Stereospecific functional group conversion based on oxidation-reduction condensation

• Project/Area Number: 19350053
• Research Category: Grant-in-Aid for Scientific Research (B)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Synthetic chemistry
• Research Institution: Kitasato University (2008); Kitasato Institute (2007)
• Principal Investigator: MUKAIYAMA Teruaki Kitasato University, 基礎研究所, 名誉所員 (60016003)
• Project Period (FY): 2007 – 2008
• Project Status: Completed (Fiscal Year 2008)
• Budget Amount: ¥14,690,000 (Direct Cost: ¥11,300,000、Indirect Cost: ¥3,390,000); Fiscal Year 2008: ¥4,550,000 (Direct Cost: ¥3,500,000、Indirect Cost: ¥1,050,000); Fiscal Year 2007: ¥10,140,000 (Direct Cost: ¥7,800,000、Indirect Cost: ¥2,340,000)
• Keywords: 酸化還元 / 立体反転 / 中性条件下 / 脱水縮合 / ビスマス / 合成化学

Research Abstract

有機合成化学の最先端の研究テーマとして、これまで当研究室で基盤として行われてきた研究をさらに発展させ、従来法よりも(1)中性に近い穏和な条件下(2)簡便な操作(3)高い立体選択性、などの大きな利点をもついくつかの新規反応を開発した。具体的には「クリーンな脱水縮合反応、アルコールの立体反転、酸化反応、立体選択的オレフィン化反応」である。今後、複雑な構造を有する機能性分子の合成に役立つと期待される

Research Products

• [Journal Article] A Versatlite Practical, and Inexpensive Reagent, Pyridine-3-carboxylic Anhydride (3-PCA), for Condensation Reactions Bull (2008)
  • Author(s): 船坂勢津雄、向山光昭
  • Journal Title: Chem. Soc. Jpn, 81 Pages: 148-159
  • Peer Reviewed
• [Journal Article] Convenient Method for the Preparation of Carboxylic Esters Using (Chloromethylene) dimethylamminium Chloride Synth (2008)
  • Author(s): 永尾仁、向山光昭
  • Journal Title: Commun 38 Pages: 3208-3214
  • Peer Reviewed
• [Journal Article] A Convenient Method for the Lewis Base-catalyzed Synthesis of α,β-Unsaturated Carboxylic Esters Using Trimethylsilylketene Ethyl Trimethylsilyl Acetal and Carbonyl Compounds (2008)
  • Author(s): 道田誠、向山光昭
  • Journal Title: Chemistry Letters 37 Pages: 704-705
  • NAID: 10021081970
  • Peer Reviewed
• [Journal Article] A Convenient Method for the Synthesis of (Z)-α-Fluoroacrylates:Lewis Base-catalyzed Carbonyl Fluoroolefination Using Fluoro(trimethylsilyl)ketene Ethyl Trimethylsilyl Acetal (2008)
  • Author(s): 道田誠、向山光昭
  • Journal Title: Chemistry Letters, 37 Pages: 890-891
  • Peer Reviewed
• [Journal Article] Convenient Method for the Preparation of Carboxylic Esters Using (Chloromethylene) dimethylammonium Chloride (2008)
  • Author(s): Hitoshi Nagao
  • Journal Title: Synthetic communications 38 Pages: 3208-3214
  • Peer Reviewed
• [Journal Article] A Convenient Method for the Lewis Base-catalyzed Synthesis of a, β-Unsaturated Carboxylic Esters Using Trimethylsilylketene Ethyl Trimethylsilyl Acetal and Carbonyl Compounds (2008)
  • Author(s): Makoto Michida
  • Journal Title: Chemistry Letters 37 Pages: 704-705
  • Peer Reviewed
• [Journal Article] A Convenient Method for the Synthesis of (Z)-α-Fluoroacrylates : Lewis Base-catalyzed Carbonyl Fluoroolefination Using Fluoro (trimethylsilyl) ketene Ethyl Trimethylsilyl Acetal (2008)
  • Author(s): Makoto Michida
  • Journal Title: Chemistry Letters 37 Pages: 890-891
  • Peer Reviewed
• [Journal Article] A Uersatlite Practical,and Inexpensive Reagent,Pyridine-3-carboxylic Anhydride(3-PCA),for Condensation Reactions (2008)
  • Author(s): Setsuo Funasaka
  • Journal Title: Bulletin of the Chemical Society of Japan 81 Pages: 148-159
  • Peer Reviewed
• [Journal Article] New Preparative Method of Aryl Tosylates by Using Organobismuth Reagents (2007)
  • Author(s): 桜井直人、向山光昭
  • Journal Title: Chemistry Letters 36 Pages: 928-929
  • NAID: 10019745791
  • Peer Reviewed
• [Journal Article] New Preparative Method of Aryl Sulfonate Esters by Using Cyclic Organobismuth Reagents (2007)
  • Author(s): 桜井直人、向山光昭
  • Journal Title: Heterocycles 74 Pages: 771-790
  • NAID: 40015919627
  • Peer Reviewed
• [Journal Article] New Preparative Method of Aryl Tosylates by Using Organobismuth Reagents (2007)
  • Author(s): Naoto Sakurai
  • Journal Title: Chemistry Letters 36 Pages: 928-928
  • Peer Reviewed
• [Journal Article] New Preparative Method of Aryl Sulfonate Esters by Using Cyclic Organobismuth Reagents (2007)
  • Author(s): Naoto Sakurai
  • Journal Title: Heterocycles 74 Pages: 771-790
  • Peer Reviewed
• [Presentation] ルイス塩基触媒を用いるカルボニル化合物の高立体選択的オレフィン化反応 (2009)
  • Author(s): 道田誠、向山光昭
  • Organizer: 日本化学会第89春季年会
  • Place of Presentation: 日本大学理工学部船橋キャンパス
  • Year and Date: 2009-03-27
• [Presentation] ルイス塩基触媒を用いるカルボニル化合物の高立体選択的オレフィン化反応 (2009)
  • Author(s): 道田 誠
  • Organizer: 日本化学会第89春季年会
  • Place of Presentation: 日本大学理工学部(船橋)
  • Year and Date: 2009-03-27
• [Presentation] 環状有機ビスマス化合物を用いる新しいスルフォン酸エステルの合成とケトンのα-トシロキシ化反応 (2008)
  • Author(s): 桜井直人、向山光昭
  • Organizer: 日本化学会第88春季年会
  • Place of Presentation: 立教大学池袋キャンパス
  • Year and Date: 2008-03-28