Tetrahedron p. 13591 - 13620 (1998)
Update date:2022-08-03
Topics:
Estevez, Juan C.
Fairbanks, Antony J.
Fleet, George W.J.
Dehydration of both γ- and δ- hexonolactones, either by intramolecular nucleophilic displacement of triflate leaving groups at C-2, or by Mitsunobu type displacement of the OH-6, provides access to bicyclic lactones which contain tetrahydropyran rings. Reduction or nucleophilic ring opening of these bicyclic lactones furnishes polyfunctionalised tetrahydropyrans in good yield.
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