|1.Research Institution||The University of Tokyo|
|2.University-Industry Cooperative Research Committee||116th Committee on Chemistry Creating Organic Compounds with Novel Functions|
|3.Term of Project||FY 1999 - FY 2003|
|5.Title of Project||Creation of Supramolecular Assembly and Application to Development of Chemical Processes and Medicinal Lead Compounds|
|Name||InstitutionCDepartment||Title of Position|
|Masakatsu, Shibasaki||The University of Tokyo , Graduate School of Pharmaceutical Sciences||Professor|
|Names||Institution,Department||Title of Position|
|Soutaro, Miyano||Tohoku University, Graduate School of Engineering||Professor|
|Norio, Teramae||Tohoku University, Graduate School of Science||Professor|
|Takuzo, Aida||The University of Tokyo, Graduate School of Engineering||Professor|
8.Summary of Research Results
On the sub-project of "Development of Environmentally Benign Synthesis Using Supramolecular Catalysis", we developed a chiral heteropolymetallic complex containing a lanthanide metal, alkali metal, and BINOL. This new catalyst promotes the direct enantioselective aldol reaction from unmodified ketones and aldehydes with high enantioselectivity. We also developed a novel chiral logand, linked BINOL, and found that the zinc complex can promote very efficient C-C bond formation between a hydroxyl ketone and aldehydes or imines. The maximum catalyst turn-over was reached up to 20000 with maintaining an excellent enantioselectivity. Moreover, we developed a new sugar-derived catalyst that can promote enantioselective cyanosilylation of ketones and ketoimines with high efficiency. Using these catalysis, we established efficient synthetic route of camptothecin (anticancer drug), oxybutynin (muscarinic receptor antagonist), and sorbinil (aldose reductase inhibitor). These syn
thetic route have a potential of being applied to industrial synthesis.
On the sub-project of "Development of Supramolecular Bio-Response System", we synthesized a calix-arene molecule displaying D-glucose, and found that this molecule demonstrates a very strong hydrogen-bonding ability. This molecule can carry a guest molecule inside to a targeted place.