DIRECT, STEREOSELECTIVE SYNTHESIS OF THE PROTECTED PACLITAXEL (TAXOL) SIDE-CHAIN AND HIGH-YIELD TRANSFORMATION TO PACLITAXEL

被引:30
作者
KANAZAWA, AM [1 ]
DENIS, JN [1 ]
GREENE, AE [1 ]
机构
[1] UNIV GRENOBLE 1,CHIM RECH LEDSS,F-38041 GRENOBLE,FRANCE
关键词
D O I
10.1039/c39940002591
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A short, efficient approach to the p-methoxybenzylidene-protected paclitaxel (Taxol) side chain through benzaldehyde benzoylimine-chiraol enolate condensation, followed by DDQ-mediated oxazolidine formation and hydrolysis is described; the C-7-triethylsilyl derivative of baccatin III undergoes esterification with this side chain in the presence of DCC and DMAP to provide after acid hydrolysis paclitaxel in excellent overall yield.
引用
收藏
页码:2591 / 2592
页数:2
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