2012 Fiscal Year Final Research Report
Enantioselective Synthesis of Allenes by Reduction and a BrookRearrangement
| Project/Area Number |
22390001
|
|---|
| Research Category |
Grant-in-Aid for Scientific Research (B)
|
| Allocation Type | Single-year Grants |
|---|
| Section | 一般 |
|---|
| Research Field |
Chemical pharmacy
|
|---|
| Research Institution | Hiroshima University |
|---|
Principal Investigator |
TAKEDA Kei 広島大学, 大学院・医歯薬保健学研究院, 教授 (30135032)
|
|---|
| Co-Investigator(Kenkyū-buntansha) |
SASAKI Michiko 広島大学, 大学院・医歯薬保健学研究院, 准教授 (30379888)
IKEMOTO Hidaka 広島大学, 大学院・医歯薬学総合研究科, 助手 (60549004)
|
|---|
| Project Period (FY) |
2010 – 2012
|
| Keywords | 有機合成 / 合成化学 / アレン / 不斉還元 |
|---|
| Research Abstract |
Enantioselective Meerwein-Ponndorf-Verley type reduction of alkynoylsilanes by a chiral lithium amide followed by a Brook rearrangement and SE2’ electrophilic substitution leads to the formation of enantiomerically enriched functionalized siloxyallenes in a one-pot process. In the case of enynoylsilanes, generated vinylallenes undergo in situ [4 + 2] cycloaddition to afford highly functionalized polycyclic compounds in excellent er’s, which show unusual facial selectivity.
|
