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Doyle, Linda and Heaney, Frances (2010) An investigation of structure-reactivity relationships of d-alkenyl oximes; competitive thermal reactions leading to cyclic nitrones and/or N-unsubstituted bicyclic isoxazolidines. Tetrahedron, 66. pp. 7041-7049. ISSN 0040-4020
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Abstract
Thermal reactions of C-aryl d-alkenyl oximes give N-unsubstituted bicylic lactone, lactam and pyrrolidine
fused isoxazolidines by an intramolecular oxime olefin cycloaddition pathway (IOOC) and/or cyclic nitrones
by an azaprotio cyclotransfer (APT) route; a number of factors, including the nature of the aryl
group, the oxime geometry and the structure of the linker between the oxime and the terminal alkene,
contribute to the competition.
| Item Type: | Article |
|---|---|
| Keywords: | N-Unsubstituted isoxazolidines; Oxime geometry; Intramolecular oxime olefin cycloaddition; (IOOC); azaprotio Cyclotransfer (APT); |
| Academic Unit: | Faculty of Science and Engineering > Chemistry |
| Item ID: | 4290 |
| Depositing User: | Dr. Frances Heaney |
| Date Deposited: | 09 Apr 2013 09:12 |
| Journal or Publication Title: | Tetrahedron |
| Publisher: | Elsevier |
| Refereed: | Yes |
| Related URLs: | |
| Use Licence: | This item is available under a Creative Commons Attribution Non Commercial Share Alike Licence (CC BY-NC-SA). Details of this licence are available here |
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