2008年9月
Photoreactions of bicyclic aziridines with alkenes and alkynes: a novel synthetic methodology for 8-azabicyclo[3.2.1]octane derivatives
ORGANIC & BIOMOLECULAR CHEMISTRY
- ,
- ,
- ,
- 巻
- 6
- 号
- 17
- 開始ページ
- 3186
- 終了ページ
- 3195
- 記述言語
- 英語
- 掲載種別
- DOI
- 10.1039/b805801f
- 出版者・発行元
- ROYAL SOC CHEMISTRY
The photochemical C-C bond cleavage of bicyclic aziridines 7 and subsequent [3 + 2] cycloaddition with electron-deficient alkenes and alkynes afforded the novel head-to-head adducts selectively and efficiently. The adducts contain the naturally occurring 8-azabicyclo[3.2.1]octane skeleton (e g. tropane alkaloids). The aziridine 8 fused with a 6-membered ring also afforded the cycloadducts but in poor yields. The methylaziridine 9 reacted with an electron-deficient alkene, affording the head-to-tail adduct 23 in addition to head-to-head adducts 22a and 22b. The photoreactions of bicyclic aziridines with alkenes and alkynes indicate a similar behavior to that of aziridines with a linear chain.
- リンク情報
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- DOI
- https://doi.org/10.1039/b805801f
- CiNii Articles
- http://ci.nii.ac.jp/naid/80019821703
- PubMed
- https://www.ncbi.nlm.nih.gov/pubmed/18698479
- Web of Science
- https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000259038100023&DestApp=WOS_CPL
- ID情報
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- DOI : 10.1039/b805801f
- ISSN : 1477-0520
- CiNii Articles ID : 80019821703
- PubMed ID : 18698479
- Web of Science ID : WOS:000259038100023