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Synthesis 1989; 1989(12): 945-946
DOI: 10.1055/s-1989-27439
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Synthese von 5-Arylmethylen-1,3-dioxolan-4-onen und β-Aryl-α-ketocarbonsäuren

Gerhard Simchen* , Gerald Siegl
  • *Institut für Organische Chemie, Biochemie und Isotopenforschung der Universität Stuttgart, Pfaffenwaldring 55, D-7000 Stuttgart 80, Federal Republic of Germany
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Publication Date:
02 May 2002 (online)

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Synthesis of 5-Arylmethylene-1,3-dioxolan-4-ones and β-Aryl-α-keto Carboxylic Acids 2-Trichloromethyl-1,3-dioxolan-4-one (1) in silylation by trimethylsilyl triflate (2) yields 2-trichloromethyl-4-trimethylsiloxy-5-trimethylsilyl -1,3-dioxole (3). The cyclic ketene acetal 3 is converted to the title dioxolanones 6 in reaction with aromatic aldehydes catalyzed by 2. Hydrolysis of dioxolanones 6 affords arylpyruvic acids 7.

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