ELECTROCHEMICAL REDUCTION OF TAXOIDS - SELECTIVE PREPARATION OF 9-DIHYDRO-TAXOID, 10-DEOXY-TAXOID AND 10-DEACETOXY-TAXOID

Authors
PULICANI JP BOURZAT JD BOUCHARD H COMMERCON A
Citation
Jp. Pulicani et al., ELECTROCHEMICAL REDUCTION OF TAXOIDS - SELECTIVE PREPARATION OF 9-DIHYDRO-TAXOID, 10-DEOXY-TAXOID AND 10-DEACETOXY-TAXOID, Tetrahedron letters, 35(28), 1994, pp. 4999-5002
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
28
Year of publication
1994
Pages
4999 - 5002
Database
ISI
SICI code
0040-4039(1994)35:28<4999:EROT-S>2.0.ZU;2-1
Abstract
The electrochemical reduction of docetaxel in methanol in the presence of ammonium chloride leads to 9 alpha-dihydro-docetaxel 3 and 9 beta- dihydro-docetaxel 4. Under the same conditions, the electrochemical re duction of paclitaxel gives 10-deacetoxy-paclitaxel 7. Calcium chlorid e as well as magnesium and cerium chloride, and to some extent stronti um and lithium chloride, favor IO-dehydroxylation in the docetaxel ser ies. All these docetaxel analogs retain biological activity.