MODIFIED TAXOLS .2. OXIDATION-PRODUCTS OF TAXOL

被引:57
作者
MAGRI, NF [1 ]
KINGSTON, DGI [1 ]
机构
[1] VIRGINIA POLYTECH INST & STATE UNIV, DEPT CHEM, BLACKSBURG, VA 24061 USA
关键词
D O I
10.1021/jo00356a006
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Oxidation of taxol (1) or substituted taxols with Jones'' reagent under appropriate conditions yielded 7-oxotaxol (6), 2'',7-dioxotaxol (9), or 2''-oxo-7-acetyltaxol (12). Treatment of 7-oxotaxol with DBU or silica gel yielded a D-secotaxol derivative 14. Hydrogenation of the 2''-acetate derivative of 14 yielded the unstable diketone 16, while hydrogenation of 14 itself followed by workup in methanol gave the lactone 17.
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页码:797 / 802
页数:6
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