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Synthesis of unsymmetrical 1,4-diketones by the ceric ammonium nitrate promoted cross-coupling of trimethylsilyl enol ethers

โœ Scribed by Enrico Baciocchi; Angela Casu; Renzo Ruzziconi


Publisher
Elsevier Science
Year
1989
Tongue
French
Weight
165 KB
Volume
30
Category
Article
ISSN
0040-4039

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Synthesis of 1,4-diketones in good yields was achieved by the coupling reaction of the trinethylsilyl enol ethers of acetophenone, thiophene or furan with lead tetraacetate in dry dichloromethane and tetrahydrofuran at -78"C.

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Sunmary: 1,4-diketones and 4-ketoaldehydes dimethylacetals can be prepared in good yields (65%-82%) by the cerium(IV) aranonium nitrate promoted reaction of ketones with isopropenyl acetateandvinyl acetate, respectively.