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

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

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