1,2-dioxines containing tethered hydroxyl functionality as convenient precursors for pyran syntheses |
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| Authors: | Avery Thomas D Caiazza Daniela Culbert Julie A Taylor Dennis K Tiekink Edward R T |
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| Institution: | Department of Chemistry, University of Adelaide, South Australia 5005, Australia. |
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| Abstract: | 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 gamma-hydroxy enones followed by intramolecular oxa-Michael addition of the tethered hydroxyl group. |
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