AN ASYMMETRIC-SYNTHESIS OF (-)-DEOXYPODOPHYLLOTOXIN

被引:44
|
作者
BOGUCKI, DE [1 ]
CHARLTON, JL [1 ]
机构
[1] UNIV MANITOBA,DEPT CHEM,WINNIPEG,MB R3T 2N2,CANADA
来源
JOURNAL OF ORGANIC CHEMISTRY | 1995年 / 60卷 / 03期
关键词
D O I
10.1021/jo00108a021
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Diels-Alder cycloaddition between the fumarate of methyl (S)-mandelate (22) and alpha-hydroxy-alpha-aryl-o-quinodimethane 21 produces an endo cycloadduct (23) in 58% yield. The preparation of the precursor to o-quinodimethane 21 and the conversion of cycloadduct 23 to optically pure (-)-deoxypodophyllotoxin (1) is described.
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页码:588 / 593
页数:6
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