Synthesis of the antifungal macrolide antibiotic (+)-roxaticin

被引：85

作者：

Evans, DA ^{[1
]}

Connell, BT ^{[1
]}

机构：

[1] Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2003年 / 125卷 / 36期

关键词：

D O I：

10.1021/ja027638q

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The total synthesis of the antifungal macrolide antibiotic roxaticin has been accomplished. The synthesis relies principally on aldol and directed reduction steps to construct the extended 1,3-polyol array present in the natural product. Three principal nonpolyene containing fragments were assembled and then coupled using Julia olefination and methyl ketone aldol addition reactions. A series of functionalization reactions incorporated the sensitive polyene and provided the protected roxaticin seco-acid, which was lactonized in good yield. Acidic deprotection completed this convergent synthesis of roxaticin.

引用

页码：10899 / 10905

页数：7

共 63 条

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