MULTIPLE BONDS BETWEEN MAIN-GROUP ELEMENTS AND TRANSITION-METALS .107. CATALYTIC-OXIDATION OF PARTIALLY AND FULLY FLUORINATED OLEFINS WITH OSMIUM-TETROXIDE

A commonly held conception most be revised. The OsO4-catalyzed cis-hydroxylation of olefins was never tested with fluorinated olefins, because it was assumed the electron-poor olefins would not react with OsO4. But under the standard reaction conditions even perfluorinated olefins can be converted into osmate esters such as 1 quickly and quantitatively. Their subsequent hydrolysis provides cis-diols, ketones, or 1,2-diketones.