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Synthesis 1993; 1993(12): 1206-1208
DOI: 10.1055/s-1993-26023
short paper
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An Efficient Synthesis of 4-Oxo-2,5-hexadienoates via Δ2-Isoxazoline Intermediates

Pier Giovanni Baraldi* , Rita Bazzanini, Angelica Bigoni, Stefano Manfredini, Daniele Simoni, Giampiero Spalluto
  • *Dipartimento di Scienze Farmaceutiche, Università di Ferrara, via Fossato di Mortara 17-19, I-44100 Ferrara, Italy
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Publication Date:
29 April 2002 (online)

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An efficient method for the preparation of 4-oxo-2,5-hexadienoates starting from 3,5-disubstituted Δ2-isoxazolines is described. The N-O bond cleavage of the isoxazoline ring, promoted by molybdenum hexacarbonyl, afforded the β-hydroxy ketone intermediates 9a-d which were smoothly dehydrated to the expected 4-oxo-2,5-hexadienoates 10a-d in about 40% yield starting from 6a,b.