An expedient route to new spiroheterocycles: synthesis and structural studies.Reportar como inadecuado




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* Corresponding author 1 SEESIB - Synthèse et étude de systèmes à intêret biologique

Abstract : We have developed a short, efficient and enantioselective synthesis of 1,4,7,10-tetraoxa- and 1,7-dioxa-4,10-dithiaspiro5.5undecanes. The method involved the reaction of solketal 5 or thiol derivative 6 with 1,3-dichloropropanone O-benzyloxime 4 which affords the conveniently protected symmetrical ketones 7 and 8. Elaboration of the required 4,10-disubstituted-1,7-dioxaspiro5.5undecane systems 1 and 2 entailed a final one-pot deprotection-spirocyclization process in an acidic medium. The structures and configurations of the spiroketals were established unambiguously by NMR spectroscopy





Autor: Marlène Goubert - Isabelle Canet - Marie-Eve Sinibaldi -

Fuente: https://hal.archives-ouvertes.fr/



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