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Oxyfunctionalization of non-natural targets by dioxiranes. 6. On the selective hydroxylation of cubane. | LitMetric

By using methyl(trifluoromethyl)dioxirane (TFDO), the direct mono- and bishydroxylation of cubane could be achieved in high yield under remarkably mild conditions. Comparison of the rates of dioxirane O-insertion with those of standard reference compounds, such as adamantane and cyclopropane, as well as ab initio computations provide useful hints concerning the mechanism of these transformations.

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http://dx.doi.org/10.1021/ol901302dDOI Listing

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