| Project/Area Number |
02650634
|
|---|
| Research Category |
Grant-in-Aid for General Scientific Research (C)
|
| Allocation Type | Single-year Grants |
|---|
| Research Field |
Synthetic chemistry
|
|---|
| Research Institution | Waseda University |
|---|
Principal Investigator |
SHIMIZU Isao Waseda University School of Science and Engineering Associate Professor, 理工学部, 助教授 (50134820)
|
|---|
| Project Period (FY) |
1990 – 1991
|
| Project Status |
Completed (Fiscal Year 1991)
|
| Budget Amount *help |
¥1,400,000 (Direct Cost: ¥1,400,000)
Fiscal Year 1991: ¥300,000 (Direct Cost: ¥300,000)
Fiscal Year 1990: ¥1,100,000 (Direct Cost: ¥1,100,000)
|
|---|
| Keywords | Palladium Catalyst / Indolizidine Alkaloid / Alkenyl Oxirane / (-)-Nupharamine / Reduction with Formic Acid / (pi-Allyl) palladium Complex / ギ酸還元 / (-)ーヌファラミン / (-)ーセリユルニン / アルアニルオキシラン |
|---|
| Research Abstract |
We have developed useful a synthetic method for preparation of nitrogen containing organic compounds using a palladium-catalyzed reaction as a key reaction. Thus, reaction of optically active alkenyl oxiranes and formic acid in the presence of a catalytic amount of palladium-phosphine complexes gives the optically active homoallylic alcohols, whose hydroxy group is substituted with a nitrogen atom selectively to give optically active amines. The delta-amino ketons or delta-amino esters obtained are cyclized to optically active piperidine or indolizidine compounds. Chiral synthesis (-)-nupharamine and the dendrobatid alkaloids 205A, 209B, and 235B were carried out from these compounds.
|
