Catalytic Asymmetric Reactions of Alkenes Activated by Two Electron-Withdrawing Groups and Their Applications to Efficient Enantioselective Total Syntheses
Project/Area Number |
25293003
|
Research Category |
Grant-in-Aid for Scientific Research (B)
|
Allocation Type | Partial Multi-year Fund |
Section | 一般 |
Research Field |
Chemical pharmacy
|
Research Institution | Waseda University |
Principal Investigator |
|
Project Period (FY) |
2013-04-01 – 2016-03-31
|
Project Status |
Completed (Fiscal Year 2015)
|
Budget Amount *help |
¥18,850,000 (Direct Cost: ¥14,500,000、Indirect Cost: ¥4,350,000)
Fiscal Year 2015: ¥5,850,000 (Direct Cost: ¥4,500,000、Indirect Cost: ¥1,350,000)
Fiscal Year 2014: ¥5,850,000 (Direct Cost: ¥4,500,000、Indirect Cost: ¥1,350,000)
Fiscal Year 2013: ¥7,150,000 (Direct Cost: ¥5,500,000、Indirect Cost: ¥1,650,000)
|
Keywords | 不斉触媒反応 / 付加環化 / Michael反応 / 生物活性天然物 / 不斉全合成 |
Outline of Final Research Achievements |
A synthetic method of alpha-alkylidene-beta-oxo imides and their catalytic asymmetric reactions ([4+2] and [2+2]cycloadditions, Mukaiyama-Michael reaction, Hosomi-Sakurai-Michael reaction, and Friedel-Crafts reaction) have been successfully developed. alpha-alkylidene-beta-oxo phosphonates were found to show the similar property as those of alpha-alkylidene-beta-oxo imides in Mukaiyama-Michael reaction. Using alkenes doubly activated by ketone and ester, an enantioselective total synthesis of (R)-homosarcomnycin, and a first enantioselective total synthesis and structural elucidation of (-)-bucidarasin A and C have been successfully achieved.
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Report
(4 results)
Research Products
(23 results)