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- W2095481607 abstract "The β, γ-unsaturated ketones bicyclo[2.2.1]hept-2-en-7-one (10) and 7,7-dimethoxybicyclo[2.2.1]hept-2-en-5-one (15) have been condensed with 1-metalated trans-1-methoxybutadienes (7a or 7b) and 2-isopropenylcyclopentenes (8b or 8c). Oxyanion formation within the resulting alcohols is followed by skeletal rearrangement at room temperature. Careful product analysis has revealed the [3,3] sigmatropic reaction manifold to be followed almost exclusively. Only in the case of 13 is a modest amount (4%) of formal antarafacialretention [1,3] sigmatropic bridgehead carbon migration in evidence. Consequently, the structural features inherent to these alcohols are not conducive to redirecting electronic reorganization to an alternative isomerization process." @default.
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- W2095481607 date "1988-01-01" @default.
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- W2095481607 title "On possible redirection of the course of anionic oxy-cope rearrangements" @default.
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- W2095481607 doi "https://doi.org/10.1016/s0040-4020(01)85945-7" @default.
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