Synthetic Studies on Dimeric Monoterpene Indole Alkaloid: (+)-Haplophytine
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- Ueda Hirofumi
- Graduate School of Pharmaceutical Sciences, Tohoku University
Bibliographic Information
- Other Title
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- 二量体型モノテルペンインドールアルカロイド(+)-Haplophytineの合成研究
- ニリョウ タイケイ モノテルペンインドールアルカロイド(+)-Haplophytine ノ ゴウセイ ケンキュウ
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Abstract
<p>Since dimeric indole alkaloids possess architectural diversities and a wide range of biological activities, development of new synthetic strategies for construction of these structures has been one of the important topics in synthetic chemistry. Among these compounds, we focused on an architecturally intriguing dimeric monoterpene indole alkaloid, (+)-haplophytine, which had remained an unanswered challenge for more than a quarter century in the area of alkaloid synthesis. Our first total synthesis and the second generation synthesis of (+)-haplophytine are described. The synthesis of this dimeric compound features Ag-mediated coupling reaction between two polycyclic fragments. In addition, the characteristic diazabicyclo[3.3.1] skeleton in left segment was constructed by means of creative skeletal rearrangement including oxidation step.</p>
Journal
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- Journal of Synthetic Organic Chemistry, Japan
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Journal of Synthetic Organic Chemistry, Japan 76 (5), 418-421, 2018-05-01
The Society of Synthetic Organic Chemistry, Japan
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Keywords
Details 詳細情報について
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- CRID
- 1390001205339507200
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- NII Article ID
- 130006733950
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- NII Book ID
- AN0024521X
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- ISSN
- 18836526
- 00379980
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- NDL BIB ID
- 029057590
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- Text Lang
- ja
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- Data Source
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- JaLC
- NDL
- Crossref
- CiNii Articles
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- Abstract License Flag
- Disallowed