Rearrangement of isoxazoline-5-spiro derivatives. 2. Synthesis and rearrangement of tetrahydroisoxazole-5-spirocyclopropanes. Preparation of precursors of …

…, A Guarna, A Goti, F Cordero, F De Sarlo

Index: Brandi; Garro; Guarna; Goti; Cordero; De Sarlo Journal of Organic Chemistry, 1988 , vol. 53, # 11 p. 2430 - 2434

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Citation Number: 68

Abstract

Tetrahydroisoxazole-5-spirocyclopropanes 3, prepared by cycloaddition of nitrones 1 to methylenecyclopropane (2), have been converted by thermolysis into heterocyclic ketones 5 of the piperidine or indolizine or quinolizine series, according to the structure of the starting nitrone. The enaminones 6 are obtained as side products, as a result of 1, 5 H-transfer on the assumed intermediates 7. This procedure has been applied to the preparation of ...

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