Asymmetric Bromination of Enantiomerically Pure Acetals of Alkyl Aryl Ketones

Authors

  • Dr. Graziano Castaldi,

    Corresponding author
    1. Zambon Chimica S.p.A., Organic Chemistry Department, Via Cimabue 26/28, I-20 032 Cormano-Milano (Italy)
    • Zambon Chimica S.p.A., Organic Chemistry Department, Via Cimabue 26/28, I-20 032 Cormano-Milano (Italy)
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  • Dr. Silvia Cavicchioli,

    1. Zambon Chimica S.p.A., Organic Chemistry Department, Via Cimabue 26/28, I-20 032 Cormano-Milano (Italy)
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  • Dr. Claudio Giordano,

    Corresponding author
    1. Zambon Chimica S.p.A., Organic Chemistry Department, Via Cimabue 26/28, I-20 032 Cormano-Milano (Italy)
    • Zambon Chimica S.p.A., Organic Chemistry Department, Via Cimabue 26/28, I-20 032 Cormano-Milano (Italy)
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  • Dr. Fulvio Uggeri

    1. Zambon Chimica S.p.A., Organic Chemistry Department, Via Cimabue 26/28, I-20 032 Cormano-Milano (Italy)
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Abstract

original image

Useful intermediates for the preparation of optically active 2-arylalkanoic acids and aryl-1-bromoethyl ketones, the α-bromoacetal 1 and its 1′R-diastereomer, are formed in the ratio ≥ 90: ⩽ 10 in the title reaction. Compounds of this type are of special interest, among other things, as precursors of antiinflammatory drugs.

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