New skeletal rearrangements of C and D rings of a 13-oxobaccatin III derivative

Authors
Marder-Karsenti, R Dubois, J Chiaroni, A Riche, C Guenard, D Gueritte, F Potier, P
Citation
R. Marder-karsenti et al., New skeletal rearrangements of C and D rings of a 13-oxobaccatin III derivative, TETRAHEDRON, 54(52), 1998, pp. 15833-15844
Citations number
30
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
54
Issue
52
Year of publication
1998
Pages
15833 - 15844
Database
ISI
SICI code
0040-4020(199812)54:52<15833:NSROCA>2.0.ZU;2-A
Abstract
13-Oxobaccatin III (4) was oxidized to 7,13-dioxo D-secobaccatin III (5). T his compound, when treated with base or cyanide ion, underwent rearrangemen ts involving the rupture of the C-7,C-8 bond, the migration of the benzoyl and acetyl groups and intramolecular formation of new rings. Four new compo unds were isolated and fully characterized. (C) 1998 Elsevier Science Ltd. All rights reserved.