Catalytic asymmetric synthesis of chiral oxa-heterohelicenes based on dynamic kinetic resolution
| Project/Area Number |
24550059
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Multi-year Fund |
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| Section | 一般 |
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| Research Field |
Organic chemistry
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| Research Institution | Kumamoto University |
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Principal Investigator |
IRIE Ryo 熊本大学, 自然科学研究科, 教授 (70243889)
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| Co-Investigator(Renkei-kenkyūsha) |
IMAHORI Tatsushi 熊本大学, 大学院先導機構, 特任助教 (90433515)
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| Project Period (FY) |
2012-04-01 – 2015-03-31
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| Project Status |
Completed (Fiscal Year 2014)
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| Budget Amount *help |
¥5,460,000 (Direct Cost: ¥4,200,000、Indirect Cost: ¥1,260,000)
Fiscal Year 2014: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2013: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2012: ¥2,860,000 (Direct Cost: ¥2,200,000、Indirect Cost: ¥660,000)
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| Keywords | ヘテロヘリセン / ラセン不斉 / 複素芳香族化合物 / π共役系化合物 / 環化芳香族化 / パラジウム触媒 / 酸素酸化 / 環化異性化 |
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| Outline of Final Research Achievements |
Helicenes and heterohelicenes are well-known as helically twisted compounds like a pattern of snail. Thus, helicenes are chiral and the development of catalytic asymmetric synthesis of their right-handed and left-handed isomers is a very important subject in the research field of organic synthetic chemistry and materials science. Against to this background, we have tried to develop unprecedented catalytic asymmetric synthesis of novel heterohelicenes in the present study. In consequent, we found some new "domino" cyclization reactions, in which multiple bonds are formed one after another in one pot literally like "dominoes". These results should be very promising to provide new methods for the synthesis of a variety of heterohelicenes, which are otherwise difficult to synthesize.
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Report
(4 results)
Research Products
(41 results)
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[Journal Article] Synthesis, Stereochemical Characteristics, and Coordination Behavior of 2,2’-Binaphtyl-1,1’-biisoquinoline as a New Axially Chiral Bidentate Ligand2015
Author(s)
Takahiro Kawatsu, Hiroki Tokushima, Yuya Takedomi, Tatsushi Imahori, Kazunobu Igawa, Katsuhiko Tomooka, and Ryo Irie
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Journal Title
ARKIVOC
Volume: special issue
Related Report
Peer Reviewed / Open Access / Acknowledgement Compliant
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[Presentation] Palladium-catalyzed Dehydrogenative Cycloaromatization of Enediyne Systems for the Synthesis of Heterohelicenes2014
Author(s)
Masaki, FURUSAWA, Yusuke, SHIGETA, Tatsushi, IMAHORI, Kazunobu, IGAWA, Katsuhiko, TOMOOKA, Ryo, IRIE
Organizer
XXVI International Conference on Organometallic Chemistry (ICOMC 2014)
Place of Presentation
Royton Sapporo, Sapporo, Japan
Year and Date
2014-07-13 – 2014-07-18
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