| Project/Area Number |
62570929
|
|---|
| Research Category |
Grant-in-Aid for General Scientific Research (C)
|
| Allocation Type | Single-year Grants |
|---|
| Research Field |
Chemical pharmacy
|
|---|
| Research Institution | TOHOKU UNIVERSITY |
|---|
Principal Investigator |
IHARA Masataka Tohoku University, 薬学部, 助教授 (00006339)
|
|---|
| Co-Investigator(Kenkyū-buntansha) |
NEMOTO Hideo Tohoku University, 薬学部, 助手 (60006351)
|
|---|
| Project Period (FY) |
1987 – 1988
|
| Project Status |
Completed (Fiscal Year 1988)
|
| Budget Amount *help |
¥1,800,000 (Direct Cost: ¥1,800,000)
Fiscal Year 1988: ¥600,000 (Direct Cost: ¥600,000)
Fiscal Year 1987: ¥1,200,000 (Direct Cost: ¥1,200,000)
|
|---|
| Keywords | Organic Synthesis / Intramolecular Double Michael Reaction / Biologically Active Natural Product / Steroid / Alkaloid / Terpene / Stereoselective Synthesis / 不斉合成 / 有機合成化学 / 生理活性化天然化合物 / 環化反応 |
|---|
| Research Abstract |
In orber to develop a general methodology for the stereoselectione construction of polycyclic compounds, the intramolecular double Michael reation was investigated. The objective annulation was effectively achieced by the following three different. conditions:(A)treatment with lithium amide,(B)heating with TMSCl,Et_3N,EnCl_2,(C) treament with TBSOTF and ET_3N. A Diterpene (atisirene),a diterpene alkaloid (atisine),triquinene sesquiterpenes (pentalenene, pentalenic acid and deoxypentalenic acid) and estrane type steroids were totally synthesized via the annulation under conditions(A and B). On the ther hand , syntheses of alkaloids (epilupinine and tylophorine) were accomplished through the cyclisation under the conditions (B and C). Asymmetric synthesis was also successfully carried out under the condition (C).
|
