Palladium(II)- and mercury(II)-catalyzed rearrangements of propargyl acetates |
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Authors: | Patrick A Caruana |
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Institution: | Department of Chemistry, University of Rochester, 414 Hutchison Hall, Rochester, NY 14627, USA |
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Abstract: | The scope and utility of the metal-catalyzed rearrangement of propargyl acetates first reported by Rautenstrauch were expanded. Treatment of a series of appropriate acetate substrates with Pd(II)- and Hg(II)-catalysts afforded synthetically useful fused 5,6-bicyclic-1,4-cyclopentadienyl acetates and 2-cyclopentenones. It was found that the substituents at the terminal alkynyl and alkenyl positions of the acetate substrate had a significant impact on the outcome of the reaction. |
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