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.

An efficient synthesis of 4-oxo-2,5-hexadienoates via Δ2-isoxazoline intermediates

Giovanni Baraldi P.;Manfredini S.;Simoni D.;Spalluto G.
1993

Abstract

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.
1993
Giovanni Baraldi, P.; Bazzanini, R.; Bigoni, A.; Manfredini, S.; Simoni, D.; Spalluto, G.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11392/2497234
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