Development of zinc catalysts having functionalized and threedimensional hydrophobic space for environmentally benign reactions

• Project/Area Number: 20750081
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Single-year Grants
• Research Field: Synthetic chemistry
• Research Institution: Tokyo University of Science
• Principal Investigator: KITAMURA Masanori Tokyo University of Science, 薬学部, 助教 (80453835)
• Project Period (FY): 2008 – 2010
• Project Status: Completed (Fiscal Year 2010)
• Budget Amount: ¥4,160,000 (Direct Cost: ¥3,200,000、Indirect Cost: ¥960,000); Fiscal Year 2010: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000); Fiscal Year 2009: ¥1,040,000 (Direct Cost: ¥800,000、Indirect Cost: ¥240,000); Fiscal Year 2008: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
• Keywords: アルドール反応 / 亜鉛触媒 / 環境調和型反応 / 疎水性空間 / 酵素模倣触媒 / 不斉合成 / 希少糖

Research Abstract

The purpose of this research is to develop environmentally friendly Zn^<2+>-catalysts which have three dimensionally functionalized inner sphere in water solution for asymmetric synthesis. The catalysts were applied to an asymmetric synthesis of rare sugars which is known to be a little in nature and have bioactivities. Therefore, it is considered that the asymmetric aldol reaction for the synthesis of the rare sugars contributes development of its usage for pharmaceutical agents and functional foods.

Research Products

• [Journal Article] Chiral Catalysts Dually Functionalized with Amino Acid and Zn^<2+> Complex Components for Enantioselective Direct Aldol Reactions Inspired by Natural Aldolases : Design, Synthesis, Complexation Properties, Catalytic Activities, and Mechanistic Study. (2009)
  • Author(s): Susumu Itoh, Masanori Kitamura, Yasuyuki Yamada, Shin Aoki.
  • Journal Title: Chemistry-A European Journal 15 Pages: 10570-10584
• [Journal Article] Chiral Catalysts Dually Functionalized with Amino Acid and Zn^<2+> Complex Components for Enantioselective Direct Aldol Reactions Inspired by Natural Aldolases : Design, Synthesis, Complexation Properties, Catalytic Activities, and Mechanistic Study (2009)
  • Author(s): Susumu Itoh, Masanori Kitamura, Yasuyuki Yamada, Shin Aoki
  • Journal Title: Chemistry - A European Journal 15 Pages: 10570-10584
  • Peer Reviewed
• [Presentation] Catalytic Asymmetric Aldol Reactions and Mechanistic Studies Using Chiral Zinc Complexes (2010)
  • Author(s): Itakura, Toshinari., Itoh, Susumu., Ikegami, Masamichi., Tsukamoto, Sei-ichi., Kitamura, Masanori., Aoki, Shin.
  • Organizer: PacifiChem2010
  • Place of Presentation: Hawaii Convention Center
  • Year and Date: 2010-12-17
• [Presentation] キラル亜鉛錯体を触媒とするエナンチオ選択的アルドール反応 (2009)
  • Author(s): 板倉寿成、伊東進、北村正典、青木伸
  • Organizer: 第53回日本薬学会関東支部会
  • Place of Presentation: 城西大学(坂戸市)
  • Year and Date: 2009-10-03
• [Presentation] キラル亜鉛錯体を触媒とするエナンチオ選択的アルドール反応 (2009)
  • Author(s): 板倉寿成、伊東進、北村正典、青木伸
  • Organizer: 第53回日本薬学会関東支部会
  • Place of Presentation: 城西大学(埼玉県坂戸市)
  • Year and Date: 2009-10-03
• [Presentation] アルドラーゼを模倣したキラル亜鉛(II)錯体触媒によるエナンチオ選択的アルドール反応 (2009)
  • Author(s): 伊東進・青木伸・北村正典・景山義之
  • Organizer: 日本化学会第89春季年会
  • Place of Presentation: 日本大学(船橋市)
  • Year and Date: 2009-03-27
• [Presentation] キラル亜鉛錯体を触媒とするエナンチオ選択的アルドール反応 (2008)
  • Author(s): 伊東進・北村正典・景山義之・青木伸
  • Organizer: 第58回錯体化学討論会
  • Place of Presentation: 金沢大学(金沢市)
  • Year and Date: 2008-09-20
• [Presentation] キラル亜鉛錯体を触媒とするエナンチオ選択的アルドール反応 (2008)
  • Author(s): 伊東進
  • Organizer: 錯体化学討論会
  • Place of Presentation: 金沢大学(金沢市)
  • Year and Date: 2008-09-20