Abstract
We previously studied rearrangement of isobornyl phenyl ether under catalysis by acids and aluminum phenoxide [1]. Comparison of the experimental data obtained in the reaction catalyzed by acids and in the presence of aluminum phenoxide led us to presume that in the first case the rearrangement follows mainly intermolecular mechanism, and in the second, intramolecular. As a result, high regioand stereoselectivity of the process were rationalized by tandem Claisen and Wagner–Meerwein rearrangements occurring intramolecularly in the initially formed aluminum complex with isobornyl phenyl ether [1].
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