2015 Fiscal Year Final Research Report
Development of catalytic and asymmetric amide-forming reactions in protic solvents and stereo-selective labeling of D-amino acids
| Project/Area Number |
25460013
|
|---|
| Research Category |
Grant-in-Aid for Scientific Research (C)
|
| Allocation Type | Multi-year Fund |
|---|
| Section | 一般 |
|---|
| Research Field |
Chemical pharmacy
|
|---|
| Research Institution | Kanazawa University |
|---|
Principal Investigator |
|
|---|
| Project Period (FY) |
2013-04-01 – 2016-03-31
|
| Keywords | トリアジン / アミド化 / 不斉合成 / 脱水縮合反応 |
|---|
| Outline of Final Research Achievements |
There were only a few examples of kinetic resolution of racemic amines by chiral catalysts when optically active amides are prepared from carboxylic acids and amines. In contrast, a chiral catalyst developed in this study recognized stereogenic centers of carboxylic acids in a triazine-based dehydrocondensing reaction. It was elucidated that structures of chiral tertiary amines and chlorotriazines affected enantio-selectivity of the products. This is a first catalytic reaction system that would afford chiral amides from racemic carboxylic acids, and therefore, it would be useful for development of pharmaceutical drugs. In addition, by using knowledge obtained in this study, novel triazine-based benzylating reagents and effective elimination reactions of triazinylammonium salts were developed.
|
| Free Research Field |
有機化学
|
