Thermal Rearrangement of Silylmethyl Acetates


  • Dyotropic Rearrangements, Part 14. This work was supported by the Deutsche Forschungsgemeinschaft and the Fonds der Chemischen Industrie.—Part 13: M. T. Reetz, N. Greif, Chem. Ber. 110, 2958 (1977).


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The inverted ylide (2) is postulated as an intermediate of the intramolecular rearrangement of silylmethyl acctates (1), R3[DOUBLE BOND]CH3 or CF3. A concerted dyotropic or a two-step radical process are ruled out, and an ionic mechanism is unlikely.