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Conjugate addition-initiated Nazarov cyclization
Authors:Brooks Joshua L  Caruana Patrick A  Frontier Alison J
Institution:Department of Chemistry, University of Rochester, Rochester, New York 14627, United States.
Abstract:A reaction sequence involving the 1,6-conjugate addition of a nucleophile to a dienyl diketone followed by Nazarov cyclization is described. Several nucleophiles are identified as competent initiators for the sequence. A different reaction outcome is observed when catalytic amounts of nucleophile are employed, involving elimination of the nucleophile after the electrocyclization.
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