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Synlett 1997; 1997(6): 677-678
DOI: 10.1055/s-1997-3249
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A Synthesis of α,α-Disubstituted Aryl-β-ketoesters

Mark H. Stefaniak1 , Fabrice Tinardon, John D. Wallis2
  • 1Discovery Chemistry, Pfizer Central Research, Sandwich, Kent, England, CT13 9NJ
  • 2Department of Chemistry, University of Kent, Canterbury, Kent, England, CT2 7NH
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Publication History

Publication Date:
31 December 2000 (online)

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A generally applicable synthesis of α,α-disubstituted aryl-β-ketoesters involving reaction of a substituted benzoyl chloride with methyl trimethylsilyl ketene acetal is described. Addition of boron trifluoride etherate is essential when the benzoyl chloride is not substituted with a strongly electron withdrawing residue. The majority of experiments were conducted with the dimethylketene acetal but the process is equally applicable to the cyclohexaneketene acetal 5.

aryl-β-ketoester - α,α-disubstituted - Lewis acid catalysis