FLUORODEHYDROXYLATION OF ANTHRACYCLINONES WITH DAST SYNTHESIS OF 8-(S)-FLUORODAUNORUBICIN

Authors
CANFARINI F GIOLITTI A GUIDI A PASQUI F PESTELLINI V ARCAMONE F
Citation
F. Canfarini et al., FLUORODEHYDROXYLATION OF ANTHRACYCLINONES WITH DAST SYNTHESIS OF 8-(S)-FLUORODAUNORUBICIN, Tetrahedron letters, 34(29), 1993, pp. 4697-4700
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
29
Year of publication
1993
Pages
4697 - 4700
Database
ISI
SICI code
0040-4039(1993)34:29<4697:FOAWDS>2.0.ZU;2-6
Abstract
8-(S)-fluoro-daunomycinone is obtained from daunomycinone in 5 synthet ic steps and coupled with daunosamine to give, after two further depro tection steps, 8-(S)-fluorodaunorubicin, DAST [(diethylamino)sulfur tr ifluoride] accomplishes the fluorodehydroxylation reaction in the ring -A of a protected anthracyclinone with retention of configuration.