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Retention of configuration in the opening of 2-arylcyclopropyl bromides by potassium acetate/18-crown-6 in dimethyl sulfoxide
Authors:David H. Buchanan  Gerald McComas
Affiliation:Department of Chemistry, Eastern Illinois University Charleston, Illinois 61920 U.S.A.
Abstract:E and Z 2-phenylcyclopropyl bromides react with the title reagents to yield E and Z cinnamyl acetates respectively. No reaction is observed when halide nucleophiles or other aprotic solvents are used suggesting a novel mechanistic role for the acetate ion.
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