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アイテム
Brønsted Acid/Silane Catalytic System for Intramolecular Hydroalkoxylation and Hydroamination of Unactivated Alkynes
http://hdl.handle.net/2237/26769
http://hdl.handle.net/2237/26769b83ac7ee-f750-4227-8209-48698a655d41
| 名前 / ファイル | ライセンス | アクション |
|---|---|---|
ACS_catalysis_shibuya_rev2.pdf ファイル公開：2018/04/07 (991.3 kB)
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| アイテムタイプ | 学術雑誌論文 / Journal Article(1) | |||||
|---|---|---|---|---|---|---|
| 公開日 | 2017-07-05 | |||||
| タイトル | ||||||
| タイトル | Brønsted Acid/Silane Catalytic System for Intramolecular Hydroalkoxylation and Hydroamination of Unactivated Alkynes | |||||
| 言語 | en | |||||
| 著者 |
Shibuya, Masatoshi
× Shibuya, Masatoshi× Fujita, Shoji× Abe, Masanori× Yamamoto, Yoshihiko |
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| アクセス権 | ||||||
| アクセス権 | open access | |||||
| アクセス権URI | http://purl.org/coar/access_right/c_abf2 | |||||
| 権利 | ||||||
| 権利情報 | “This document is the Accepted Manuscript version of a Published Work that appeared in final form in [ACS Catalysis], copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see [http://pubs.acs.org/articlesonrequest/AOR-ccnW7GCz94tz5qnyYxff].” | |||||
| 言語 | en | |||||
| キーワード | ||||||
| 主題Scheme | Other | |||||
| 主題 | alkyne | |||||
| キーワード | ||||||
| 主題Scheme | Other | |||||
| 主題 | Brønsted acid | |||||
| キーワード | ||||||
| 主題Scheme | Other | |||||
| 主題 | electrophilic activation | |||||
| キーワード | ||||||
| 主題Scheme | Other | |||||
| 主題 | hydroalkoxylation | |||||
| キーワード | ||||||
| 主題Scheme | Other | |||||
| 主題 | hydroamination | |||||
| 抄録 | ||||||
| 内容記述タイプ | Abstract | |||||
| 内容記述 | The Brønsted acid-catalyzed intramolecular hydroalkoxylation and hydroamination of unactivated alkynes are described. We found that unactivated alkynes are electrophilically activated by a catalytic amount of bis(trifluoromethanesulfonyl)imide to undergo intramolecular hydroalkoxylation and hydroamination. In the presence of silane, the formed reactive exo-cyclic enol ether and exo-cyclic enamine intermediates are effectively reduced to the corresponding saturated cyclic ethers and N-protected cyclic amines. The 2,4-cis and 2,5-cis pyrrolidine derivatives are produced with high diastereoselectivity. Taking advantage of this selectivity, the 2,5-cis-disubstituted prolinol was also synthesized from glutamic acid in the optically active form. | |||||
| 言語 | en | |||||
| 出版者 | ||||||
| 出版者 | ACS Publications | |||||
| 言語 | en | |||||
| 言語 | ||||||
| 言語 | eng | |||||
| 資源タイプ | ||||||
| 資源タイプresource | http://purl.org/coar/resource_type/c_6501 | |||||
| タイプ | journal article | |||||
| 出版タイプ | ||||||
| 出版タイプ | AM | |||||
| 出版タイプResource | http://purl.org/coar/version/c_ab4af688f83e57aa | |||||
| DOI | ||||||
| 関連タイプ | isVersionOf | |||||
| 識別子タイプ | DOI | |||||
| 関連識別子 | https://doi.org/10.1021/acscatal.7b00403 | |||||
| ISSN | ||||||
| 収録物識別子タイプ | EISSN | |||||
| 収録物識別子 | 2155-5435 | |||||
| 書誌情報 |
en : ACS Catalysis 巻 7, 号 4, p. 2848-2852, 発行日 2017-04-07 |
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| 著者版フラグ | ||||||
| 値 | author | |||||
| URI | ||||||
| 識別子 | http://hdl.handle.net/2237/26769 | |||||
| 識別子タイプ | HDL | |||||
| URI | ||||||
| 識別子 | http://dx.doi.org/10.1021/acscatal.7b00403 | |||||
| 識別子タイプ | DOI | |||||
