Author | dc.contributor.author | Sobarzo Sánchez, Eduardo | |
Author | dc.contributor.author | Saitz Barría, Claudio | es_CL |
Author | dc.contributor.author | Jullian Matthaei, Carolina | es_CL |
Author | dc.contributor.author | Cassels Niven, Bruce | es_CL |
Admission date | dc.date.accessioned | 2011-06-01T15:49:45Z | |
Available date | dc.date.available | 2011-06-01T15:49:45Z | |
Publication date | dc.date.issued | 2002 | |
Cita de ítem | dc.identifier.citation | SYNTHETIC COMMUNICATIONS 32 (23): 3687-3693 | es_CL |
Identifier | dc.identifier.issn | 0039-7911 | |
Identifier | dc.identifier.uri | https://repositorio.uchile.cl/handle/2250/121216 | |
General note | dc.description | Artículo de publicación ISI | es_CL |
Abstract | dc.description.abstract | The 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 |
Lenguage | dc.language.iso | en | es_CL |
Publisher | dc.publisher | MARCEL DEKKER INC | es_CL |
Keywords | dc.subject | BENZOXAZOLE | es_CL |
Título | dc.title | New heterocyclic skeletons derived from the aporphine alkaloid boldine | es_CL |
Document type | dc.type | Artículo de revista | |