A proposal for the mechanism-of-action of diazoparaquinone natural products

被引:29
作者
Feldman, KS [1 ]
Eastman, KJ [1 ]
机构
[1] Penn State Univ, Dept Chem, University Pk, PA 16802 USA
关键词
D O I
10.1021/ja053880w
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Treatment of the representative diazoparaquinone prekinamycin dimethyl ether with Bu3SnH/AIBN in aromatic solvents furnishes moderate-to-good yields of formal aryl adducts wherein a molecule of solvent is attached to the carbon (C(11)) previously bearing the diazo function. Substituent studies provide evidence in support of a radical aromatic substitution mechanism, in which radical addition to the diazoparaquinone function generates an intermediate C(11) vinylic radical. Copyright © 2005 American Chemical Society.
引用
收藏
页码:15344 / 15345
页数:2
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