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

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1999年 / 64卷 / 07期

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.

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页码：2450 / 2453

页数：4

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