| ID | 56202 |
| FullText URL | |
| Author |
Takamura, Hiroyoshi
Department of Chemistry, Graduate School of Natural Science and Technology, Okayama University
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Katsube, Tomoya
Department of Chemistry, Graduate School of Natural Science and Technology, Okayama University
Okamoto, Kazuki
Department of Chemistry, Graduate School of Natural Science and Technology, Okayama University
Kadota, Isao
Department of Chemistry, Graduate School of Natural Science and Technology, Okayama University
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| Abstract | The first total synthesis of two possible diastereomers of natural 6-chlorotetrahydrofuran acetogenin 1 has been achieved. The synthetic route features 5-exo-tet cyclization, Z selective Wittig reaction and Julia olefination for the construction of conjugated diene and enyne moieties, and stereoselective chlorination. Comparison of their 1 H and 13 C NMR data and specific rotation with those of the natural product elucidated the absolute configuration of natural (-)-6-chlorotetrahydrofuran acetogenin 1.
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| Keywords | natural products
stereoselective synthesis
structure elucidation
tetrahydrofuran
total synthesis
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| Note | This is an article published by Wiley‐VCH
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| Published Date | 2017-12-06
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| Publication Title |
Chemistry - A European Journal
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| Volume | volume23
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| Issue | issue68
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| Publisher | Wiley‐VCH
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| Start Page | 17191
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| End Page | 17194
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| ISSN | 09476539
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| NCID | AA11076269
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| Content Type |
Journal Article
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| language |
English
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| OAI-PMH Set |
岡山大学
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| Copyright Holders | https://creativecommons.org/licenses/by-nc-nd/4.0/deed.ja
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| File Version | author
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| Related Url | isVersionOf https://doi.org/10.1002/chem.201703234
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