936363-55-2Relevant articles and documents
Bicyclic β-hydroxytetrahydrofurans as precursors of medium ring keto-lactones
Ferraz, Helena M. C.,Longo Jr., Luiz S.
, p. 2945 - 2950 (2007)
(Chemical Equation Presented) The reaction of a series of cis-fused bicyclic β-hydroxytetrahydrofurans with ruthenium tetraoxide, generated in situ from ruthenium trichloride and sodium periodate, afforded 9- and 10-membered ketolactones in moderate to good yields, in a clean and straightforward fashion. The starting β-hydroxyethers were obtained from the corresponding 3-alkenols by two alternative procedures, depending on their pattern of substitution: (a) epoxidation by dimethyldioxirane, followed by base-catalyzed cyclization of the resulting epoxyalcohol, and (b) thallium trinitrate-mediated cyclization of the 3-alkenols, a method already described by our group.
