Synthesis and reactivity of α-allenylhydroxylamines: a new efficient access to 3,6-dihydro-1,2-oxazines
- 1 January 1998
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Chemical Communications
- No. 4,p. 479-480
- https://doi.org/10.1039/a707840d
Abstract
SmI2-promoted reduction of α-allenyl nitro derivatives 2a–f using controlled conditions provides either 3-amino-4-vinylidenetetrahydrofuran 3a or 3-hydroxylamino-4-vinylidenetetrahydrofurans 4b–f, which undergo intramolecular cyclization consistent with a reverse Cope elimination to afford 3,6-dihydro-1,2-oxazines 5b–f.Keywords
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