AN ENANTIOSELECTIVE APPROACH TO RING A OF TAXOL USING THE WIELAND-MIESCHER KETONE

被引:19
作者
GOLINSKI, M
VASUDEVAN, S
FLORESCA, R
BROCK, CP
WATT, DS
机构
[1] UNIV KENTUCKY,DEPT CHEM,LEXINGTON,KY 40506
[2] UNIV KENTUCKY,DIV PHARMACEUT & MED CHEM,LEXINGTON,KY 40506
关键词
D O I
10.1016/S0040-4039(00)60056-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The selective protection of the S-(+)-enantiomer of the Wieland Miescher ketone (2) as the tertbutyldimethylsilyl-protected cyanohydrin 7 and the oxidative cleavage of an alpha-ketol 8 that was derived from 7 provided a model 10 for the A ring of the taxol (1) possessing the correct C-1 stereochemistry of taxol and functionality suitable for further elaboration.
引用
收藏
页码:55 / 58
页数:4
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