1,2-dioxines containing tethered hydroxyl functionality as convenient precursors for pyran synthesis
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A new method for the construction of tetrahydropyrans derived from readily available 1,2-dioxines containing a tethered hydroxyl moiety is described. The reaction proceeds via a base-catalyzed rearrangement of the 1,2-dioxines to either the isomeric cis or trans ?-hydroxy enones followed by intramolecular oxa-Michael addition of the tethered hydroxyl group.
Journal of Organic Chemistry