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].

New tetracyclic colchicinoids from the reaction of N-deacetylthiocolchicine and N-deacetylcolchicine with nitrous acid and tert-butyl nitrite

Prosperi, D;
2003

Abstract

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
Articolo in rivista - Articolo scientifico
Sintesi organica; colchicina; cristallografia
English
2003
86
6
2082
2089
none
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].
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/10281/24680
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