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Development of asymmetrically catalytic reactions produced only small amount of carbon dioxide using sea water as a reaction solvent

Research Project

Project/Area Number 22590007
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Chemical pharmacy
Research InstitutionGifu Pharmaceutical University

Principal Investigator

MIURA Tsuyoshi  岐阜薬科大学, 薬学部, 准教授 (40297023)

Co-Investigator(Kenkyū-buntansha) ITOH Akichika  岐阜薬科大学, 薬学部, 教授 (10203126)
Project Period (FY) 2010 – 2012
Project Status Completed (Fiscal Year 2012)
Budget Amount *help
¥4,420,000 (Direct Cost: ¥3,400,000、Indirect Cost: ¥1,020,000)
Fiscal Year 2012: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2011: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2010: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Keywords海水 / 有機触媒 / 温室効果ガス削減 / フルオラス / 環境技術 / 合成化学 / アルドール反応 / マイケル付加
Research Abstract

To achieve lowering of carbon dioxide, we examined the development of efficient organocatalysts that can use in ecofriendly sea water as a reaction solvent instead of an organic solvent. We have found that novel sulfonamide oraganocatalysts promote efficiently asymmetric aldol reactions in water or brine. The organocatalysts have been improved their catalytic activity by introduction of fluorous group. In addition, the fluorous oraganocatalysts can be easily recovered and reused.

Report

(4 results)
  • 2012 Annual Research Report   Final Research Report ( PDF )
  • 2011 Annual Research Report
  • 2010 Annual Research Report
  • Research Products

    (31 results)

All 2013 2012 2011 2010

All Journal Article (12 results) (of which Peer Reviewed: 12 results) Presentation (17 results) Patent(Industrial Property Rights) (2 results)

  • [Journal Article] Highly Effective Asymmetric Aldol Reaction in Brine Using Fluorous Sulfonamide Organocatalyst2012

    • Author(s)
      T. Miura, H. Kasuga, K. Imai, M. Ina, N. Tada, N. Imai, A. Itoh
    • Journal Title

      Org. Biomol. Chem

      Volume: 10 (11) Issue: 11 Pages: 2209-2213

    • DOI

      10.1039/c2ob06955e

    • Related Report
      2012 Final Research Report 2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Highly Efficient Asymmetric Conjugate Additions of Aldehyde with Vinyl Sulfone Using Sulfonamide Organocatalyst2012

    • Author(s)
      T. Miura, H. Yuasa, M. Murahashi, M. Ina, K. Nakashima, N. Tada, A. Itoh
    • Journal Title

      Synlett

      Volume: 23 (16) Issue: 16 Pages: 2385-2388

    • DOI

      10.1055/s-0032-1317137

    • Related Report
      2012 Annual Research Report 2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] An Effective and Catalytic Oxidation Using Recyclable Fluorous IBX2011

    • Author(s)
      T. Miura, K. Nakashima, N. Tada, A. Itoh
    • Journal Title

      Chem. Commun

      Volume: 47 (6) Issue: 6 Pages: 1875-1877

    • DOI

      10.1039/c0cc03149f

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Aminosulfonamide-Catalyzed Direct Asymmetric Aldol Reaction in Brine2011

    • Author(s)
      T. Miura, M. Ina, K. Imai, K. Nakashima, A. Masuda, N. Imai, N. Tada, A. Itoh
    • Journal Title

      Synlett

      Volume: (3) Issue: 03 Pages: 410-414

    • DOI

      10.1055/s-0030-1259317

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Direct Asymmetric Aldol Reactions in Water with a -Aminosulfonamide Organocatalyst2011

    • Author(s)
      T. Miura, M. Ina, K. Imai, K. Nakashima, Y. Yasaku, N. Koyata, Y. Murakami, N. Imai, N. Tada, A. Itoh
    • Journal Title

      Tetrahedron: Asymmetry

      Volume: 22 (9) Issue: 9 Pages: 1028-1034

    • DOI

      10.1016/j.tetasy.2011.05.014

    • Related Report
      2012 Final Research Report 2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Asymmetric Michael Additions of Aldehydes to Maleimides Using a Recyclable Fluorous Thiourea Organocatalyst2011

    • Author(s)
      T. Miura, S. Nishida, A. Masuda, N. Tada, A. Itoh
    • Journal Title

      Tetrahedron Lett

      Volume: 52 (32) Issue: 32 Pages: 4158-4160

    • DOI

      10.1016/j.tetlet.2011.05.145

    • Related Report
      2012 Final Research Report 2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Direct Asymmetric Aldol Reactions in Brine with Recyclable Fluorous -Aminosulfonamide Organocatalysts.2011

    • Author(s)
      T. Miura, K. Imai, H. Kasuga, M. Ina, N. Tada, N. Imai, A. Itoh
    • Journal Title

      Tetrahedron

      Volume: 67 (34) Issue: 34 Pages: 6340-6346

    • DOI

      10.1016/j.tet.2011.06.004

    • Related Report
      2012 Final Research Report 2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Asymmetric Michael Reactions of -Disubstituted Aldehydes with Maleimides Using a Primary Amine Thiourea Organocatalyst.2011

    • Author(s)
      T. Miura, A. Masuda, M. Ina, K. Nakashima, S. Nishida, N. Tada, A. Itoh
    • Journal Title

      Tetrahedron: Asymmetry

      Volume: 22 (16-17) Issue: 16-17 Pages: 1605-1609

    • DOI

      10.1016/j.tetasy.2011.09.006

    • Related Report
      2012 Final Research Report 2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] An Effective and Catalytic Oxidation Using Recyclable Fluorous IBX2011

    • Author(s)
      T.Miura, K.Nakashima, N.Tada, A.Itoh
    • Journal Title

      Chem.Commun.

      Volume: 47 Pages: 1875-1877

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] β-Aminosulfonamide Catalyzed Direct Asymmetric Aldol Reaction in Brine2011

    • Author(s)
      T.Miura, M.Ina, K.Imai, K.Nakashima, A.Masuda, N.Imai, N.Tada, A.Itoh
    • Journal Title

      Synlett

      Pages: 410-414

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Direct Asymmetric Aldol Reaction with Recyclable Fluorous Organocatalyst2010

    • Author(s)
      T. Miura, K. Imai, M. Ina, N. Tada, N. Imai,A. Itoh
    • Journal Title

      Org. Lett.

      Volume: 12 (7) Issue: 7 Pages: 1620-1623

    • DOI

      10.1021/ol1003719

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Direct Asymmetric Aldol Reaction with Recyclable Fluorous Organocatalyst2010

    • Author(s)
      T.Miura, K.Imai, M.Ina, N.Tada, N.Imai, A.Itoh
    • Journal Title

      Org.Lett.

      Volume: 12 Pages: 1620-1623

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Presentation] スルホンアミド型有機触媒を用いた,‐不飽和ケトンへの不斉マイケル付加反応2013

    • Author(s)
      上戸悠史,三浦剛,益田晃,湯浅裕貴,多田教浩,伊藤彰近
    • Organizer
      日本薬学会第133年会
    • Place of Presentation
      パシフィコ横浜
    • Year and Date
      2013-03-30
    • Related Report
      2012 Final Research Report
  • [Presentation] ジアミノメチレンマロノニトリル型有機触媒を用いたビニルスルホンへの不斉マイケル付加反応2013

    • Author(s)
      金田陽平, 三浦剛,湯浅裕貴,多田教浩,伊藤彰近
    • Organizer
      日本薬学会第133年会
    • Place of Presentation
      パシフィコ横浜
    • Year and Date
      2013-03-30
    • Related Report
      2012 Final Research Report
  • [Presentation] ジアミノメチレンマロノニトリル型有機触媒を用いた ‐不飽和ケトンへの不斉共役付加反応2013

    • Author(s)
      何幸樹,三浦剛,金田陽平,西田承平,多田教浩,伊藤彰近
    • Organizer
      日本薬学会第133年会
    • Place of Presentation
      パシフィコ横浜
    • Year and Date
      2013-03-30
    • Related Report
      2012 Final Research Report
  • [Presentation] ジアミノメチレンマロノニトリル型有機触媒を用いたα,β‐不飽和ケトンへの不斉共役付加反応2013

    • Author(s)
      三浦 剛
    • Organizer
      日本薬学会第133年会
    • Place of Presentation
      パシフィコ横浜
    • Related Report
      2012 Annual Research Report
  • [Presentation] ジアミノメチレンマロノニトリル型有機触媒を用いたビニルスルホンへの不斉マイケル付加反応2013

    • Author(s)
      三浦 剛
    • Organizer
      日本薬学会第133年会
    • Place of Presentation
      パシフィコ横浜
    • Related Report
      2012 Annual Research Report
  • [Presentation] スルホンアミド型有機触媒を用いた,‐不飽和ケトンへの不斉マイケル付加反応2013

    • Author(s)
      三浦 剛
    • Organizer
      日本薬学会第133年会
    • Place of Presentation
      パシフィコ横浜
    • Related Report
      2012 Annual Research Report
  • [Presentation] フルオラス-スルホンアミド触媒を用いた不斉マイケル付加反応2012

    • Author(s)
      三浦剛,村橋美帆,湯浅裕貴,多田教浩,伊藤彰近
    • Organizer
      フルオラス科学研究会第5回シンポジウム
    • Place of Presentation
      東北大学
    • Year and Date
      2012-11-29
    • Related Report
      2012 Final Research Report
  • [Presentation] スルホンアミド型有機触媒を用いた不斉マイケル付加反応2012

    • Author(s)
      湯浅裕貴, 三浦剛,村橋美帆,多田教浩,伊藤彰近
    • Organizer
      第38回反応と合成の進歩シンポジウム
    • Place of Presentation
      タワーホール船堀
    • Year and Date
      2012-11-05
    • Related Report
      2012 Annual Research Report 2012 Final Research Report
  • [Presentation] フルオラス‐スルホンアミド型有機触媒を用いた不斉マイケル付加反応2012

    • Author(s)
      村橋美帆、 三浦 剛、湯浅裕貴、中島康介、多田教浩、伊藤彰近
    • Organizer
      日本薬学会第132年会(
    • Place of Presentation
      北海道大学
    • Year and Date
      2012-03-29
    • Related Report
      2012 Final Research Report
  • [Presentation] スルホンアミド型有機触媒を用いた不斉マイケル付加反応2012

    • Author(s)
      湯浅裕貴、三浦 剛、伊奈万里子、多田教浩、伊藤彰近
    • Organizer
      日本薬学会第132年会
    • Place of Presentation
      北海道大学
    • Year and Date
      2012-03-29
    • Related Report
      2012 Final Research Report 2011 Annual Research Report
  • [Presentation] チオウレア型有機触媒を用いたアルデヒドのマレイミドへの不斉マイケル付加反応2012

    • Author(s)
      益田 晃、三浦 剛、伊奈万里子、中島康介、西田承平、多田教浩、伊藤彰近
    • Organizer
      日本薬学会第132年会
    • Place of Presentation
      北海道大学
    • Year and Date
      2012-03-29
    • Related Report
      2012 Final Research Report 2011 Annual Research Report
  • [Presentation] フルオラス-チオウレア型有機触媒を用いた不斉マイケル付加反応2012

    • Author(s)
      西田承平、三浦剛、益田晃、多田教浩、伊藤彰
    • Organizer
      日本薬学会第132年会
    • Place of Presentation
      北海道大学
    • Year and Date
      2012-03-29
    • Related Report
      2011 Annual Research Report
  • [Presentation] フルオラス-スルホンアミド型有機触媒を用いた不斉マイケル付加反応2012

    • Author(s)
      村橋美帆、三浦剛、湯浅裕貴、中島康介、多田教浩、伊藤彰近
    • Organizer
      日本薬学会第132年会
    • Place of Presentation
      北海道大学
    • Year and Date
      2012-03-29
    • Related Report
      2011 Annual Research Report
  • [Presentation] フルオラス-スルホンアミド触媒を用いた不斉マイケル付加反応2012

    • Author(s)
      三浦 剛
    • Organizer
      フルオラス科学研究会第5回シンポジウム
    • Place of Presentation
      東北大学
    • Related Report
      2012 Annual Research Report
  • [Presentation] フルオラス・チオウレア触媒を用いた不斉マイケル付加反応2011

    • Author(s)
      三浦剛、西田承平、益田 晃、多田教浩、伊藤彰近
    • Organizer
      フルオラス科学研究会第4回シンポジウム
    • Place of Presentation
      大阪府立大学
    • Year and Date
      2011-10-07
    • Related Report
      2012 Final Research Report 2011 Annual Research Report
  • [Presentation] スルホンアミド型有機触媒を用いた水中での両エナンチオ選択的不斉アルドール反応2010

    • Author(s)
      伊奈万里子,今井 貴惠,三浦 剛,今井 信行,多田 教浩,伊藤 彰近
    • Organizer
      第36回反応と合成の進歩シンポジウム
    • Place of Presentation
      名古屋
    • Year and Date
      2010-11-01
    • Related Report
      2012 Final Research Report
  • [Presentation] スルホンアミド型有機触媒を用いた水中での両エナンチオ選択的不斉アルドール反応2010

    • Author(s)
      伊奈万里子, 今井貴恵, 三浦剛, 今井信行, 多田教浩, 伊藤彰近
    • Organizer
      第36回反応と合成の進歩シンポジウム
    • Place of Presentation
      名古屋市
    • Year and Date
      2010-11-01
    • Related Report
      2010 Annual Research Report
  • [Patent(Industrial Property Rights)] ジアミノメチレンマロノニトリル誘導体およびそれからなる不斉有機触媒2013

    • Inventor(s)
      三浦剛,伊藤彰近,多田教浩
    • Industrial Property Rights Holder
      岐阜市
    • Filing Date
      2013-02-25
    • Related Report
      2012 Final Research Report
  • [Patent(Industrial Property Rights)] ジアミノメチレンマロノニトリル誘導体およびそれからなる不斉有機触媒2013

    • Inventor(s)
      三浦剛,伊藤彰近,多田教浩
    • Industrial Property Rights Holder
      岐阜市
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      2013-034582
    • Filing Date
      2013-02-25
    • Related Report
      2012 Annual Research Report

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Published: 2010-08-23   Modified: 2019-07-29  

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