Fluorous mixture synthesis of (-)-dictyostatin and three stereoisomers

被引:65
作者
Fukui, Y
Bruckner, AM
Shin, Y
Balachandran, R
Day, BW
Curran, DP [1 ]
机构
[1] Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
[2] Univ Pittsburgh, Dept Pharmaceut Sci, Pittsburgh, PA 15260 USA
关键词
D O I
10.1021/ol0526827
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A mixture of four stereoisomers whose configurations are encoded by fluorous silyl protecting groups has been prepared and converted over 22 steps to a mixture of protected dictyostatins. Demixing by fluorous HPLC followed by removal of the fluorous protecting groups (detagging) provides dictyostatin and three C6,C7 stereoisomers. Biological evaluation showed that the monoepimers of the natural product retained highly potent activity.
引用
收藏
页码:301 / 304
页数:4
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