hydroxyl group is crucial in modifying an .ZV-methylacridinium nucleus as an NAD"1" model oxidant. The excellent yields and turnover nature suggest that Ac+OH would provide further interesting redox chemistry.
The Cope rearrangement of 1,Sdienes with an anionic oxygen on C-3 has been shown to proceed in the gas phase, using ICR spectrometry, for the case where the precursor is a tertiary alcohol. The secondary alcohol, if it reacts at all, is slower than the ICR time scale. A similar rate difference is observed in THF or Me,SO solvents. The rate variation is ascribed to an intrinsic structural effect, not to differential ion pairing or solvation effects. ( 5 ) Steigerwald, M. L.; Goddard, W. A,, 111; Evans, D. A. J. Am. Chem. (6) Zimmerman, A. H.; Brauman, J. I.
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