SILAFUNCTIONAL COMPOUNDS IN ORGANIC SYNTHESIS. XVIII. OXIDATIVE CLEAVAGE OF THE SILICON-CARBON BOND IN ALKENYLFLUOROSILANES TO CARBONYL COMPOUNDS: SYNTHETIC AND MECHANISTIC ASPECTS

Article abstract of DOI:10.1016/0022-328X(83)85112-2

Alkenyltrifluorosilanes are readily oxidized by one equivalent of MCPBA in DMF even at -50 deg C to give the corresponding carbonyl compounds via cleavage of the carbon-silicon bond.With three equivalent of MCPBA a concomitant cleavage of the carbon-carbon bond occurs.A plausible mechanism of these new types of oxidation has been discussed.Oxidation with DABCO*2H2O2 has also been described.