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Authordc.contributor.authorSobarzo Sánchez, Eduardo 
Authordc.contributor.authorSaitz Barría, Claudio es_CL
Authordc.contributor.authorJullian Matthaei, Carolina es_CL
Authordc.contributor.authorCassels Niven, Brucees_CL
Admission datedc.date.accessioned2011-06-01T15:49:45Z
Available datedc.date.available2011-06-01T15:49:45Z
Publication datedc.date.issued2002
Cita de ítemdc.identifier.citationSYNTHETIC COMMUNICATIONS 32 (23): 3687-3693es_CL
Identifierdc.identifier.issn0039-7911
Identifierdc.identifier.urihttps://repositorio.uchile.cl/handle/2250/121216
General notedc.descriptionArtículo de publicación ISIes_CL
Abstractdc.description.abstractThe abundant aporphine alkaloid (S)-(+)-boldine (1) was selectively nitrosated with sodium nitrite in acetic acid affording 8-nitrosoboldine (2) which was hydrogenated catalytically to give 8-aminoboldine (3). The latter was used as the starting material for annulations with ethyl ortho-formate to afford the corresponding oxazole ("boldine-9,8-oxazole", 4), and with methyl benzoylformate giving the phenyl-oxazinone ("boldine-9,8-phenyloxazinone", 5). This later product was treated with KOH/EtOH at room temperature and converted quickly into the ring-contracted phenyloxazole ("boldine-9,8-phenyloxazole", 6) in moderate yield.es_CL
Lenguagedc.language.isoenes_CL
Publisherdc.publisherMARCEL DEKKER INCes_CL
Keywordsdc.subjectBENZOXAZOLEes_CL
Títulodc.titleNew heterocyclic skeletons derived from the aporphine alkaloid boldinees_CL
Document typedc.typeArtículo de revista


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