A route to enantioenriched merrilactone A was found via intermediate 3. A degradation pathway in which meso compound 1 is transformed into key intermediate 2 in four steps occurs with full regiocontrol and promising enantiocontrol. A key feature of this reaction sequence is the desymmetrization of 1 through an intramolecular asymmetric ring-opening reaction.
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Meng et al. (2005) studied this question.
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