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

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 reduction of paclitaxel gives 10-deacetoxy-paclitaxel 7. Calcium chloride as well as magnesi...

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Bibliographic Details
Published inTetrahedron letters Vol. 35; no. 28; pp. 4999 - 5002
Main Authors PULICANI, JP, BOURZAT, JD, BOUCHARD, H, COMMERCON, A
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 11.07.1994
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
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Summary: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 reduction of paclitaxel gives 10-deacetoxy-paclitaxel 7. Calcium chloride as well as magnesium and cerium chloride, and to some extent strontium and lithium chloride, favor IO-dehydroxylation in the docetaxel series. All these docetaxel analogs retain biological activity.
ISSN:0040-4039
DOI:10.1016/S0040-4039(00)73303-X