STEREOSELECTIVE SYNTHESIS OF THE C-1-C-7 SEGMENT OF (-DISCODERMOLIDE())

Citation
M. Miyazawa et al., STEREOSELECTIVE SYNTHESIS OF THE C-1-C-7 SEGMENT OF (-DISCODERMOLIDE()), Chemistry Letters, (12), 1997, pp. 1191-1192
Citations number
23
Categorie Soggetti
Chemistry
Journal title
ISSN journal
03667022
Issue
12
Year of publication
1997
Pages
1191 - 1192
Database
ISI
SICI code
0366-7022(1997):12<1191:SSOTCS>2.0.ZU;2-T
Abstract
A new and highly stereoselective synthesis of the C-1-C-7 segment of ( +)-discodermolide, the marine natural product having the potent immuno suppressive activity, is described in which the stereospecific methyla tion of gamma,delta-epoxy acrylate with trimethylaluminum and the intr amolecular conjugate addition of an acetal alkoxide anion are involved as key steps.