Regiocontrolled synthesis of the trimeric quinone framework of conocurvone

被引:35
作者
Emadi, A [1 ]
Harwood, JS
Kohanim, S
Stagliano, KW
机构
[1] IIT, Dept Biol Chem & Phys Sci, Chicago, IL 60616 USA
[2] Univ Illinois, Dept Chem, Chicago, IL 60607 USA
关键词
D O I
10.1021/ol010272m
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The trimeric quinone framework of conocurvone is crucial for its potent anti-HIV activity. A new synthesis of trimeric quinones based on stepwise substitution of the halogens in 2,3-dihaloquinones by hydroxyquinone anions is described. Chlorinated biquinones are key intermediates that undergo regiospecific substitution reactions to yield trimeric quinone monomethyl ethers.
引用
收藏
页码:521 / 524
页数:4
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