Abstract
AbstractPyrylium salts undergo oxidative ring contraction to 2‐acyl‐3,5‐dialkylfurans II. A systematic 1H‐NMR room‐temperature study was made for compounds II a‐e having methyl and/or ethyl substituents, using Eu(fod), as lanthanide shift reagent. The conformation always is trans (IIB), minimizing steric interactions. Calculations also indicate a preferred planar conformation IIC for the 5‐ethyl group. The corresponding oximes III were also studied similarly, but the effects are too complex to be understood at the present stage.
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