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Development of new cycloaddition reactions with 1, 4-zwitterionic intermediates and application to synthesis of bioactive compounds

Research Project

Project/Area Number 21689001
Research Category

Grant-in-Aid for Young Scientists (A)

Allocation TypeSingle-year Grants
Research Field Chemical pharmacy
Research InstitutionKanazawa University

Principal Investigator

MATSUO Junichi  金沢大学, 薬学系, 准教授 (50328580)

Project Period (FY) 2009 – 2011
Project Status Completed (Fiscal Year 2011)
Budget Amount *help
¥27,560,000 (Direct Cost: ¥21,200,000、Indirect Cost: ¥6,360,000)
Fiscal Year 2011: ¥6,630,000 (Direct Cost: ¥5,100,000、Indirect Cost: ¥1,530,000)
Fiscal Year 2010: ¥10,010,000 (Direct Cost: ¥7,700,000、Indirect Cost: ¥2,310,000)
Fiscal Year 2009: ¥10,920,000 (Direct Cost: ¥8,400,000、Indirect Cost: ¥2,520,000)
Keywords有機合成反応 / 環化付加 / 小員環化合物 / 全合成 / 有機合成 / 分子間反応 / 分子内反応 / 立体選択性 / シクロブタノン / ルイス酸 / 結合開裂
Research Abstract

We found that formal[ 4+2] cycloaddition reactions of 3-ethoxycyclobutanones with allylsilanes, silyl enol ethers, imines, or indoles proceeded smoothly to afford the corresponding six-membered cyclic compounds in high yields by activating the cyclobutanones with appropriate Lewis acids. We accomplished total synthesis of(±)-bremazocine and(±)-aspidospermidine by using the new cycloaddition.

Report

(4 results)
  • 2011 Annual Research Report   Final Research Report ( PDF )
  • 2010 Annual Research Report
  • 2009 Annual Research Report
  • Research Products

    (67 results)

All 2012 2011 2010 2009 Other

All Journal Article (25 results) (of which Peer Reviewed: 25 results) Presentation (38 results) Remarks (4 results)

  • [Journal Article] Formal [4+2] Cycloaddition of di-tert-Butyl 2-Ethoxycyclobutane-1,1-dicarboxylate with Ketones or Aldehydes and Tandem Lactonization2012

    • Author(s)
      Ryohei Okado, Aya Nowaki, Jun-ichi Matsuo, Hiroyuki Ishibashi
    • Journal Title

      Chemical and Pharmaceutical Bulletin

      Volume: 60 Issue: 1 Pages: 21-22

    • DOI

      10.1248/cpb.60.21

    • NAID

      130001852343

    • ISSN
      0009-2363, 1347-5223
    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Formal [4+2] cycloaddition of cyclobutanones bearing alkyne-cobalt complex at their 3-positions2012

    • Author(s)
      Mizuki Kawano, Takaaki Kiuchi, Jun-ichi Matsuo, Hiroyuki Ishibashi
    • Journal Title

      Tetrahedron Lett.

      Volume: 53 Issue: 4 Pages: 432-434

    • DOI

      10.1016/j.tetlet.2011.11.067

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Intramolecular [2+2] Cycloaddition of Homoallylketenes to Bicyclo[2.1.1]hexan-5-ones2012

    • Author(s)
      Takaya Hoshikawa, Kei Tanji, Jun-ichi Matsuo, Hiroyuki Ishibashi
    • Journal Title

      Chemical and Pharmaceutical Bulletin

      Volume: 60 Issue: 4 Pages: 548-553

    • DOI

      10.1248/cpb.60.548

    • NAID

      130001852448

    • ISSN
      0009-2363, 1347-5223
    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Indium (III) triflate-catalyzed reaction of 2-carbomethoxycyclobutanone with nitrones2012

    • Author(s)
      Jun-ichi Matsuo, Ryosuke Okuno, Hiroyuki Ishibashi
    • Journal Title

      Tetrahedron Lett.

      Volume: 53 Issue: 17 Pages: 2257-2259

    • DOI

      10.1016/j.tetlet.2012.02.092

    • NAID

      120003959451

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Titanium (IV) chloride-mediated ring cleavage and Michael addition of 3,3-dialkylcyclobutanones and 3-[(trimethylsilyl)methyl] cyclobutanones2012

    • Author(s)
      Ryosuke Okuno, Jun-ichi Matsuo, Hiroyuki Ishibashi
    • Journal Title

      Chem.Pharm.Bull.

      Volume: (in press)

    • NAID

      130001852483

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Ring Cleavage and Successive Aldol Reaction of 3-[(Trialkylsilyl) methyl] cyclobutanones2011

    • Author(s)
      Jun-ichi Matsuo, Kosuke Harada, Mizuki Kawano, Ryosuke Okuno, and Hiroyuki Ishibashi
    • Journal Title

      Org. Lett

      Volume: 13 Issue: 22 Pages: 5986-5989

    • DOI

      10.1021/ol202424p

    • NAID

      120003628225

    • Related Report
      2011 Annual Research Report 2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Sequential one-pot glycosylation with glycosyl N-trichloroacety lcarbamate and trichloroacetate including dehydrative approach using 1-hydroxy sugars2011

    • Author(s)
      Shirahata, T.; Kojima, Teruya, S.; Matsuo, J.; Yokoyama, M.; Unagiike, S.; Sunazuka, T.; Makino, K.; Kaji, E.; Omura, S.; Kobayashi, Y
    • Journal Title

      Tetrahedron

      Volume: 67 Issue: 35 Pages: 6842-6896

    • DOI

      10.1016/j.tet.2011.06.006

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Asymmetric Synthesis of 2, 3-Dihydro-4-pyranones by Reaction of Chiral 3-Alkoxycyclobutanone and Aldehydes2010

    • Author(s)
      Shoko Negishi, Hiroyuki Ishibashi and Jun-ichi Matsuo
    • Journal Title

      Org Lett

      Volume: 12 Issue: 21 Pages: 4984-4987

    • DOI

      10.1021/ol1021355

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Titanium(IV) Chloride-Mediated Carbon-. Carbon Bond-Forming Reaction Between 3, 3-Dialkylcyclobutanones and Aldehydes2010

    • Author(s)
      Jun-ichi Matsuo, Mizuki Kawano, Ryosuke Okuno, and Hiroyuki Ishibashi
    • Journal Title

      Org. Lett

      Volume: 12 Issue: 17 Pages: 3960-3962

    • DOI

      10.1021/ol101653b

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] A New Synthesis of 2, 3-Di-or 2, 3, 3-Trisubstituted 2, 3-Dihydro-4-pyridones by Reaction of 3-Ethoxycyclobutanones and N-p-Toluenesulfonyl Imines Using Titanium(IV) Chloride : Synthesis of(±)-Bremazocine2010

    • Author(s)
      Jun-ichi Matsuo, Ryohei Okado, and Hiroyuki Ishibashi
    • Journal Title

      Org. Lett

      Volume: 12 Issue: 14 Pages: 3266-3268

    • DOI

      10.1021/ol1012313

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Intramolecular Formal[ 4+2] Cycloaddition of 3-Ethoxycyclobutanones and Alkenes2010

    • Author(s)
      Jun-ichi Matsuo, Shun Sasaki, Takaya Hoshikawa
    • Journal Title

      Chem. Commun

      Volume: 46 Issue: 6 Pages: 934-936

    • DOI

      10.1039/b919332d

    • NAID

      120001939015

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Trialkylamine-mediated intramolecular acylation of alkenes with carboxylic acid chlorides2010

    • Author(s)
      Jun-ichi Matsuo, Takaya Hoshikawa, Shun Sasaki, Hiroyuki Ishibashi
    • Journal Title

      Chem.Pharm.Bull.

      Volume: 58 Pages: 591-592

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Improved catalytic and stereoselective glycosylation with glycosyl N-trichloroacetylcarbamate : application to various 1-hydroxy sugars2010

    • Author(s)
      Tatsuya Shirahata, Jun-ichi Matsuo, Satoko Teruya, Nozomu Hirata, Taku Kurimoto, Nanao Akimoto, Toshiaki Sunazuka, Eisuke Kaji, Satoshi Omura
    • Journal Title

      Carbohydr. Res.

      Volume: 345 Pages: 740-749

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Bronsted Acid-Catalyzed Asymmetric Reduction of Ketones and Acyl Silanes Using Chiral anti-Pentane-2,4-diol2010

    • Author(s)
      Jun-ichi Matsuo, Yu Hattori, Hiroyuki Ishibashi
    • Journal Title

      Org.Lett.

      Volume: 12 Pages: 2294-2297

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] An Efficient Procedure for Preparation of 2-Monoalkyl or 2-Monoaryl-3-Ethoxycyclobutanones2010

    • Author(s)
      Jun-ichi Matsuo, Ryosuke Okuno, Kosuke Takeuchi, Mizuki Kawano, Hiroyuki Ishibashi
    • Journal Title

      Tetrahedron Lett.

      Volume: 51 Pages: 3736-3737

    • NAID

      120002314577

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Asymmetric reduction of aliphatic ketones and acyl silanes using chiral anti-pentane-2,4-diol and a catalytic amount of 2,4-dinitrobenzenesulfonic acid2010

    • Author(s)
      Jun-ichi Matsuo, Yu Hattori, Mio Hashizume, Hiroyuki Ishibashi
    • Journal Title

      Tetrahedron

      Volume: 66 Pages: 6062-6069

    • NAID

      120002439390

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] A New Synthesis of 2,3-Di- or 2,3,3-Trisubstituted 2,3-Dihydro-4-pyridones by Reaction of 3-Ethoxycyclobutanones and N-p-Toluenesulfonyl Imines Using Titanium(IV) Chloride : Synthesis of (±)-Bremazocine2010

    • Author(s)
      Jun-ichi Matsuo, Ryohei Okado, Hiroyuki Ishibashi
    • Journal Title

      Org.Lett.

      Volume: 12 Pages: 3266-3268

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Titanium(IV) Chloride-Mediated Carbon-Carbon Bond-Forming Reaction Between 3,3-Dialkylcyclobutanones and Aldehydes2010

    • Author(s)
      Jun-ichi Matsuo, Mizuki Kawano, Ryosuke Okuno, Hiroyuki Ishibashi
    • Journal Title

      Org.Lett.

      Volume: 12 Pages: 3960-3962

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Asymmetric Synthesis of 2,3-Dihydro-4-pyranones by Reaction of Chiral 3-Alkoxycyclobutanone and Aldehydes2010

    • Author(s)
      Shoko Negishi, Hiroyuki Ishibashi, Jun-ichi Matsuo
    • Journal Title

      Org Lett.

      Volume: 12 Pages: 4984-4987

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Intramolecular Formal[4+2]Cycloaddition of 2-Alkenyl-3-Ethoxycyclobutanones2010

    • Author(s)
      J.Matsuo, S.Sasaki, T.Hoshikawa, H.Ishibashi
    • Journal Title

      Chem. Commun. 46

      Pages: 934-936

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Formal[ 4+2] cycloaddition between 3-ethoxycyclobutanones and silyl enol ethers2009

    • Author(s)
      Jun-ichi Matsuo, Shoko Negishi, and Hiroyuki Ishibashi
    • Journal Title

      Tetrahedron Lett

      Volume: 50 Issue: 42 Pages: 5831-5833

    • DOI

      10.1016/j.tetlet.2009.08.013

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Tin(IV) Chloride-Catalyzed Cycloaddition Reactions Between 3-Ethoxycyclobutanones and Allylsilanes2009

    • Author(s)
      Jun-ichi Matsuo, Shun Sasaki, Takaya Hoshikawa, and Hiroyuki Ishibashi
    • Journal Title

      Org. Lett

      Volume: 11 Issue: 17 Pages: 3822-3825

    • DOI

      10.1021/ol901329c

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Tin(IV)Chloride-Catalyzed Cycloaddition Reactions Between 3-Ethoxycycl obutanones and Allylsilanes2009

    • Author(s)
      J.Matsuo, S.Sasaki, T.Hoshikawa, H.Ishibashi
    • Journal Title

      Org.Lett. 11

      Pages: 3822-3825

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Formal[4+2]cycloaddition between 3-ethoxycyclobutanones and silyl enol ethers2009

    • Author(s)
      J.Matsuo, S.Negishi, H.Ishibashi
    • Journal Title

      Tetrahedron Lett. 50

      Pages: 5831-5833

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Asymmetric Synthesis of 2-alkyl-4-hydroxycyclohex-2-en-1-one by scandium(III)triflate-catalyzed fragmentation of chiral 2-alkyl-3-iodo-1-oxocyclohexan-2,4-carbolactone2009

    • Author(s)
      J.Matsuo, M.Kawano, K.Takeuchi, H.Tanaka, H.Ishibashi
    • Journal Title

      Tetrahedron Lett. 50

      Pages: 1917-1919

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Presentation] Ring Cleavage and[ 4+2] Cycloaddition Reactions with Cyclobutanones2011

    • Author(s)
      Jun-ichi Matsuo
    • Organizer
      Wesleyan University Seminar
    • Place of Presentation
      CT(USA)
    • Year and Date
      2011-09-09
    • Related Report
      2011 Final Research Report
  • [Presentation] 3位にアルキンコバルト錯体を有するシクロブタノンとアルデヒドとの形式的[4+2]環化付加反応2011

    • Author(s)
      河野瑞貴、石橋弘行、松尾淳一
    • Organizer
      日本薬学会第131年会
    • Place of Presentation
      (東日本大震災のため誌上開催)
    • Year and Date
      2011-03-31
    • Related Report
      2010 Annual Research Report
  • [Presentation] ケテンとアルケンとの分子内[2+2]環化付加反応によるbicyclo[2.1.1]hexan-5-one骨格の合成2011

    • Author(s)
      丹治慶、干川貴也、石橋弘行、松尾淳一
    • Organizer
      日本薬学会第131年会
    • Place of Presentation
      (東日本大震災のため誌上開催)
    • Year and Date
      2011-03-31
    • Related Report
      2010 Annual Research Report
  • [Presentation] シクロブタノン環の環開裂に続くα,β-不飽和ケトンとの共役付加反応の開発2011

    • Author(s)
      奥野良将、河野瑞貴、石橋弘行、松尾淳一
    • Organizer
      日本薬学会第131年会
    • Place of Presentation
      (東日本大震災のため誌上開催)
    • Year and Date
      2011-03-31
    • Related Report
      2010 Annual Research Report
  • [Presentation] 3-シリルメチルシクロブタノンとアルデヒドとのアルドール反応2011

    • Author(s)
      原田紘佑、河野瑞貴、石橋弘行、松尾淳一
    • Organizer
      日本薬学会第131年会
    • Place of Presentation
      グランシップ(静岡県)
    • Year and Date
      2011-03-30
    • Related Report
      2011 Final Research Report
  • [Presentation] 3-シリルメチルシクロブタノンとアルデヒドとのアルドール反応2011

    • Author(s)
      原田紘佑、河野瑞貴、石橋弘行、松尾淳一
    • Organizer
      日本薬学会第131年会
    • Place of Presentation
      (東日本大震災のため誌上開催)
    • Year and Date
      2011-03-30
    • Related Report
      2010 Annual Research Report
  • [Presentation] Synthetic study of strictamine by[ 4+2] cycloaddition between cyclobutanone and indole2011

    • Author(s)
      Shoko Negishi, Takaya Hoshikawa, Mio Hashizume, Jun-ichi Matsuo, and Hiroyuki Ishibashi
    • Organizer
      8th AFMC International Medicinal Chemistry Symposium
    • Place of Presentation
      東京都
    • Related Report
      2011 Final Research Report
  • [Presentation] シクロブタノンとニトロンを用いる新規γ-ラクトン合成法の開発2011

    • Author(s)
      奥野良将、石橋弘行、松尾淳一
    • Organizer
      第41回複素環化学討論会
    • Place of Presentation
      熊本市民会館(熊本県)
    • Related Report
      2011 Final Research Report
  • [Presentation] Strictamineの合成研究2011

    • Author(s)
      根岸祥子・干川貴也・橋詰未央・石橋弘行・松尾淳一
    • Organizer
      有機合成化学北陸セミナー
    • Place of Presentation
      福井港のホテル
    • Related Report
      2011 Annual Research Report
  • [Presentation] シクロブタノンとニトロンの反応を用いるγ-ラクトンの合成2011

    • Author(s)
      奥野良将・石橋弘行・松尾淳一
    • Organizer
      有機合成化学北陸セミナー
    • Place of Presentation
      福井港のホテル
    • Related Report
      2011 Annual Research Report
  • [Presentation] シクロブタノンとニトロンを用いる新規γ-ラクトン合成法の開発2011

    • Author(s)
      奥野良将・石橋弘行・松尾淳一
    • Organizer
      第41回複素環化学討論会
    • Place of Presentation
      熊本熊本市民会館
    • Related Report
      2011 Annual Research Report
  • [Presentation] シクロブタノンとインドールとの[4+2]感化付加反応を用いるStrictamineの合成研究2011

    • Author(s)
      根岸祥子・干川貴也・橋詰未央・石橋弘行・松尾淳一
    • Organizer
      第37回反応と合成の進歩シンポジウム
    • Place of Presentation
      徳島あわぎんホール
    • Related Report
      2011 Annual Research Report
  • [Presentation] Synthetic study of strictamine by [4+2] cycloaddition between cyclobutan one and indole2011

    • Author(s)
      Shoko Negishi, Takaya Hoshikawa, Mio Hashizume, Jun-ichi Matsuo, Hiroyuki Ishibashi
    • Organizer
      8th AFMC International Medicinal Chemistry Symposium
    • Place of Presentation
      東京京王プラザホテル
    • Related Report
      2011 Annual Research Report
  • [Presentation] キラルなシクロブタノンを用いるジアステレオ選択的不斉ジヒドロピロン合成2010

    • Author(s)
      根岸祥子、松尾淳一、石橋弘行
    • Organizer
      日本薬学会北陸支部122回例会
    • Place of Presentation
      北陸大学薬学部(石川県)
    • Year and Date
      2010-11-21
    • Related Report
      2010 Annual Research Report
  • [Presentation] シクロブタノン環の開裂を伴うアルドール反応2010

    • Author(s)
      河野瑞貴、奥野良将、原田紘佑、松尾淳一、石橋弘行
    • Organizer
      第36回反応と合成の進歩シンポジウム
    • Place of Presentation
      ウインクあいち(愛知県)
    • Year and Date
      2010-11-02
    • Related Report
      2011 Final Research Report
  • [Presentation] シクロブタノン環の開裂を伴うアルドール反応2010

    • Author(s)
      河野瑞貴、奥野良将、原田紘佑、松尾淳一、石橋弘行
    • Organizer
      第36回 反応と合成の進歩シンポジウム
    • Place of Presentation
      ウインクあいち(愛知県)
    • Year and Date
      2010-11-02
    • Related Report
      2010 Annual Research Report
  • [Presentation] シクロブタノン環の環開裂を伴うα,β-不飽和ケトンとの共役付加反応の開発2010

    • Author(s)
      奥野良将、河野瑞貴、石橋弘行、松尾淳一
    • Organizer
      平成22年度有機合成化学北陸セミナー
    • Place of Presentation
      石川県青少年総合研修センター(石川県)
    • Year and Date
      2010-10-08
    • Related Report
      2010 Annual Research Report
  • [Presentation] 3-シリルメチルシクロブタノンとアルデヒドとのアルドール反応2010

    • Author(s)
      原田紘佑、河野瑞貴、石橋弘行、松尾淳一
    • Organizer
      平成22年度有機合成化学北陸セミナー
    • Place of Presentation
      石川県青少年総合研修センター(石川県)
    • Year and Date
      2010-10-08
    • Related Report
      2010 Annual Research Report
  • [Presentation] ケテンとアルケンとの分子内[2+2]環化付加反応によるbicyclo[2.1.1]hexan-5-one骨格の合成2010

    • Author(s)
      丹治慶、干川貴也、石橋弘行、松尾淳一
    • Organizer
      平成22年度有機合成化学北陸セミナー
    • Place of Presentation
      石川県青少年総合研修センター(石川県)
    • Year and Date
      2010-10-08
    • Related Report
      2010 Annual Research Report
  • [Presentation] プラテンシマイシンの全合成研究から新反応の開発へ2010

    • Author(s)
      松尾淳一
    • Organizer
      金沢大学薬学シンポジウム
    • Place of Presentation
      金沢大学(石川県)(招待講演)
    • Year and Date
      2010-09-10
    • Related Report
      2010 Annual Research Report
  • [Presentation] 1, 4-双極性活性種の生成とその反応2010

    • Author(s)
      松尾淳一、佐々木俊、香西孝章、田中宏幸、根岸祥子、干川貴也、岡戸良平、石橋弘行
    • Organizer
      第97回有機合成シンポジウム
    • Place of Presentation
      慶応義塾大学薬学部(東京都)
    • Year and Date
      2010-06-19
    • Related Report
      2011 Final Research Report
  • [Presentation] ルイス酸を用いる3-シリルメチルシクロブタノンとアルデヒドとのアルドール反応2010

    • Author(s)
      河野瑞貴、奥野良将、松尾淳一、石橋弘行
    • Organizer
      日本薬学会第130年会
    • Place of Presentation
      岡山大学(岡山県)
    • Year and Date
      2010-03-30
    • Related Report
      2009 Annual Research Report
  • [Presentation] キラルジオールとブレンステッド酸触媒によるケトン類の不斉還元2010

    • Author(s)
      松尾淳一、服部由侑、橋詰未央、西川修、石橋弘行
    • Organizer
      日本薬学会第130年会
    • Place of Presentation
      岡山大学(岡山県)
    • Year and Date
      2010-03-30
    • Related Report
      2009 Annual Research Report
  • [Presentation] 3-エトキシシクロブタノンとイミンとの[ 4+2]環化付加反応の開発及び(±)-Bremazocineの合成2010

    • Author(s)
      岡戸良平、松尾淳一、石橋弘行
    • Organizer
      日本薬学会第130年会
    • Place of Presentation
      岡山大学(岡山県)
    • Year and Date
      2010-03-28
    • Related Report
      2011 Final Research Report
  • [Presentation] シクロブタノンとインドール誘導体との[4+2]環化付加反応2010

    • Author(s)
      干川貴也、田中宏幸、橋詰未央、松尾淳一、石橋弘行
    • Organizer
      日本薬学会第130年会
    • Place of Presentation
      岡山大学(岡山県)
    • Year and Date
      2010-03-28
    • Related Report
      2009 Annual Research Report
  • [Presentation] 3-エトキシシクロブタノンとイミンとの[4+2]環化付加反応の開発及び(±)-Bremazocineの合成2010

    • Author(s)
      岡戸良平、松尾淳一、石橋弘行
    • Organizer
      日本薬学会第130年会
    • Place of Presentation
      岡山大学(岡山県)
    • Year and Date
      2010-03-28
    • Related Report
      2009 Annual Research Report
  • [Presentation] キラルシクロブタノンとアルデヒドとのジアステレオ選択的不斉[4+2]環化付加反応の開発2010

    • Author(s)
      根岸祥子、松尾淳一、石橋弘行
    • Organizer
      日本薬学会第130年会
    • Place of Presentation
      岡山大学(岡山県)
    • Year and Date
      2010-03-28
    • Related Report
      2009 Annual Research Report
  • [Presentation] 1, 4-双極性活性種の生成と環化付加反応2010

    • Author(s)
      松尾淳一
    • Organizer
      第3回日本化学会東海支部若手研究者フォーラム
    • Place of Presentation
      名古屋大学(愛知県)
    • Year and Date
      2010-01-29
    • Related Report
      2011 Final Research Report
  • [Presentation] 1,4-双極性活性種の生成と環化付加反応2010

    • Author(s)
      松尾淳一
    • Organizer
      第3回日本化学会東海支部若手研究者フォーラム
    • Place of Presentation
      名古屋大学(愛知県)
    • Year and Date
      2010-01-29
    • Related Report
      2009 Annual Research Report
  • [Presentation] Discovery of New Organic Reaction2010

    • Author(s)
      Jun-ichi Matsuo
    • Organizer
      The 4^<th> Symposium Japan-France Frontier of Science
    • Place of Presentation
      Poitier(France)
    • Related Report
      2011 Final Research Report
  • [Presentation] ブレンステッド酸触媒とキラルジオールを用いるケトン類の不斉還元2009

    • Author(s)
      服部由侑、松尾淳一、橋詰未央、石橋弘行
    • Organizer
      日本薬学会北陸支部第121回例会
    • Place of Presentation
      富山大学(富山県)
    • Year and Date
      2009-12-06
    • Related Report
      2009 Annual Research Report
  • [Presentation] ブレンステッド酸触媒とキラルなジオールを用いるケトンの不斉還元法の開発2009

    • Author(s)
      服部由侑、松尾淳一、西川修、石橋弘行
    • Organizer
      第35回反応と合成の進歩シンポジウム
    • Place of Presentation
      金沢市文化ホール(石川県)
    • Year and Date
      2009-11-17
    • Related Report
      2009 Annual Research Report
  • [Presentation] 3-エトキシシクロブタノンとアルケン類との[4+2]環化付加反応2009

    • Author(s)
      干川貴也、佐々木俊、松尾淳一、石橋弘行
    • Organizer
      平成21年度北陸セミナー
    • Place of Presentation
      富山観光ホテル(富山県)
    • Year and Date
      2009-10-09
    • Related Report
      2009 Annual Research Report
  • [Presentation] (±)-ブレマゾシンの全合成2009

    • Author(s)
      岡戸良平、松尾淳一、石橋弘行
    • Organizer
      平成21年度北陸セミナー
    • Place of Presentation
      富山観光ホテル(富山県)
    • Year and Date
      2009-10-09
    • Related Report
      2009 Annual Research Report
  • [Presentation] (±)-プラテンシンの合成研究2009

    • Author(s)
      竹内孝輔、松尾淳一、石橋弘行
    • Organizer
      日本薬学会第130年会
    • Place of Presentation
      富山観光ホテル(富山県)
    • Year and Date
      2009-10-09
    • Related Report
      2009 Annual Research Report
  • [Presentation] アミンが促進するオレフィンの酸クロリドによる分子内アシル化2009

    • Author(s)
      干川貴也、佐々木俊、松尾淳一、石橋弘行
    • Organizer
      平成21年度北陸セミナー
    • Place of Presentation
      富山観光ホテル(富山県)
    • Year and Date
      2009-10-09
    • Related Report
      2009 Annual Research Report
  • [Presentation] 3-エトキシシクロブタノンの効率的一般合成法の開発2009

    • Author(s)
      奥野良将、竹内孝輔、松尾淳一、石橋弘行
    • Organizer
      平成21年度北陸セミナー
    • Place of Presentation
      富山観光ホテル(富山県)
    • Year and Date
      2009-10-09
    • Related Report
      2009 Annual Research Report
  • [Presentation] 3-エトシキシクロブタノンとイミン類の[4+2]環化付加反応による環状含窒素化合物の合成研究2009

    • Author(s)
      岡戸良平、松尾淳一、石橋弘行
    • Organizer
      日本薬学会北陸支部第121回例会
    • Place of Presentation
      金沢大学(石川県)
    • Year and Date
      2009-07-11
    • Related Report
      2009 Annual Research Report
  • [Remarks]

    • URL

      http://www.p.kanazawa-u.ac.jp/~gousei/

    • Related Report
      2011 Final Research Report
  • [Remarks]

    • URL

      http://www.p.kanazawa-u.ac.jp/~gousei/

    • Related Report
      2011 Annual Research Report
  • [Remarks]

    • URL

      http://www.p.kanazawa-u.ac.jp/~gousei/

    • Related Report
      2010 Annual Research Report
  • [Remarks]

    • URL

      http://www.p.kanazawa-u.ac.jp/~gousei/

    • Related Report
      2009 Annual Research Report

URL: 

Published: 2009-04-01   Modified: 2016-04-21  

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