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 |
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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 |
URI: | |
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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