Journal
SYNLETT
Volume -, Issue 4, Pages 628-632Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0029-1219365
Keywords
4,5-and 2,5-dihydroisoxazoles; O-propargylic hydroxylamines; cyclisations; silver nitrate on silica gel
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Funding
- Syngenta
- EPSRC
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Unprotected O-propargylic hydroxylamines undergo generally essentially quantitative cyclisations when exposed briefly to silver nitrate adsorbed onto silica gel to give 4,5-dihydroisoxazoles [2-isoxazolines], while N-protected derivatives give the corresponding 2,5-dihydroisoxazoles [3-isoxazolines] in similarly excellent yields, given that an appropriate functionality on nitrogen is used.
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