A tandem oximation-cyclization route to Δ-isoxazolines |
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| Authors: | Amber L Norman |
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| Institution: | Department of Chemistry, University of Nebraska at Kearney, Kearney, NE 68849-1150, USA |
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| Abstract: | 3,5-Disubstituted Δ2-isoxazolines can be prepared from the corresponding β,γ-unsaturated ketones by treatment with hydroxylamine hydrochloride and sodium hydroxide. Evidence indicates that the mechanism of this reaction involves the formation of three intermediates; oximation of the ketone, rearrangement of the alkene, and intramolecular Michael addition of the resulting α,β-unsaturated oxime. |
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| Keywords: | Isoxazolines Tandem reactions Cyclization Heterocycle synthesis |
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