Synthesis of elenic acid, an inhibitor of topoisomerase II

被引:20
作者
Hoye, RC [1 ]
Baigorria, AS [1 ]
Danielson, ME [1 ]
Pragman, AA [1 ]
Rajapakse, HA [1 ]
机构
[1] Macalester Coll, Dept Chem, St Paul, MN 55105 USA
关键词
D O I
10.1021/jo982260t
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A short, efficient synthesis of elenic acid, a marine natural product with interesting biological activity, has been completed. Critical features of the synthesis are the development of methodology for the one-pot elaboration of an alkyne to an (E)-beta,gamma-unsaturated ester with a stereocenter at the alpha-position and the use of the zipper reaction of a 1-arylalkyne. This reaction has not been previously reported with aromatic substrates. The synthesis strategy provides considerable flexibility for the preparation of structural analogues.
引用
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页码:2450 / 2453
页数:4
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