Development and Application of Dynamic Kinetic Resolution Reaction via chiral pi-allylpalladium complex
| Project/Area Number |
24590029
|
|---|
| Research Category |
Grant-in-Aid for Scientific Research (C)
|
| Allocation Type | Multi-year Fund |
|---|
| Section | 一般 |
|---|
| Research Field |
Chemical pharmacy
|
|---|
| Research Institution | Musashino University |
|---|
Principal Investigator |
HIROYA Kou 武蔵野大学, 薬学研究所, 教授 (70192721)
|
|---|
| Co-Investigator(Kenkyū-buntansha) |
SHIGEHISA Hiroki 武蔵野大学, 薬学研究所, 助教 (60612471)
|
|---|
| Project Period (FY) |
2012-04-01 – 2015-03-31
|
| Project Status |
Completed (Fiscal Year 2014)
|
| Budget Amount *help |
¥5,330,000 (Direct Cost: ¥4,100,000、Indirect Cost: ¥1,230,000)
Fiscal Year 2014: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2013: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2012: ¥2,340,000 (Direct Cost: ¥1,800,000、Indirect Cost: ¥540,000)
|
|---|
| Keywords | 動的光学分割 / 不斉配位子 / パラジウム錯体 / 不斉全合成 / アルカロイド / 動的光学分割反応 / 動的化学分割反応 |
|---|
| Outline of Final Research Achievements |
We had found dynamic kinetic resolution reaction, which proceeded via pi-allylpalladium complex including unusual carbon-carbon bond formation reaction. Thus, we have started our research to establish the optimized reaction condition and utilize its product for the enantioselective synthesis of biologically active compounds as our object.
As results, we established the synthetic route of the starting material and clarified a requirement of the substrate to obtain high enantioselectivity. Moreover, we successfully optimized the solvent and reaction temperature, and established to generate chiral Pd(0) complex in situ. Although we also clarified both of chemical yields and enantioselectivity are influenced by the electronic effect of the substituent on the aromatic ring, elusidation of the mechanism for DKR is underway. By the way, we successfully achieved the stereoselective construction of the chiral quaternary carbon center on benzylic position.
|
Report
(4 results)
Research Products
(20 results)
