2011 Fiscal Year Final Research Report
The Unique Reactivity of Conformationally Restricted Pyranosides
| Project/Area Number |
21590036
|
|---|
| Research Category |
Grant-in-Aid for Scientific Research (C)
|
| Allocation Type | Single-year Grants |
|---|
| Section | 一般 |
|---|
| Research Field |
Chemical pharmacy
|
|---|
| Research Institution | The Institute of Physical and Chemical Research |
|---|
Principal Investigator |
MANABE Shino 独立行政法人理化学研究所, 伊藤細胞制御化学研究室, 専任研究員 (60300901)
|
|---|
| Project Period (FY) |
2009 – 2011
|
| Keywords | ピラノシド / 異性化反応 / エンド開裂反応 / 置換基効果 / カーバメート基 / ラジカル反応 / 選択性 |
|---|
| Research Abstract |
The pyranosides with 2, 3-trans carbamate group anomerized from theβ-to theα-direction under mild acidic conditions. The bond between anomeric carbon and internal oxygen is cleaved and re-cyclized. The generated linear cation is trapped in order to show the evidence of the cleavage pattern. After investigation of the substitutent effect, acetyl group on nitrogen of the carbamate group show the significant effect on the anomerization reaction. Furthermore, the high 1, 2-cis radical C-glycosylation reaction was achieved with pyranosides 2, 3-trans carbamate group.
|
