Development of [2+2]cycloaddition reaction via a cascade chiral transfer process
| Project/Area Number |
17K08231
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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 |
Chemical pharmacy
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| Research Institution | Tokushima Bunri University |
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Principal Investigator |
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| Project Period (FY) |
2017-04-01 – 2020-03-31
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| Project Status |
Completed (Fiscal Year 2019)
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| Budget Amount *help |
¥4,680,000 (Direct Cost: ¥3,600,000、Indirect Cost: ¥1,080,000)
Fiscal Year 2019: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2018: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2017: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
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| Keywords | アレン / 不斉転写 / 軸不斉 / [2+2]環化付加 / 有機化学 / 環化付加反応 / 連続反応 |
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| Outline of Final Research Achievements |
Optically active allenes have been produced via asymmetric isomerization when optically active propargyl ethers were subjected to the reaction with organic base. Furthermore, optically active cyclic compounds having a four-membered ring were enantioselectively obtained via the formation of axially chiral allenes when the reaction of vinyl-substituted substrates with base under heat conditions.
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| Academic Significance and Societal Importance of the Research Achievements |
プロパルギル化合物からアレンへの不斉転写は以前より精力的な研究が行われているが、しかしながらプロトン移動を伴う異性化については不斉転写の報告例はない。本反応は「中心不斉→軸不斉→中心不斉」の連続的な不斉転写を伴って進行し、高度に官能基化された光学活性な多環性化合物を一挙に与える。このような連続的な不斉転写を伴う反応についてはこれまでほとんど報告されておらず、独創性が高い反応である。また本研究は反応機構的にも興味深く、有機合成化学の推進に寄与することが期待される。
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Report
(4 results)
Research Products
(21 results)
