| Item type |
itemtype_ver1(1) |
| 公開日 |
2022-11-30 |
| タイトル |
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タイトル |
Combined Computational and Experimental Study on [5 + 2] Cycloaddition of 2-Trifluoromethylated Oxidopyrylium Species Leading to 1-(Trifluoromethyl)-8-oxabicyclo[3.2.1]oct-3-en-2-ones |
|
言語 |
en |
| 著者 |
Yamamoto, Yoshihiko
Nakazato, Yuya
Tadano, Ryu
Yasui, Takeshi
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| アクセス権 |
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アクセス権 |
open access |
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アクセス権URI |
http://purl.org/coar/access_right/c_abf2 |
| 権利 |
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|
言語 |
en |
|
権利情報 |
This document is the Accepted Manuscript version of a Published Work that appeared in final form in [The Journal of Organic Chemistry], copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see [https://pubs.acs.org/articlesonrequest/AOR-GTEIXXNNPDPDGFQP9W9S].” |
| 内容記述 |
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内容記述タイプ |
Abstract |
|
内容記述 |
Trifluoromethylation of furfural using the Ruppert–Prakash reagent (TMSCF3) and subsequent photo-Achmatowicz reaction afforded 6-hydroxy-2-(trifluoromethyl)-2H-pyran-3(6H)-one. After acetylation, the resultant 6-acetoxy-2-(trifluoromethyl)-2H-pyran-3(6H)-one was transformed into various 1-(trifluoromethyl)-8-oxabicyclo[3.2.1]oct-3-en-2-one derivatives through a base-mediated oxidopyrylium [5 + 2] cycloaddition. The reactivity and selectivity of the 2-trifluoromethylated oxidopyrylium species toward [5 + 2] cycloaddition were analyzed using density functional theory calculations. |
|
言語 |
en |
| 出版者 |
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出版者 |
ACS Publications |
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言語 |
en |
| 言語 |
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|
言語 |
eng |
| 資源タイプ |
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資源タイプ識別子 |
http://purl.org/coar/resource_type/c_6501 |
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資源タイプ |
journal article |
| 出版タイプ |
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|
出版タイプ |
AM |
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出版タイプResource |
http://purl.org/coar/version/c_ab4af688f83e57aa |
| 関連情報 |
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|
関連タイプ |
isVersionOf |
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識別子タイプ |
DOI |
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関連識別子 |
https://doi.org/10.1021/acs.joc.2c01189 |
| 収録物識別子 |
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収録物識別子タイプ |
PISSN |
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収録物識別子 |
0022-3263 |
| 書誌情報 |
en : The Journal of Organic Chemistry
巻 87,
号 15,
p. 10216-10228,
発行日 2022-08-05
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| ファイル公開日 |
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|
日付 |
2023-08-05 |
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日付タイプ |
Available |
JOC_MS_rev2.pdf (9.4 MB)
