2010 Fiscal Year Final Research Report
Development of wide scope asymmetric synthesis of oxygen-bridged polycyclic compounds and its synthetic applications
Project/Area Number |
20550094
|
Research Category |
Grant-in-Aid for Scientific Research (C)
|
Allocation Type | Single-year Grants |
Section | 一般 |
Research Field |
Synthetic chemistry
|
Research Institution | Shinshu University |
Principal Investigator |
SUGA Hiroyuki Shinshu University, 工学部, 教授 (60211299)
|
Project Period (FY) |
2008 – 2010
|
Keywords | 選択的合成・反応 / 錯体・有機金属触媒 / 不斉合成・反応 / 触媒設計・反応 |
Research Abstract |
Lewis acid catalyzed asymmetric cycloaddition reactions of cyclic carbonyl ylides generated from diazo carbonyl compounds were found to proceed not only by a normal electron demand type but also by an inverse electron demand type such as in the reaction with vinyl ethers and N-methylindoles with high levels of asymmetric induction. Thus a wide scope procedure for asymmetric syntheses of oxygen-bridged polycyclic compounds has been developed. With regard to a generality of diazo carbonyl substrates, the procedure could be applied for not only diazo compounds containing a benzene ring but also acyclic diazo diketones and the substrates containing a pyrrolidine ring. For the synthetic application, the synthesis of (+)-Tashiromine has been achieved.
|
Research Products
(17 results)