Development of new cycloaddition reactions with 1, 4-zwitterionic intermediates and application to synthesis of bioactive compounds
| Project/Area Number |
21689001
|
|---|
| Research Category |
Grant-in-Aid for Young Scientists (A)
|
| Allocation Type | Single-year Grants |
|---|
| Research Field |
Chemical pharmacy
|
|---|
| Research Institution | Kanazawa University |
|---|
Principal Investigator |
|
|---|
| Project Period (FY) |
2009 – 2011
|
| Project Status |
Completed (Fiscal Year 2011)
|
| Budget Amount *help |
¥27,560,000 (Direct Cost: ¥21,200,000、Indirect Cost: ¥6,360,000)
Fiscal Year 2011: ¥6,630,000 (Direct Cost: ¥5,100,000、Indirect Cost: ¥1,530,000)
Fiscal Year 2010: ¥10,010,000 (Direct Cost: ¥7,700,000、Indirect Cost: ¥2,310,000)
Fiscal Year 2009: ¥10,920,000 (Direct Cost: ¥8,400,000、Indirect Cost: ¥2,520,000)
|
|---|
| Keywords | 有機合成反応 / 環化付加 / 小員環化合物 / 全合成 / 有機合成 / 分子間反応 / 分子内反応 / 立体選択性 / シクロブタノン / ルイス酸 / 結合開裂 |
|---|
| Research Abstract |
We found that formal[ 4+2] cycloaddition reactions of 3-ethoxycyclobutanones with allylsilanes, silyl enol ethers, imines, or indoles proceeded smoothly to afford the corresponding six-membered cyclic compounds in high yields by activating the cyclobutanones with appropriate Lewis acids. We accomplished total synthesis of(±)-bremazocine and(±)-aspidospermidine by using the new cycloaddition.
|
Report
(4 results)
Research Products
(67 results)
-
-
-
-
-
-
-
[Journal Article] Sequential one-pot glycosylation with glycosyl N-trichloroacety lcarbamate and trichloroacetate including dehydrative approach using 1-hydroxy sugars2011
Author(s)
Shirahata, T.; Kojima, Teruya, S.; Matsuo, J.; Yokoyama, M.; Unagiike, S.; Sunazuka, T.; Makino, K.; Kaji, E.; Omura, S.; Kobayashi, Y
-
Journal Title
Tetrahedron
Volume: 67
Issue: 35
Pages: 6842-6896
DOI
Related Report
Peer Reviewed
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
