C-aryl glycosides via tandem intramolecular benzyne-furan cycloadditions.: Total synthesis of vineomycinone B2 methyl ester

被引:72
作者
Chen, Chi-Li [1 ]
Sparks, Steven M. [1 ]
Martin, Stephen F. [1 ]
机构
[1] Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
关键词
D O I
10.1021/ja0652619
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A triply convergent total synthesis of vineomycinone B2 methyl ester has been achieved by an approach with a longest linear sequence of 16 steps. The synthesis features the use of silicon tethers as disposable linkers to control the regiochemistry in two tandem Diels-Alder reactions of substituted benzynes and glycosyl furans to provide rapid access to the fully intact anthrarufin core of vineomycinone B2 methyl ester. Copyright © 2006 American Chemical Society.
引用
收藏
页码:13696 / 13697
页数:2
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