A CHEMOSELECTIVE APPROACH TO FUNCTIONALIZE THE C-10 POSITION OF 10-DEACETYLBACCATIN .3. SYNTHESIS AND BIOLOGICAL PROPERTIES OF NOVEL C-10 TAXOL(R) ANALOGS

Citation
J. Kant et al., A CHEMOSELECTIVE APPROACH TO FUNCTIONALIZE THE C-10 POSITION OF 10-DEACETYLBACCATIN .3. SYNTHESIS AND BIOLOGICAL PROPERTIES OF NOVEL C-10 TAXOL(R) ANALOGS, Tetrahedron letters, 35(31), 1994, pp. 5543-5546
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
35
Issue
31
Year of publication
1994
Pages
5543 - 5546
Database
ISI
SICI code
0040-4039(1994)35:31<5543:ACATFT>2.0.ZU;2-D
Abstract
A chemoselective approach to functionalize the C-10 position of 10-dea cetyl baccatin III, a key intermediate for the semi-synthesis of pacli taxel, is described. The chemistry provides an easy access to a variet y of C-10 hydroxyl derivatives, such as, ethers, esters, carbonates, c arbamates, and sulfonates under mild conditions. The C-10 modified bac catin derivatives were further employed in the synthesis of never biol ogically active Taxol(R) analogues.