Item type |
学術雑誌論文 / Journal Article(1) |
公開日 |
2012-12-20 |
タイトル |
|
|
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 |
|
|
|
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
Yamashita, Daisuke
Sakai, Ryo
Tanabe, Yoo
Nishii, Yoshinori
|
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 |
SYNLETT. 2010(15):2275-2278 (2010) |
書誌情報 |
SYNLETT
巻 2010,
号 15,
p. 2275-2278,
発行日 2010-09
|
抄録 |
|
|
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 |
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 |
|
|
URL |
http://gateway.isiknowledge.com/gateway/Gateway.cgi?&GWVersion=2&SrcAuth=ShinshuUniv&SrcApp=ShinshuUniv&DestLinkType=FullRecord&DestApp=WOS&KeyUT=000281516100010 |