ASYMMETRIC DIHYDROXYLATION ONTO THE ALPHA,BETA-UNSATURATED CARBOXYLICESTER DERIVATIVES OF CAMPTOTHECIN

Authors
TAGAMI K TAKAGI S SANO S SHIRO M NAGAO Y
Citation
K. Tagami et al., ASYMMETRIC DIHYDROXYLATION ONTO THE ALPHA,BETA-UNSATURATED CARBOXYLICESTER DERIVATIVES OF CAMPTOTHECIN, Heterocycles, 45(9), 1997, pp. 1663-1669
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
45
Issue
9
Year of publication
1997
Pages
1663 - 1669
Database
ISI
SICI code
0385-5414(1997)45:9<1663:ADOTAC>2.0.ZU;2-6
Abstract
Dihydroxyalkanoic ester derivatives (4a,b) and (5a,b) of 20S-camptothe cin (1) were diastereoselectively synthesized by exploiting osmium-cat alyzed asymmetric dihydroxylation based on the Sharpless procedure. Th e absolute configuration of the newly formed chiral centers, the 2' an d 3' positions of the 20-alkanoyl side chain of 4a,b and 5a,b was dete rmined by the chemical correlation with the known chiral dihydroxyalka noic acids.