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Synthesis 1991; 1991(3): 198-200
DOI: 10.1055/s-1991-26417
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Mild and Highly Selective Ultrasound-Promoted Zinc/Acetic Acid Reduction of C=C Bonds in α,β-Unsaturated γ-Dicarbonyl Compounds

Alan P. Marchand* , G. Madhusudhan Reddy
  • *Department of Chemistry, University of North Texas Denton, TX 76203-5068, USA
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Publication Date:
17 September 2002 (online)

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Sonication of various, α,β-unsaturated γ-diketones, quinones, α,β-unsaturated γ-diacids or γ-diesters with powdered zinc and acetic acid at room temperature results in selective reduction of the C = C bond in each case within ca. 5 minutes to 2.5 h and affords the corresponding reduction products in yields of 94-100 %. Isolated (i.e., nonconjugated) C = C bonds are not affected by zinc/acetic acid under these conditions.

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