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First Total Synthesis of (+/-)-6 '-Methoxyretrojusticidin B Using Regiocontrolled Benzannulation: Structural Inconsistency with Procumphthalide A and Its Revision to 5 '-Methoxyretrochinensin
http://hdl.handle.net/10091/16152
http://hdl.handle.net/10091/16152ae08b09f-c363-403f-b12f-d73a0bbb68be
名前 / ファイル | ライセンス | アクション |
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First_Total_Synthesis_+-6-Methoxyretrojusticidin_B.pdf (2.6 MB)
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Item type | 学術雑誌論文 / Journal Article(1) | |||||
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公開日 | 2012-12-20 | |||||
タイトル | ||||||
言語 | en | |||||
タイトル | First Total Synthesis of (+/-)-6 '-Methoxyretrojusticidin B Using Regiocontrolled Benzannulation: Structural Inconsistency with Procumphthalide A and Its Revision to 5 '-Methoxyretrochinensin | |||||
言語 | ||||||
言語 | eng | |||||
DOI | ||||||
識別子タイプ | DOI | |||||
関連識別子 | https://doi.org/10.1055/s-0030-1258529 | |||||
関連名称 | 10.1055/s-0030-1258529 | |||||
キーワード | ||||||
主題 | total synthesis, natural product, annulation, lignan lactone, revised structure | |||||
資源タイプ | ||||||
資源 | http://purl.org/coar/resource_type/c_6501 | |||||
タイプ | journal article | |||||
著者 |
Yoshida, Eri
× Yoshida, Eri× Yamashita, Daisuke× Sakai, Ryo× Tanabe, Yoo× Nishii, Yoshinori |
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信州大学研究者総覧へのリンク | ||||||
氏名 | Nishii, Yoshinori | |||||
URL | http://soar-rd.shinshu-u.ac.jp/profile/ja.yeSUjFkV.html | |||||
出版者 | ||||||
出版者 | GEORG THIEME VERLAG KG | |||||
引用 | ||||||
内容記述タイプ | Other | |||||
内容記述 | SYNLETT. 2010(15):2275-2278 (2010) | |||||
書誌情報 |
SYNLETT 巻 2010, 号 15, p. 2275-2278, 発行日 2010-09 |
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抄録 | ||||||
内容記述タイプ | Abstract | |||||
内容記述 | We achieved the first total synthesis of a novel (+/-)-6'-methoxyretrojusticidin B, which was proposed as procumphthalide A, utilizing regiocontrolled benzannulation of an aryl(aryl')-2,2-dichlorocyclopropylmethanol as the key step. (1)H NMR spectral data suggested that the structure of the synthesized product, 6'-methoxyretrojusticidin B, was inconsistent with that of natural procumphthalide A. A computational study of the rotational barrier rationally supports the existence of a rigid chiral axis in 6'-methoxyretrojusticidin B. The revised structural elucidation of natural procumphthalide A was concluded to be 5'-methoxyretrochinensin. | |||||
資源タイプ(コンテンツの種類) | ||||||
内容記述タイプ | Other | |||||
内容記述 | Article | |||||
ISSN | ||||||
収録物識別子タイプ | ISSN | |||||
収録物識別子 | 0936-5214 | |||||
書誌レコードID | ||||||
収録物識別子タイプ | NCID | |||||
収録物識別子 | AA10731110 | |||||
権利 | ||||||
権利情報 | Copyright© 2010 Georg Thieme Verlag Stuttgart | |||||
出版タイプ | ||||||
出版タイプ | AM | |||||
出版タイプResource | http://purl.org/coar/version/c_ab4af688f83e57aa | |||||
WoS | ||||||
表示名 | Web of Science | |||||
URL | http://gateway.isiknowledge.com/gateway/Gateway.cgi?&GWVersion=2&SrcAuth=ShinshuUniv&SrcApp=ShinshuUniv&DestLinkType=FullRecord&DestApp=WOS&KeyUT=000281516100010 |