年度有機合成化学北陸セミナー
    • Related Report
      2017 Research-status Report
  • [Presentation] ピロリジン誘導体による長環で働く自己複製システムの構築2017

    • Author(s)
      上田将宏・大熊侑香里・岡田紘樹・宮川しのぶ・川﨑常臣・徳永雄次
    • Organizer
      平成29年度有機合成化学北陸セミナー
    • Related Report
      2017 Research-status Report
  • [Presentation] Asymmetric Strecker reaction at the enantiotopic single-crystal face of achiral imine2017

    • Author(s)
      Tsuneomi Kawasaki, Shinobu Miyagawa, Naoya Takamatsu, Yuji Tokunaga
    • Organizer
      Chirality 2017
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research
  • [Presentation] Absolute asymmetric Strecker synthesis of α-amino acid in the aqueous media via the spontaneous crystallization of α-aminonitrile2017

    • Author(s)
      Shohei Aiba, Naoya Takamatsu, Yuji Tokunaga, Tsuneomi Kawasaki
    • Organizer
      Chirality 2017
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research
  • [Presentation] Replication and Multiplication of α-Amino Acid by the Asymmetric Induction and Amplification of Chiral Intermediate Aminonitrile via Strecker Synthesis2017

    • Author(s)
      Tsuneomi Kawasaki
    • Organizer
      International Symposium on Pure & Applied Chemistry (ISPAC) 2017
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] キラル中間体の不斉増幅に基づく高エナンチオ選択的ストレッカーアミノ酸合成2016

    • Author(s)
      川崎常臣
    • Organizer
      2016年度有機光化学研究会
    • Place of Presentation
      あわら市・まつや千千
    • Year and Date
      2016-12-01
    • Related Report
      2016 Research-status Report
  • [Presentation] Enantioselective synthesis of L- and D-aminonitrile induced by benzhydrylamine-d5 with hydrogen isotope chirality2016

    • Author(s)
      Satoshi Nishiyama, Yuji Tokunaga, Tsuneomi Kawasaki
    • Organizer
      15th Symposium on Chemical Approaches to Chirality
    • Place of Presentation
      新宿区・東京理科大学神楽坂キャンパス
    • Year and Date
      2016-11-30
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] アキラルイミンの単結晶面を不斉源とする高エナンチオ選択的ストレッカーアミノ酸合成2016

    • Author(s)
      吉村浩司、宮川しのぶ、高松直矢、會場翔平、倉石哲弥、山﨑裕介、徳永雄次、川﨑常臣
    • Organizer
      平成28年度有機合成化学北陸セミナー
    • Place of Presentation
      金沢市・石川県青少年総合研修センター
    • Year and Date
      2016-10-07
    • Related Report
      2016 Research-status Report
  • [Presentation] キラルα-アミノ酸が自己複製する高エナンチオ選択的ストレッカーアミノ酸合成2016

    • Author(s)
      會場翔平・髙松直矢・笹井太一朗・徳永雄次・川﨑常臣
    • Organizer
      平成28年度有機合成化学北陸セミナー
    • Place of Presentation
      金沢市・石川県青少年総合研修センター
    • Year and Date
      2016-10-07
    • Related Report
      2016 Research-status Report
  • [Presentation] キラル中間体アミノニトリルが形成するラセミコングロメレートの不斉発生と増幅を用いたアミノ酸の自発的絶対不斉合成の検証2016

    • Author(s)
      宮川しのぶ・會場翔平・川本源・徳永雄次・川﨑常臣
    • Organizer
      平成28年度有機合成化学北陸セミナー
    • Place of Presentation
      金沢市・石川県青少年総合研修センター
    • Year and Date
      2016-10-07
    • Related Report
      2016 Research-status Report
  • [Presentation] 水素同位体置換キラルベンズヒドリルアミンの不斉合成2016

    • Author(s)
      西山悟史・徳永雄次・川﨑常臣
    • Organizer
      平成28年度有機合成化学北陸セミナー
    • Place of Presentation
      金沢市・石川県青少年総合研修センター
    • Year and Date
      2016-10-07
    • Related Report
      2016 Research-status Report
  • [Presentation] 固体生成物のキラリティー改善を利用したアミノニトリル類の不斉合成2016

    • Author(s)
      髙松直矢・徳永雄次・川﨑常臣
    • Organizer
      平成28年度有機合成化学北陸セミナー
    • Place of Presentation
      金沢市・石川県青少年総合研修センター
    • Year and Date
      2016-10-07
    • Related Report
      2016 Research-status Report
  • [Presentation] アキラルイミンのキラル結晶化と2-メチルベンズヒドリルアミンの光学分割2016

    • Author(s)
      髙松直矢・宮川しのぶ・會場翔平・明新和樹・徳永雄次・川﨑常臣
    • Organizer
      平成28年度有機合成化学北陸セミナー
    • Place of Presentation
      金沢市・石川県青少年総合研修センター
    • Year and Date
      2016-10-07
    • Related Report
      2016 Research-status Report
  • [Presentation] 水晶により促進されるイミンへのシアン化水素付加反応2016

    • Author(s)
      橘田洋平・會場翔平・徳永雄次・川﨑常臣
    • Organizer
      平成28年度有機合成化学北陸セミナー
    • Place of Presentation
      金沢市・石川県青少年総合研修センター
    • Year and Date
      2016-10-07
    • Related Report
      2016 Research-status Report
  • [Presentation] アキラルイミンの分子配向に基づく不斉ストレッカーアミノ酸合成2016

    • Author(s)
      宮川しのぶ・吉村浩司・髙松直矢・倉石哲弥・山﨑裕介・ 徳永雄次・川﨑常臣
    • Organizer
      第25回有機結晶シンポジウム
    • Place of Presentation
      京都市・京都大学吉田キャンパス
    • Year and Date
      2016-09-18
    • Related Report
      2016 Research-status Report
  • [Presentation] アミノニトリル固体のキラリティー向上による 高立体選択的ストレッカーアミノ酸合成2016

    • Author(s)
      髙松直矢・徳永雄次・川﨑常臣
    • Organizer
      第25回有機結晶シンポジウム
    • Place of Presentation
      京都市・京都大学吉田キャンパス
    • Year and Date
      2016-09-18
    • Related Report
      2016 Research-status Report
  • [Presentation] アキラル単結晶中におけるプロキラルイミン分子の配向決定2016

    • Author(s)
      宮川しのぶ・川崎常臣
    • Organizer
      技術部発表会
    • Place of Presentation
      名古屋市・名古屋大学
    • Year and Date
      2016-09-08
    • Related Report
      2016 Research-status Report
  • [Presentation] Synthesis of highly enantioenriched α-aminonitrile by the enhancement solid-state chirality2016

    • Author(s)
      Naoya Takamatsu, Takuta Yamada, Yuji Tokunaga and Tsuneomi Kawasaki
    • Organizer
      International Seminar on Green Energy Conversion
    • Place of Presentation
      小海町・小海リエックスホテル
    • Year and Date
      2016-08-31
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] Enantioselective addition of HCN at the enantiotopic crystal face based on the oriented prochirality of imine intermediate2016

    • Author(s)
      Shinobu Miyagawa, Koji Yoshimura, Yusuke Yamazaki, Shohei Aiba, Naoya Takamatsu, Tetsuya Kuraishi, Yuji Tokunaga and Tsuneomi Kawasaki
    • Organizer
      International Seminar on Green Energy Conversion
    • Place of Presentation
      小海町・小海リエックスホテル
    • Year and Date
      2016-08-31
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] 固体前駆体のキラリティー改善を基盤としたストレッカー法による光学活性アミノ酸の合成2016

    • Author(s)
      川﨑常臣
    • Organizer
      福井大学 新技術説明会
    • Place of Presentation
      JST東京本部別館
    • Year and Date
      2016-08-30
    • Related Report
      2016 Research-status Report
  • [Presentation] 高立体選択的反応晶析および不斉増幅によるキラルアミノニトリルの製造2016

    • Author(s)
      川﨑常臣
    • Organizer
      イノベーション・ジャパン2016‐大学見本市
    • Place of Presentation
      東京ビッグサイト
    • Year and Date
      2016-08-25
    • Related Report
      2016 Research-status Report
  • [Presentation] Replicative Strecker Amino Acid Synthesis in Combination with Amplification and Multiplication of Chiral Precursor Aminonitrile2016

    • Author(s)
      Shohei Aiba, Naoya Takamatsu, Yuji Tokunaga, Tsuneomi Kawasaki
    • Organizer
      28th Internal Symposium on Chirality (Chirality 2016/ISCD-28)
    • Place of Presentation
      Heidelberg, Germany
    • Year and Date
      2016-07-24
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] Asymmetric Strecker Reaction Induced by the Molecular Orientation at the Enantiotopic Crystal Face of Achiral Imine2016

    • Author(s)
      Tsuneomi Kawasaki, Shinobu Miyagawa, Naoya Takamatsu, Tetsuya Kuraishi, Yusuke Yamazaki, Koji Yoshimura, Yuji Tokunaga
    • Organizer
      28th Internal Symposium on Chirality (Chirality 2016/ISCD-28)
    • Place of Presentation
      Heidelberg, Germany
    • Year and Date
      2016-07-24
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] Stereoselective Formation of α-Aminonitrile by the Improvement of Solid-state Chirality2016

    • Author(s)
      Naoya Takamatsu, Yuji Tokunaga, Tsuneomi Kawasaki
    • Organizer
      28th Internal Symposium on Chirality (Chirality 2016/ISCD-28)
    • Place of Presentation
      Heidelberg, Germany
    • Year and Date
      2016-07-24
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] Control of Molecular Chirality by the Direction of Electric Field Using Ferroelectric Triglycine Sulfate Crystal and Asymmetric Autocatalysis2016

    • Author(s)
      Seiya Shimada, Natsuki Hara, Yoshiyasu Kaimori, Arimasa Matsumoto, Tsuneomi Kawasaki, Toru Asahi, Kenso Soai
    • Organizer
      28th Internal Symposium on Chirality (Chirality 2016/ISCD-28)
    • Place of Presentation
      Heidelberg, Germany
    • Year and Date
      2016-07-24
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] Replication of alpha-p-Tolylglycine via Amplification of Enantiomorphous alpha-Aminonitrile in Strecker Synthesis2016

    • Author(s)
      Shohei Aiba, Naoya Takamatsu, Taichiro Sasai, Yuji Tokunaga, Tsuneomi Kawasaki*
    • Organizer
      Molecular Chirality Asia 2016 (MC Asia 2016)
    • Place of Presentation
      Osaka, Japan
    • Year and Date
      2016-04-20
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] Formation of Enantioenriched alpha-Amino Nitrile from Achiral Reagents via the Strecker Reaction2016

    • Author(s)
      川﨑常臣
    • Organizer
      平成28年度北陸地区有機合成化学若手研究会
    • Place of Presentation
      金沢、四高記念文化交流会館
    • Year and Date
      2016-04-02
    • Related Report
      2016 Research-status Report
  • [Book] Handbook of astrobiology (Section title: The origin and amplification of chirality leading to biological homochirality)2018

    • Author(s)
      Kenso Soai, Arimasa Matsumoto and Tsuneomi Kawasaki
    • Total Pages
      14
    • Publisher
      CRC Press (Taylor & Francis Group)
    • ISBN
      9781138065123
    • Related Report
      2018 Annual Research Report
  • [Book] Spontaneous absolute asymmetric synthesis promoted by achiral amines in conjunction with asymmetric autocatalysis. in The Emergence of Systems Chemistry2018

    • Author(s)
      Kenta Suzuki, Kunihiko Hatase, Daisuke Nishiyama, Tsuneomi Kawasaki, Kenso Soai
    • Total Pages
      6
    • Publisher
      NLS - Natural & Life Science
    • Related Report
      2017 Research-status Report
  • [Book] Asymmetric autocatalysis and the origins of homochirality of organic compounds. An overview. in Advances in Asymmetric Autocatalysis and Related Topic2017

    • Author(s)
      Kenso Soai, Arimasa Matsumoto, Tsuneomi Kawasaki
    • Total Pages
      30
    • Publisher
      Elsevier Inc.
    • ISBN
      9780128128244
    • Related Report
      2017 Research-status Report
  • [Book] Synthesis of pyrimidine-terminated chiral large molecular architectures with functions of self-replication and self-improvement by asymmetric autocatalysis. in Advances in Asymmetric Autocatalysis and Related Topic2017

    • Author(s)
      Tsuneomi Kawasaki, Arimasa Matsumoto, Itaru Sato, Kenso Soai
    • Total Pages
      18
    • Publisher
      Elsevier Inc.
    • ISBN
      9780128128244
    • Related Report
      2017 Research-status Report
  • [Book] Structural study of asymmetric autocatalysis by X-ray crystallography. in Advances in Asymmetric Autocatalysis and Related Topic2017

    • Author(s)
      Arimasa Matsumoto, Tsuneomi Kawasaki, Kenso Soai
    • Total Pages
      20
    • Publisher
      Elsevier Inc.
    • ISBN
      9780128128244
    • Related Report
      2017 Research-status Report
  • [Book] Asymmetric autocatalysis initiated by crystal chirality of achiral compounds. in Advances in Asymmetric Autocatalysis and Related Topic2017

    • Author(s)
      Arimasa Matsumoto, Yoshiyasu Kaimori, Tsuneomi Kawasaki, Kenso Soai
    • Total Pages
      20
    • Publisher
      Elsevier Inc.
    • ISBN
      9780128128244
    • Related Report
      2017 Research-status Report
  • [Book] Advances in Asymmetric Autocatalysis and Related Topic2017

    • Author(s)
      Tsuneomi Kawasaki, Arimasa Matsumoto, Itaru Sato, Kenso Soai
    • Total Pages
      17
    • Publisher
      Elsevier
    • Related Report
      2016 Research-status Report
  • [Book] Advances in Asymmetric Autocatalysis and Related Topic2017

    • Author(s)
      Arimasa Matsumoto, Yoshiyasu Kaimori, Tsuneomi Kawasaki, Kenso Soai
    • Total Pages
      18
    • Publisher
      Elsevier
    • Related Report
      2016 Research-status Report
  • [Book] Advances in Asymmetric Autocatalysis and Related Topic2017

    • Author(s)
      Arimasa Matsumoto, Tsuneomi Kawasaki, Kenso Soai
    • Total Pages
      20
    • Publisher
      Elsevier
    • Related Report
      2016 Research-status Report
  • [Book] Advances in Asymmetric Autocatalysis and Related Topic2017

    • Author(s)
      Kenso Soai, Arimasa Matsumoto, Tsuneomi Kawasaki
    • Total Pages
      29
    • Publisher
      Elsevier
    • Related Report
      2016 Research-status Report
  • [Remarks] Research(研究紹介)

    • URL

      https://www.rs.tus.ac.jp/tkawa/Research.html

    • Related Report
      2018 Annual Research Report
  • [Remarks] 東京理科大学理学部応用化学科川﨑研究室

    • URL

      http://www.rs.tus.ac.jp/tkawa/

    • Related Report
      2017 Research-status Report

URL: 

Published: 2016-04-21   Modified: 2020-03-30  

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