2016 Fiscal Year Final Research Report
Synthesis of 1-substituted tetrahydroisoquinoline alkaloid utilizing intramolecular chirality transfer reaction
| Project/Area Number |
26460020
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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 | Mukogawa Women's University |
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Principal Investigator |
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| Project Period (FY) |
2014-04-01 – 2017-03-31
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| Keywords | 分子内不斉転写 / 触媒 / 1位置換テトラヒドロイソキノリン / 過塩素酸 / アルカロイド合成 |
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| Outline of Final Research Achievements |
Intramolecular chirality transfer reaction is one of useful reactions for synthesizing chiral cyclic compounds. Although the Bi(OTf)3 have been reported to be effective catalyst for the synthesis of 1-substituted tetrahydrioquinolines from chiral amino allylic alcohols, there are some limitations such as failure to synthesize 8-substituted derivatives with high optical purity. In this research, HClO4 found to be most effective catalyst replacing Bi(OTf)3. Furthermore, formal synthesis of alkaloid, Schultzain B, has been accomplished through the construction of a tetrahydroisoquinoline ring having substituents at the 6th and 8th positions.
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| Free Research Field |
有機合成化学
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