Total synthesis of 16-desmethylepothilone B, epothilone B-10 epothilone F,and related side chain modified epothilone B analogues

Citation
Kc. Nicolaou et al., Total synthesis of 16-desmethylepothilone B, epothilone B-10 epothilone F,and related side chain modified epothilone B analogues, CHEM-EUR J, 6(15), 2000, pp. 2783-2800
Citations number
106
Categorie Soggetti
Chemistry
Journal title
CHEMISTRY-A EUROPEAN JOURNAL
ISSN journal
09476539 → ACNP
Volume
6
Issue
15
Year of publication
2000
Pages
2783 - 2800
Database
ISI
SICI code
0947-6539(20000804)6:15<2783:TSO1BE>2.0.ZU;2-9
Abstract
The macrolactonization-based strategy for the total synthesis of epothilone s has been streamlined and improved to a high level of efficiency and stere oselectivity, This strategy has been applied to the construction of vinyl i odide 19 which served as a common intermediate for the synthesis of a serie s of natural and designed epothilones including an epothilone B-10 (3), epo thilone F (5), 16-desmethylepothilone B (14), pyridine epothilones 57a-57g, dimeric epothilones 59 and 61, and benzenoid epothilones 63a-63g.