Synthesis of naturally occurring naphthoquinone epoxides and application in the synthesis of β-lapachone

被引:13
|
作者
Claessens, Sven [1 ]
Habonimana, Pascal [1 ]
De Kimpe, Norbert [1 ]
机构
[1] Univ Ghent, Dept Organ Chem, Fac Biosci Engn, B-9000 Ghent, Belgium
关键词
PROSTATE-CANCER CELLS; MOLLUSCICIDAL ACTIVITY; TRYPANOCIDAL ACTIVITY; INDUCED APOPTOSIS; EPOXIDATION; INDUCTION; OXIDATION; QUINONES; KETONES; DRUGS;
D O I
10.1039/c004580b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Optimized epoxidation conditions of mono- and dialkylated naphthoquinones are presented. Based on the epoxidation protocol making use of H2O2/Na2CO3, naphthoquinone epoxides are obtained in high yields. The optimized epoxidation conditions are applied in a short and high yielding synthesis of the pharmaceutically important beta-lapachone.
引用
收藏
页码:3790 / 3795
页数:6
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