| ID | 56207 |
| フルテキストURL | |
| 著者 |
Takamura, Hiroyoshi
Department of Chemistry, Graduate School of Natural Science and Technology, Okayama University
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Wada, Hiroko
Department of Chemistry, Graduate School of Natural Science and Technology, Okayama University
Ogino, Mao
Department of Chemistry, Graduate School of Natural Science and Technology, Okayama University
Kikuchi, Takahiro
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
Uemura, Daisuke
Department of Chemistry, Faculty of Science, Kanagawa University
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| 抄録 | Four possible diastereomers of the C1-C13 fragment of symbiodinolide, which were proposed by the stereostructural analysis of the degraded product, were synthesized in a stereodivergent and stereoselective manner. The key transformations were aldol reaction of methyl acetoacetate with the aldehyde, diastereoselective reduction of the resulting β-hydroxy ketone, and the stereoinversion at the C6 position. Comparison of the (1)H NMR data between the four synthetic products and the degraded product revealed the relative stereostructure of the C1-C13 fragment of symbiodinolide.
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| 備考 | This is an Accepted Manuscript of an article published by American Chemical Society
This research was supported by a Grant-in Aid for Scientific Research (No. 24710250) from the Japan Society for the Promotion of Science (JSPS).
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| 発行日 | 2015-02-27
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| 出版物タイトル |
The Journal of organic chemistry
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| 巻 | 80巻
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| 号 | 6号
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| 出版者 | American Chemical Society
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| 開始ページ | 3111
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| 終了ページ | 3123
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| ISSN | 00223263
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| NCID | AA00704100
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| 資料タイプ |
学術雑誌論文
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| 言語 |
英語
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| OAI-PMH Set |
岡山大学
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| 論文のバージョン | author
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| PubMed ID | |
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| Web of Science KeyUT | |
| 関連URL | isVersionOf https://doi.org/10.1021/acs.joc.5b00027
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