Reaction of N-deacetylthiocolchicine (3) and N-deacetylcolchicine (4) with nitrous acid (HONO) furnished the new tetracyclic colchicinoids 5 and 6, as well as the Demyanov-rearrangement products 7 and 8. Starting from 3, the pyrazole-containing tetracycle 9 was obtained. The novel compounds were characterized spectroscopically, and an X-ray crystal-structure analysis of 5 allowed us to establish the absolute configurations at the stereogenic centers
Danieli, B., Lesma, G., Passarella, D., Prosperi, D., Sacchetti, A., Silvani, A., et al. (2003). New tetracyclic colchicinoids from the reaction of N-deacetylthiocolchicine and N-deacetylcolchicine with nitrous acid and tert-butyl nitrite. HELVETICA CHIMICA ACTA, 86(6), 2082-2089 [10.1002/hlca.200390164].
Citazione: | Danieli, B., Lesma, G., Passarella, D., Prosperi, D., Sacchetti, A., Silvani, A., et al. (2003). New tetracyclic colchicinoids from the reaction of N-deacetylthiocolchicine and N-deacetylcolchicine with nitrous acid and tert-butyl nitrite. HELVETICA CHIMICA ACTA, 86(6), 2082-2089 [10.1002/hlca.200390164]. | |
Tipo: | Articolo in rivista - Articolo scientifico | |
Carattere della pubblicazione: | Scientifica | |
Presenza di un coautore afferente ad Istituzioni straniere: | No | |
Titolo: | New tetracyclic colchicinoids from the reaction of N-deacetylthiocolchicine and N-deacetylcolchicine with nitrous acid and tert-butyl nitrite | |
Autori: | Danieli, B; Lesma, G; Passarella, D; Prosperi, D; Sacchetti, A; Silvani, A; Destro, R; May, E; Bombardelli, E | |
Autori: | ||
Data di pubblicazione: | 2003 | |
Lingua: | English | |
Rivista: | HELVETICA CHIMICA ACTA | |
Digital Object Identifier (DOI): | http://dx.doi.org/10.1002/hlca.200390164 | |
Appare nelle tipologie: | 01 - Articolo su rivista |