Homoenolization of 3,3,6,6-tetramethylbicyclo[2.2.1]heptane-2,5-dione. Rearrangement to 1,3,3-trimethylbicyclo[2.2.1]octane-2,5-dione via a novel β-homoenolate switch Academic Article uri icon

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abstract

  • Treatment of 3,3,6,6-tetramethylbicyclo[2.2.1]heptane-2,5-dione (1) with K+ŌtBu in t-BuOH at 175 °C results in rearrangement to 1,3,3-trimethylbicyclo[2.2.2]octane-2,5-dione (3a) vai a novel β-homoenolate switch.

publication date

  • August 1, 1980