Abstract
AbstractCross‐conjugated dienones bearing α‐hydroxyalkyl substituents readily undergo Nazarov cyclization followed by deprotonation of the resulting cyclopentenyl cation, and β‐elimination of the exocyclic hydroxy group to form alkylidenecyclopentenones in moderate yield. The deprotonation step occurs with complete regioselectivity opposite to the hydroxyalkyl substituent, with preferential introduction of an endocyclic olefin. The transformation is tolerant of a variety of substituents and occurs under relatively mild conditions.
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