A CONVENIENT METHOD FOR THE SYNTHESIS OF C-10 ALKYLATED DOCETAXEL ANALOGS USING TRIS-(TRIMETHYLSILYL)SILANE AS A RADICAL MEDIATOR

摘要

Radical coupling has been investigated as a method for preparing Docetaxel analogs substituted at the C-10 position. C-10-Xanthate derivatives of 7-O-TES-10-deacetylbaccatin III were couled with acrolein using organosilanes as radical mediators. Among the organosilanes that were investigated, tris(trimethylsilyl)silane gave the best results. This method provides C-10 alkylated baccatin III in good yield, and avoids the use of potentially toxic tributyltin hydride.