A CONVENIENT SYNTHESIS OF THE PACLITAXEL SIDE-CHAIN VIA A DIASTEREOSELECTIVE STAUDINGER REACTION

Authors
BROWN S JORDAN AM LAWRENCE NJ PRITCHARD RG MCGOWN AT
Citation
S. Brown et al., A CONVENIENT SYNTHESIS OF THE PACLITAXEL SIDE-CHAIN VIA A DIASTEREOSELECTIVE STAUDINGER REACTION, Tetrahedron letters, 39(21), 1998, pp. 3559-3562
Citations number
26
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
21
Year of publication
1998
Pages
3559 - 3562
Database
ISI
SICI code
0040-4039(1998)39:21<3559:ACSOTP>2.0.ZU;2-R
Abstract
The N-benzylidene derivative of (S)-(-)-1-(p-methoxyphenyl)propyl-1-am ine, obtained by a new resolution procedure, exhibits moderate selecti vity in the reaction with 2-acetoxyketene; the (S)-(-)-1-(p-methoxyphe nyl)propyl group can be oxidatively cleaved from the resultant beta-la ctam, an important precursor for taxane semi-synthesis. (C) 1998 Elsev ier Science Ltd. All rights reserved.