2013 Fiscal Year Final Research Report
Concise Total Synthesis of Polycyclic Bioactive Natural Products Based on New Integrated Reactions
| Project Area | Organic Synthesis based on Integration of Chemical Reactions. New Methodologies and New Materials |
|---|
| Project/Area Number |
21106010
|
|---|
| Research Category |
Grant-in-Aid for Scientific Research on Innovative Areas (Research in a proposed research area)
|
| Allocation Type | Single-year Grants |
|---|
| Review Section |
Science and Engineering
|
|---|
| Research Institution | Hokkaido University |
|---|
Principal Investigator |
TANINO Keiji 北海道大学, 理学(系)研究科(研究院), 教授 (40217146)
|
|---|
| Project Period (FY) |
2009-07-23 – 2014-03-31
|
| Keywords | 有機化学 / 集積合成手法 / 付加環化反応 |
|---|
| Research Abstract |
In connection with the research directed toward total synthesis of polycyclic natural products, we became intrigued with higher order cycloaddition approach for constructing medium-sized carbocycles. The use of a dicobalt acetylene complex possessing a leaving group and a nucleophile moiety was effective for achieving the [6+2], [6+4], and [5+2] cycloaddition reactions. These cascade reactions proceed through generation of a dicobalt hexacarbonyl propargyl cation, intermolecular addition (Nicholas reaction), followed by intramolecular cyclization. The results led us to explore applications of these new cycloaddition reactions in total synthesis of natural products containing seven, eight, nine, or ten-membered carbocycles.
|
