4-Methoxycarbonyl-4-chloro-5-spirocyclopropaneisox-azolidines, easily obtained by in situ cycloadditions of nitrones to methyl 2-chlorocyclopropylideneacetate and 2-chlorospiropentyl-ideneacetate, in contrast to their known thermal rearrangements leading to delta-lactams, undergo rearrangement to their respective tetrahydropyridones, when the nitrone nitrogen is substituted by an aryl moiety.
Switching the Reaction Mode of 4-Methoxycarbonyl-4-chloro-5-spirocyclopropane-isoxazolidines by N-Aryl Substitution / S. Cicchi; J. Revuelta; I. Objartel; A. de Meijere; A. Brandi. - In: SYNLETT. - ISSN 0936-5214. - STAMPA. - 2010:(2010), pp. 1939-1942. [10.1055/s-0030-1258136]
Switching the Reaction Mode of 4-Methoxycarbonyl-4-chloro-5-spirocyclopropane-isoxazolidines by N-Aryl Substitution
CICCHI, STEFANO;BRANDI, ALBERTO
2010
Abstract
4-Methoxycarbonyl-4-chloro-5-spirocyclopropaneisox-azolidines, easily obtained by in situ cycloadditions of nitrones to methyl 2-chlorocyclopropylideneacetate and 2-chlorospiropentyl-ideneacetate, in contrast to their known thermal rearrangements leading to delta-lactams, undergo rearrangement to their respective tetrahydropyridones, when the nitrone nitrogen is substituted by an aryl moiety.File | Dimensione | Formato | |
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